Co-reporter:Yuan-Yuan Zhang, Ru-Fen Zhang, Shao-Liang Zhang, Shuang Cheng, Qian-Li Li and Chun-Lin Ma
Dalton Transactions 2016 vol. 45(Issue 20) pp:8412-8421
Publication Date(Web):12 Apr 2016
DOI:10.1039/C6DT00532B
With the 2-thienylselenoacetic acid ligand, four new organotin complexes, [Me3Sn(O2CCH2SeC4H3S-o)]n (1), [(Ph3Sn)6(O2CCH2SeC4H3S-o)6] (2), [(Me2Sn)4(μ3-O)2(O2CCH2SeC4H3S-o)4] (3), and [(PhSn)6(μ3-O)6(O2CCH2SeC4H3S-o)6] (4), have been synthesized and characterized by X-ray crystallography, elemental analysis, FT-IR and NMR (1H, 13C, and 119Sn) spectroscopy. The structure analysis indicates that complex 1 adopts a 1D infinite zig-zag chain structure, while complex 2 shows a centrosymmetric hexanuclear 24-membered macrocycle. In contrast, complex 3 and complex 4 display ladder and drum structures, respectively. Examination of the non-covalent intermolecular contacts in complex 3 reveals the existence of the C–H⋯O and C–H⋯π interactions, which play an important function in the supramolecular construction. These compounds are rare examples of selenium carboxylic acid-based organotin derivatives. Furthermore, the anti-tumor activity of complexes 1–3 has also been studied. Importantly, the anti-proliferative properties and possible mechanism of complex 2 are preliminarily investigated. The results demonstrate that complex 2 could induce apoptotic cell death via accumulation of ROS and collapse of the mitochondrial membrane permeabilization (MMP).
Co-reporter:Qianli Li, Xinglong Liu, Shuang Cheng, Rufen Zhang, Yang Shi and Chunlin Ma
RSC Advances 2016 vol. 6(Issue 39) pp:32484-32492
Publication Date(Web):11 Mar 2016
DOI:10.1039/C6RA01948J
The reactions of 2,2′-selenodiacetic acid and the corresponding organotin(IV) chloride with sodium ethoxide in ethanol, or via a solvothermal synthetic route, have afforded four organotin polymers, namely, [(Me3Sn)2Se(CH2COO)2]n (1), [(Me2Sn)2Se(CH2COO)2(μ3-O)]n (2), [(Bu3Sn)2Se(CH2COO)2]n (3), and [(Bu2Sn)Se(CH2COO)2]n (4). All the complexes were fully characterized by elemental analysis, FT-IR, NMR (1H, 13C, and 119Sn) spectroscopy and single crystal X-ray diffraction analysis. The structural analysis reveals that complex 1 is a 2D-polymer containing interconnected 24-membered (Sn4O8C10Se2) macrocyclic rings. Unlike complex 1, the 2D polymer structure of complex 2 is made up of the typical ladder tetraorganodistannoxane unit containing 32-membered (Sn4O8C16Se4) macrocyclic rings. Complex 3 is a 3D corrugated polymeric structure in which the deprotonated dicarboxylic acid acts as a tetradentate ligand by four oxygen atoms. Complex 4 is a 1D zigzag coordination polymer and the tin coordination geometry is described as skewed-trapezoidal bipyramidal. In particular, preliminary cytotoxic assessments of the involvement of complex 4 in the apoptotic death of MDA cells were conducted, and the results revealed that the antiproliferative and proapoptotic effect of complex 4 in MDA cells prominently contributed to the overload of intracellular ROS levels and the dysfunctional depolarization of mitochondrial membranes.
Co-reporter:Chunlin Ma, Xinglong Liu, Shuang Cheng, Qianli Li and Rufen Zhang
New Journal of Chemistry 2016 vol. 40(Issue 8) pp:6946-6954
Publication Date(Web):08 Jun 2016
DOI:10.1039/C6NJ00288A
A novel 4-fluorobenzenetelluronic trimethyltin ester (Me3Sn)4[p-F-PhTe(μ-O)(OH)O2]2 (1) has been prepared and fully characterized using elemental analysis, FT-IR, NMR (1H, 13C, 119Sn) spectroscopy, XRD and X-ray crystallography. Structural analysis shows that the complex is crystallized as a Sn4Te2 molecule, in which an asymmetric four-membered Te2(μ2-O)2 unit is situated in the center. The geometry of tellurium is described as a distorted octahedron and for each tin it is described as a distorted tetrahedron. Underlying cytotoxic mechanisms involved in the apoptotic death of A549 cells upon exposure to the complex have been investigated and the results reveal that the anti-proliferative and proapoptotic effects of the complex in A549 cells prominently contributed to the accumulation of ROS, dysfunctional depolarization of the mitochondrial membrane and activation of caspase-3.
Co-reporter:Chunlin Ma, Shuang Cheng, Zhengsong Hu, Qianli Li, Rufen Zhang and Shaoliang Zhang
Dalton Transactions 2014 vol. 43(Issue 2) pp:671-679
Publication Date(Web):24 Sep 2013
DOI:10.1039/C3DT52326H
A new arenetelluronic triorganotin ester, namely (Me3Sn)4[o-Me-PhTe(μ-O)(OH)O2)]2 (1) has been prepared by the reaction of o-tolyltelluronic acid and Me3SnCl in the presence of potassium hydroxide. The complex was fully characterized by elemental analysis, FT-IR, NMR (1H, 13C, 119Sn) spectroscopy and X-ray crystallography. Structure analysis revealed that the complex crystallized as Sn4Te2 units and a 1D linear chain was formed by intermolecular C–H⋯O interactions. Cytotoxic assessments showed that the complex can induce apoptotic cell death via accumulation of ROS, collapse of the MMP and activating caspase-3. The results indicated that ROS is crucial to the cytotoxicity induced by the complex.
Co-reporter:Chunlin Ma;Jing Ru;Zhenxing Li
Journal of Inorganic and Organometallic Polymers and Materials 2012 Volume 22( Issue 6) pp:1287-1292
Publication Date(Web):2012 November
DOI:10.1007/s10904-012-9750-4
Three new diorganotin(IV) selenites, [Bu2Sn(O2SeC6H5OMe)2]n (1), [Me2Sn(O2SeC6H4CHMe2)2]n (2), [Me2Sn(O2SeC6H4Et)2]n (3) have been synthesized and structurally characterized by elemental analysis, FT-IR, NMR (1H, 13C and 119Sn) spectra, TGA, and X-ray crystallography. The X-ray reveals that complexes 1–3 are 1D infinite double-chain polymers. The molecular of complex 1 is further linked by intermolecular C–H···O interactions to form a 2D network polymer. Complex 3 is linked by C–H···O interactions to form a 3D organotin framework.
Co-reporter:Chunlin Ma, Shaoliang Zhang, Rufen Zhang
Journal of Organometallic Chemistry 2012 701() pp: 43-50
Publication Date(Web):
DOI:10.1016/j.jorganchem.2011.11.037
Co-reporter:Chun-Lin Ma, Shao-Liang Zhang, Ru-Fen Zhang
Polyhedron 2012 Volume 31(Issue 1) pp:478-485
Publication Date(Web):4 January 2012
DOI:10.1016/j.poly.2011.10.010
Six new chiral triorganotin(IV) complexes, {(R3Sn)2[C3H6(COO)2]}n (R = Me: 1; Bu: 2), {(R3Sn)2[C4H8(COO)2]}n (R = Me: 3; Bu: 4), and {(R3Sn)2[C2H4O(COO)2]}n (R = Me: 5; Bu: 6) have been prepared by treatment of (R)-(+)-methylsuccinic acid, (S)-(+)-methylglutaric acid and l-(−)-malic acid, with the corresponding R3SnCl (R = Me, Bu) and sodium ethoxide in methanol. All the complexes were characterized by elemental analysis, FT-IR, NMR (1H, 13C, 119Sn) spectroscopy and TGA. Except for 3, all of the complexes were also characterized by X-ray crystallography. The structural analyses reveal that complexes 1 and 5 have 2D network structures in which (R)-(+)-methylsuccinic acid and l-(−)-malic acid act as tetradentate ligands coordinated to trimethyltin(IV) ions. Complexes 2 and 4 have 3D metal–organic framework structures in which the deprotoned acids serve as tetradentate ligands. Complex 6 adopts a 1D zigzag chain structure and forms a 2D supramolecular framework through intermolecular C–H⋯O interactions. In addition, the antitumor activities of complexes 1–6 have been studied. We also have measured the specific rotation of the chiral dicarboxylic acids and the organotin derivatives.Six new chiral triorganotin(IV) complexes, {(R3Sn)2[C3H6(COO)2]}n (R = Me: 1; Bu: 2), {(R3Sn)2[C4H8(COO)2]}n (R = Me: 3; Bu: 4) and {(R3Sn)2[C2H4O(COO)2]}n (R = Me: 5; Bu: 6), have been prepared by treatment of (R)-(+)-methylsuccinic acid, (S)-(+)-methylglutaric acid and l-(−)-malic acid, with the corresponding R3SnCl (R = Me, Bu) and sodium ethoxide in methanol. All the complexes were characterized by elemental analysis, FT-IR, NMR (1H, 13C, 119Sn) spectroscopy and TGA. Except for 3, all of the complexes were also characterized by X-ray crystallography. In addition, the antitumor activities of complexes 1–6 have been studied.
Co-reporter:Chunlin Ma, Mengjie Guo, Jing Ru, Qingfeng Wang, Rufen Zhang
Inorganica Chimica Acta 2011 Volume 378(Issue 1) pp:315-318
Publication Date(Web):30 November 2011
DOI:10.1016/j.ica.2011.08.030
Three new diorganotin(IV) complexes, [Bu2Sn(O2SeC6H5)2]n (1), [Bu2Sn(O2SeC6H4Me)2]n (2), [Me2Sn(O2SeC6H4Bu)2]n (3) have been synthesized by the reaction of benzeneseleninic acid, p-tolueneseleninic acid, and 4-tert-butylbenzeneseleninic acid with Me2SnCl2 or Bu2SnCl2 in the presence of sodium ethoxide in methanol at 50 °C. All of the complexes were characterized by elemental analysis, FT-IR, NMR (1H, 13C and 119Sn) spectroscopy and X-ray crystallography. X-ray diffraction studies of 1, 2, 3 show that the areneseleninate groups behave as double bridges between the tin atoms leading to polymeric chain structure with Sn2O4Se2 eight-membered ring. The organic groups bonded to the tin atoms are in trans-position in the resulting octahedral arrangement.Graphical abstractThree new diorganotin(IV) derivatives with areneseleninic acids, [Bu2Sn(O2SeC6H5)2]n (1), [Bu2Sn(O2SeC6H4Me)2]n (2) and [Me2Sn(O2SeC6H4Bu)2]n (3) have been synthesized and characterized. X-ray diffraction studies of 1, 2, 3 show that the areneseleninate groups behave as double bridges between the tin atoms leading to polymeric ringchain structure with Sn2O4Se2 eight-membered rings.Highlights► Three new diorganotin(IV) derivatives with areneseleninic acids were synthesized. ► Crystal structures show that all the complexes exhibit 1D chain structures. ► The areneseleninate groups behave as double bridges.
Co-reporter:Chunlin Ma, Mengjie Guo, Jing Ru, Rufen Zhang, Qingfeng Wang
Inorganica Chimica Acta 2011 Volume 378(Issue 1) pp:213-217
Publication Date(Web):30 November 2011
DOI:10.1016/j.ica.2011.08.068
Six new triorganotin(IV) complexes, [R3Sn(O2SeC6H4Cl)]n (R = Me 1; Ph 2), [R3Sn(O2SeC6H4Me)]n (R = Me 3; Ph 4), [R3Sn(O2SeC6H4Bu)]n (R = Me 5; Ph 6) have been synthesized by the reaction of 4-chlorobenzeneseleninic acid, p-Tolueneseleninic acid, and 4-tert-butylbenzeneseleninic acid with triorganotin(IV) chloride in the presence of sodium ethoxide. All of the complexes were characterized by elemental analysis, FT-IR, NMR (1H, 13C, and 119Sn) spectroscopy, and X-ray crystallography. Crystal structures show that all of the complexes exhibit 1D infinite chain structures which are generated by the bidentate oxygen atoms and the five-coordinated tin centers.Graphical abstractSix new triorganotin(IV) derivatives with areneseleninic acids, [R3Sn(O2SeC6H4Cl)]n (R = Me 1; Ph 2), [R3Sn(O2SeC6H4Me)]n (R = Me 3; Ph 4), [R3Sn(O2SeC6H4Bu)]n (R = Me 5; Ph 6), have been synthesized and characterized. Crystal structures show that all of the complexes exhibit 1D infinite chain structures which are generated by the bidentate bridging seleninic groups.Highlights► Six new triorganotin(IV) complexes with areneseleninic acids were synthesized. ► All of the complexes exhibit 1D infinite chain structures. ► The ligands are areneseleninic acids.
Co-reporter:Chunlin Ma, Baoying Zhang, Shaoliang Zhang, Rufeng Zhang
Journal of Organometallic Chemistry 2011 696(10) pp: 2165-2171
Publication Date(Web):
DOI:10.1016/j.jorganchem.2010.11.029
Co-reporter:Rufen Zhang, Yun Ren, Qingfeng Wang, Chunlin Ma
Inorganica Chimica Acta 2010 Volume 363(Issue 7) pp:1597-1600
Publication Date(Web):20 April 2010
DOI:10.1016/j.ica.2010.01.016
Two organotin complexes of two types were synthesized by different methods basing on the same materials. Characterizations of the complexes were achieved by elemental analysis, IR, NMR (1H, 13C and 119Sn) spectroscopy and X-ray crystallography diffraction analysis. X-ray data reveal that complex 1 is an 8-membered cycle and complex 2 is a surprising mixed sodium organotin carboxylic polymer, in which the sodium atom shows its ability to act as a heptacoordinated atom. It is worth to note that X-ray diffraction study reveals that complex 1 crystallizes in the triclinic space group P1, which is chiral space group.Two completely different organotin complexes were synthesized by different methods basing on the same materials. Characterizations of the complexes were achieved by elemental analysis, IR, NMR (1H, 13C and 119Sn) spectroscopy and X-ray crystallography diffraction analysis. X-ray data revealed that complex 1 was an 8-membered cycle and complex 2 was a novel mixed sodium organotin carboxylic polymer. It is worth to note that X-ray diffraction study reveals that complex 1 crystallizes in the triclinic space group P1, which is chiral space group.
Co-reporter:Chunlin Ma, Jianjun Wu, Rufen Zhang, Qingfeng Wang
Journal of Molecular Structure 2010 Volume 965(1–3) pp:98-100
Publication Date(Web):25 February 2010
DOI:10.1016/j.molstruc.2009.11.044
The self-assembly reaction of phenylphosphoric acid, sodium ethoxide and diphenyltin dichloride in the ethanol affords a new cage-like macrocycle complex 1, which is a highly centrosymmetric nine-tin nuclear cage containing one water molecule. The X-ray crystal structure shows that the metal ions display a octahedron geometry to bind the oxygen atom. The water molecule exists in the center of the cage.
Co-reporter:Rufen Zhang;Jianjun Wu;Qingfeng Wang
Heteroatom Chemistry 2010 Volume 21( Issue 5) pp:298-303
Publication Date(Web):
DOI:10.1002/hc.20610
Abstract
Two organotin (IV) derivatives, [Bu2- Sn(HO3PO-i-Pr)2]2 (1) and [Bu2Sn(HO3POPh)2]2 (2), have been prepared by reactions of di-n-butyltin oxide with the phenylphosphoric acid and isopropylphosphoric acid, respectively. Characterization of the complexes 1 and 2 was achieved using elemental analysis, IR, NMR (1H, 13C, 31P, and 119Sn) spectroscopy, and X-ray crystallography diffraction analysis. The X-ray data reveal that complexes 1 and 2 are dimers containing eight-membered Sn2O4P2 inorganic ring. Interestingly, complexes 1 and 2 are further linked into 2D network through intermolecular O … Sn weak contacts and OH … O weak hydrogen-bonding interactions. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:298–303, 2010; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20610
Co-reporter:Chun-Lin Ma, Yun Ren, Yue-Rong Wang, Ru-Fen Zhang
Polyhedron 2010 29(2) pp: 881-885
Publication Date(Web):
DOI:10.1016/j.poly.2009.10.013
Co-reporter:Rufen Zhang;Cuiping Li;Qingfeng Wang;Ma Chunlin
Structural Chemistry 2010 Volume 21( Issue 4) pp:745-753
Publication Date(Web):2010 August
DOI:10.1007/s11224-010-9604-z
A series of six-coordinate “half-sandwich” zirconocene phosphates and phosphonates have been synthesized by the reaction of Cp2ZrCl2 with (diphenyl-, dibenzyl-)phosphate and methylphenylphosphinic acid under different conditions. All of the complexes were characterized by elemental analysis, FT-IR and NMR (1H, 13C) spectroscopy. Except for complex 3, the structures of complexes 1, 2, 4, 5, and 6 were confirmed by X-ray crystallography. The structure analyses reveal that complexes 1, 2, and 3 are trinuclear complexes with fascinating μ3-oxygen bridging ligands, central to a Zr–O backbone (Cp2ZrCl2:ligand is 1:1) while complexes 4, 5, and 6 are centrosymmetric dinuclear complexes built up about the trapezoidal Zr2(μ2-OH)2 unit (Cp2ZrCl2:ligand is 1:2).
Co-reporter:Chunlin Ma, Yuerong Wang, Rufen Zhang
Inorganica Chimica Acta 2009 Volume 362(Issue 11) pp:4137-4144
Publication Date(Web):15 August 2009
DOI:10.1016/j.ica.2009.06.016
A series of new organotin carboxylates have been synthesized by reactions of trans(cis)-1,4-cyclohexanedicarboxylic acid with triorganotin chloride and diorganotin dichloride. All the complexes were characterized by elemental analysis, IR, 1H NMR, 13C NMR, 119Sn NMR spectroscopy; furthermore, complexes 1, 3, 5, 8 and 9 were characterized by X-ray diffraction analyses. The structural analyses show that complex 1 possesses a monomer structure; complex 5 possesses a 1D zigzag chain structure; both the complexes 3 and 8 have 2D network structures and complex 9 has a tetratin 36-membered macrocyclic structure.A series of new organotin carboxylates have been synthesized by reactions of trans (cis)-1,4-cyclohexanedicarboxylic acid with triorganotin chloride and diorganotin dichloride. All the complexes were characterized by elemental analysis, IR, 1H NMR, 13C NMR, 119Sn NMR spectroscopy.
Co-reporter:Rufen Zhang, Qingfeng Wang, Qianli Li, Chunlin Ma
Inorganica Chimica Acta 2009 Volume 362(Issue 8) pp:2762-2769
Publication Date(Web):1 June 2009
DOI:10.1016/j.ica.2008.12.017
Eight triorganotin complexes of the types [(R3Sn)2(C24H16N8S2)].Y (R = Ph, Y = 0 (1); R = PhCH2, Y = 2CH3OH (2); R = n-Bu, Y = 0 (3)), [(R3Sn)2(C24H16N8S2)]n (R = Me (4)), [(R3Sn)2(C12H6N6S4)] · Y (R = Ph, Y = CH2Cl2 (5); R = PhCH2, Y = 0 (6)) and [(R3Sn)2(C12H6N6S4)] (R = Bu (7), R = Me (8)) have been obtained by H2L1 (H2L1 derived from 4-amino-5-phenyl-4H-1,2,4-triazole-3-thiol) and H2L2 (H2L2 derived from 5-amino-1,3,4-thiadiazole-2-thiol) with triorganotin chloride in the presence of sodium ethoxide. All the complexes were characterized by elemental, IR and NMR spectra analyses, except for complexes 1, 3, 6 and 8, other complexes were also characterized by X-ray diffraction analyses, which reveal that complexes 2 and 5 are dinuclear structures, complex 4 has a 2D network structure and complex 7 forms a macrocyclic structure linked by intermolecular N → Sn interactions.Eight triorganotin Schiff base complexes have been obtained by H2L1 and H2L2 with triorganotin chloride. All the complexes were characterized by elemental, IR, NMR spectra analyses and part of them were also characterized by X-ray diffraction analyses.
Co-reporter:Chunlin Ma, Qianli Li, Rufen Zhang
Inorganica Chimica Acta 2009 Volume 362(Issue 8) pp:2937-2940
Publication Date(Web):1 June 2009
DOI:10.1016/j.ica.2008.11.016
Co-reporter:Chunlin Ma;Qingfeng Wang;Rufen Zhang
Heteroatom Chemistry 2009 Volume 20( Issue 1) pp:50-55
Publication Date(Web):
DOI:10.1002/hc.20511
Abstract
Four triorganotin complexes of the types [(R3Sn)2(C2H2S2)(COOH)2] ⋅ 2Et2O (R = Ph, 1) and (R3Sn)2(C2H2S2)(COOH)2 (R = Me 2, R = n-Bu 3, and R = PhCH24) have been obtained by the reaction of meso-dimercaptosuccinic acid and sodium ethoxide with triorganotin(IV) chloride in 1:2:2 stoichiometry. All the complexes were characterized by elemental analyses, IR spectroscopy, and NMR spectroscopy. Furthermore, complexes 1 and 2 were characterized by X-ray diffraction analyses, which revealed that complexes 1 and 2 are mononuclear structures and further interlinked by intermolecular CH⋅⋅⋅O and OH⋅⋅⋅O hydrogen bonds, respectively. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:50–55, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20511
Co-reporter:Ru-Fen Zhang;Qian-Li Li;Chun-Lin Ma
Heteroatom Chemistry 2009 Volume 20( Issue 1) pp:19-28
Publication Date(Web):
DOI:10.1002/hc.20506
Abstract
Four organotin complexes with 2,2′-bipyridine-4,4′-dicarboxylic acid, H2dcbp: (Ph3n)2(dcbp) 1, [(PhCH2)3n]2(dcbp) ⋅ 2CH3OH 2, [(Me3Sn)2(dcbp)]n3, [(Bu3Sn)2(dcbp)]n4 have been synthesized. The complexes 1–4 were characterized by elemental, IR, 1H, 13C, 119n NMR, and X-ray crystallographic analyses. Crystal structures show that complex 1 is a monomer with one ligand coordinated to two triorganotin moieties, and a 1D infinite polymeric chain generates via intermolecular CH⋅⋅⋅N hydrogen bond; complex 2 is also a monomer and forms a 2D network by intermolecular O–H⋅⋅⋅O weak interaction; both of complexes 3 and 4 form 2D network structures where 2,2′-bipyridine-4,4′-dicarboxylate acts as a tetradentate ligand coordinated to trimethyltin and tri-n-butyltin ions, respectively. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:19–28, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20506
Co-reporter:Chunlin Ma;Qingfeng Wang;Rufen Zhang
Journal of Inorganic and Organometallic Polymers and Materials 2009 Volume 19( Issue 2) pp:152-156
Publication Date(Web):2009 June
DOI:10.1007/s10904-008-9238-4
A novel 3D tri-n-butyltin complex [(n-Bu3Sn)2(C2H2N4SCO2)]n (1) has been solvothermally synthesized and structurally characterized by elemental analysis, FT-IR, NMR (1H, 13C, and 119Sn) spectra and X-ray crystallography. X-ray data of complex 1 reveals that it is a 3D tri-n-butyltin coordination polymer with a metal-organic framework (MOF) structure , significant N → Sn interactions plays an important role in the construction of this structure.
Co-reporter:Chunlin Ma;Qianli Li;Rufen Zhang
Journal of Inorganic and Organometallic Polymers and Materials 2009 Volume 19( Issue 2) pp:208-214
Publication Date(Web):2009 June
DOI:10.1007/s10904-008-9232-x
Three types of di- and trimethyltin(IV) polymers [Me2Sn(C9H4N2O4)]n · 4H2O 1, [(Me3Sn)2(C9H4N2O4)]n · H2O 2 and [(Me3Sn)2(C9H4N2O4)]n · CH3OH 3 have been synthesized by the reaction of trimethyltin chloride with benzimidazole-5,6-dicarboxylic acid under three different experimental conditions. All the complexes were characterized by elemental analysis, IR, NMR (1H, 13C, 119Sn) spectroscopy and X-ray crystallography diffraction analysis. The structure analyses reveal that complex 1 has a 1D helical chain in which benzimidazole-5,6-dicarboxylic acid act as a tetradentate (O,O-chelation) ligand coordinating to dimethyltin (IV) ions, two water molecules take part in the coordination giving seven-coordinated tin centers in the component. Complex 2 and 3 are 2D and 3D corrugated polymers in which the deprotoned acid as tetradentate ligand affords by three oxygen atoms and a nitrogen atom.
Co-reporter:Chunlin Ma, Qianli Li, Mengjie Guo, Rufen Zhang
Journal of Organometallic Chemistry 2009 694(26) pp: 4230-4240
Publication Date(Web):
DOI:10.1016/j.jorganchem.2009.09.001
Co-reporter:Chunlin Ma, Qingfeng Wang and Rufen Zhang
Inorganic Chemistry 2008 Volume 47(Issue 16) pp:7060-7061
Publication Date(Web):July 12, 2008
DOI:10.1021/ic800903s
The reaction of 1-(4-carboxyphenyl)-5-mercapto-1H-tetrazole with trimethyltin chloride in the presence of sodium ethoxide in benzene affords a novel 2D organotin network structure complex 1, which is an unusual organotin network containing a hexanuclear 60-membered organotin macrocycle. The complex has been characterized by elemental analysis, IR, and 1H, 13C, and 119Sn NMR spectroscopy. Furthermore, we have also characterized the complex by X-ray crystallography.
Co-reporter:Chunlin Ma;Qingfeng Wang;Rufen Zhang
European Journal of Inorganic Chemistry 2008 Volume 2008( Issue 11) pp:1926-1934
Publication Date(Web):
DOI:10.1002/ejic.200701211
Abstract
Eight new chiral triorganotin(IV) complexes, (R3Sn)2[C8H14(COO)2] (R = C6H5: 1; PhCH2: 2), {(R3Sn)2[C8H14(COO)2]}n(R = nBu: 3; Me: 4), (R3Sn)2[C6H8(COO)2] (R = C6H5: 5; PhCH2: 6), {(R3Sn)[C6H8(COO)2]}n (R = nBu: 7), and {(R3Sn)2[C8H14(COO)2]}n (R = Me: 8) have been synthesized by the reaction of (+)-(1R,3S)-camphoric acid and meso-cis-4-cyclohexene-1,2-dicarboxylic acid with triorganotin(IV) chloride in the presence of sodium ethoxide. All of the complexes were characterized by elemental analysis, FT-IR, NMR (1H, 13C and 119Sn) spectroscopy, and TGA. Except for 2, 5, and 6, all of the complexes were also characterized by X-ray crystallography. Complex 1 has a dinuclear structure, and complex 3 has a 1D zigzag chain structure and forms a 3D organotin framework through weak intermolecular O···Sn interactions. Complex 7 also has a 1D zigzag chain structure in which meso-cis-4-cyclohexene-1,2-dicarboxylic acid acts as a bidentate ligand coordinated to tri-n-butyltin(IV) ions. Complexes 4 and 8 have 2D network structures in which (+)-camphoric acid and meso-cis-4-cyclohexene-1,2-dicarboxylic acid act as tetradentate ligands coordinated to trimethyltin(IV) ions.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Co-reporter:Chunlin Ma, Yongxin Li, Yawen Han, Rufen Zhang
Inorganica Chimica Acta 2008 Volume 361(Issue 1) pp:380-386
Publication Date(Web):1 January 2008
DOI:10.1016/j.ica.2007.06.045
Four new triorganotin complexes of 3-amino-5-mercapto-1,2,4-triazole with the type of R3Sn(SC2N3HNH2-3) (R = Me, 1; n-Bu, 2; Ph, 3; PhCH2, 4) have been synthesized. All the complexes have been characterized by elemental analysis, IR, 1H NMR and 13C NMR spectra. Complexes 1, 3 and 4 have been characterized by X-ray crystallography analyses too. The geometry about Sn of complex 1 is distorted trigonal bipyramidal and the supramolecular structures of complex 1 has been found consist of channels built up by intermolecular N–H⋯N hydrogen bonding. The geometry of tin atoms in complexes 3 and 4 are distorted tetrahedron and 1D polymers connected by intermolecular N–H⋯N hydrogen bonding or N–H⋯N and N–H⋯S hydrogen bonding. Additionally, 1D polymer of complex 3 aggregated in 2D layer by intermolecular N–H⋯S hydrogen bonding.Four new triorganotin complexes of 3-amino-5-mercapto-1,2,4-triazole with the type of R3Sn(SC2N3HNH2-3) (R = Me, 1; n-Bu, 2; Ph, 3; PhCH2, 4) have been synthesized. All the complexes have been characterized by elemental analysis, IR, 1H NMR and 13C NMR spectra. Complexes 1, 3 and 4 have been characterized by X-ray crystallography analyses too. The geometry about Sn of complex 1 is distorted trigonal bipyramidal and the supramolecular structures of complex 1 has been found consist of channels built up by intermolecular N–H⋯N hydrogen bonding. The geometry of tin atoms in complexes 3 and 4 are distorted tetrahedron and 1D polymers connected by intermolecular N–H⋯N hydrogen bonding or N–H⋯N and N–H⋯S hydrogen bonding. Additionally, 1D polymer of complex 3 aggregated in 2D layer by intermolecular N–H⋯S hydrogen bonding.
Co-reporter:Chunlin Ma, Mingqing Yang, Rufen Zhang, Lingyun Du
Inorganica Chimica Acta 2008 Volume 361(9–10) pp:2979-2984
Publication Date(Web):27 June 2008
DOI:10.1016/j.ica.2007.12.024
Three types of methyltin phosphonates, {[(CH3)3Sn]4(O3PPh)2}n (1), {[(CH3)3Sn]2(O3PPh) · CH3OH}n (2) and {[(CH3)2SnO3PPh]4}n (3) were synthesized by the reaction of phenylphonic acid with trimethyltin (IV) chloride and dimethyltin (IV) dichloride, respectively. Complexes 1, 2 and 3 were characterized by elemental analysis, IR, NMR (1H, 13C, 31P and 119Sn) spectroscopy, TGA and X-ray crystallography diffraction analysis. The X-ray analysis of complex 1 shows that the structure is a polymeric infinite 1D zigzag chain. In complex 2, the oxygen atom of methanol molecule is coordinated to the tin atoms, and a 2D network is generated via O–H⋯O hydrogen bonds. In complex 3, a novel 2D network containing 12-membered (Sn3O6P3) rings is formed.Three types of methyltin phosphonates, {[(CH3)3Sn]4(O3PPh)2}n (1), {[(CH3)3Sn]2(O3PPh) · CH3OH}n (2) and {[(CH3)2SnO3PPh]4}n (3) were synthesized by the reaction of phenylphonic acid with trimethyltin (IV) chloride and dimethyltin (IV) dichloride, respectively. Complexes 1, 2 and 3 were characterized by elemental analysis, IR, NMR (1H, 13C, 31P and 119Sn) spectroscopy, TGA and X-ray crystallography diffraction analysis. The X-ray analysis of complex 1 shows that the structure is a polymeric infinite 1D zigzag chain. In complex 2, the oxygen atom of methanol molecule is coordinated to the tin atoms, and a 2D network is generated via O–H⋯O hydrogen bonds. In complex 3, a novel 2D network containing 12-membered (Sn3O6P3) rings is formed.
Co-reporter:Rufen Zhang;Zhifo Guo
Heteroatom Chemistry 2008 Volume 19( Issue 5) pp:435-442
Publication Date(Web):
DOI:10.1002/hc.20456
Abstract
A series of organotin(IV) complexes of two types, [R3Sn]2(dtbu) (R = PhCH21, Ph 2, n-Bu 3, H2dtbu = 2,5-dithiobiurea), [R2SnCl]2(dtbu) (R = PhCH24, Ph 5, n-Bu 6) have been synthesized and characterized by elemental analysis, IR, and NMR (1H, 119Sn) spectroscopy. The structures of 2 and 6 have been determined by X-ray crystallography. Crystal structures show that both complexes 2 and 6 are the symmetric dinuclear unit. Interestingly, supramolecular structures show that complex 2 has formed a linear chain through NH⋅⋅⋅S hydrogen bonding and 6 has formed a two-dimensional network in perfect bc plane connected through NH⋅⋅⋅Cl hydrogen bonding and nonbonded S⋅⋅⋅S interactions. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:435–442, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20456
Co-reporter:Chunlin Ma;Qingfeng Wang;Rufen Zhang
Heteroatom Chemistry 2008 Volume 19( Issue 6) pp:583-591
Publication Date(Web):
DOI:10.1002/hc.20481
Abstract
Four triorganotin complexes of the types [(Ph3Sn)(C15H10FN4S)] (3), [(CH3)3Sn(C15H10FN4S)]n (4), [(Ph3Sn)(C13H9FN4S2)] (5), and [(CH3)3Sn(C13H9FN4S2)]n (6) have been obtained by Schiff base compound 1 (derived from 4-fluorobenzaldehyde) and compound 2 (derived from thiophene-2-carboxadehyde) with triorganotin chloride in the presence of sodium ethoxide. All the complexes were characterized by elemental analysis, IR, and NMR spectroscopies, and X-ray diffraction analyses, which revealed that complexes 3 and 5 are mononuclear structures, complex 4 and 6 are one-dimensional zigzag infinite chains via N Sn and S Sn bonding interactions. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:583–591, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20481
Co-reporter:Chun Lin Ma;Qing Feng Wang;Rufen Zhang
Journal of Inorganic and Organometallic Polymers and Materials 2008 Volume 18( Issue 2) pp:229-235
Publication Date(Web):2008 June
DOI:10.1007/s10904-007-9170-z
Six triorganotin(IV) complexes of the type {(R3Sn)2[C3S3(COO)2]}n (R = C6H5 1; n-Bu 2; PhCH2 4; p-F-PhCH2 5; o-F-PhCH2 6) and {(R3Sn)2[C3S3(COO)2]}n·[EtOH] (R = Me 3) have been synthesized by the reaction of bis(carboxymethyl)trithiocarbonate with triorganotin(IV) chloride in the presence of sodium ethoxide. All complexes were characterized by elemental analysis IR, 1H, 13C and 119Sn NMR spectroscopy. Except for 4–6, all complexes were also characterized by X-ray crystallography. The X-ray date revealed that complexes 1–3 show two-dimensional network polymeric structure in which the geometries of tin atoms are trigonal bipyramid with the axial positions occupied by carboxylic oxygen atoms.
Co-reporter:Chunlin Ma, Yawen Han, Rufen Zhang
Inorganica Chimica Acta 2007 Volume 360(Issue 7) pp:2439-2446
Publication Date(Web):2 May 2007
DOI:10.1016/j.ica.2006.12.017
Nine triorganotin(IV) complexes of the type R3SnL (L = L1 R = Me 1, Ph 2, PhCH23; L = L2 R = Me 4, Ph 5, PhCH26; L = L2 R = Me 7, Ph 8, PhCH29) have been obtained by reaction of new Schiff base HL1, HL2 or HL3 with triorganotin(IV) chloride in the presence of sodium ethoxide. All the complexes 1–9 were characterized by elemental, IR and NMR spectra analyses. Except for complexes 3, 4, 6, 9, the others were also characterized by X-ray crystallography diffraction analyses, which revealed that complexes 1, 2, 5, 7, 8 were four coordinated and displayed a capped tetrahedron.Nine triorganotin(IV) complexes of the type R3SnL (L = L1 R = Me 1, Ph 2, PhCH23; L = L2 R = Me 4, Ph 5, PhCH26; L = L2 R = Me 7, Ph 8, PhCH29) have been obtained by reaction of new Schiff base HL1, HL2 or HL3 with triorganotin(IV) chloride in the presence of sodium ethoxide. All the complexes 1–9 were characterized by elemental, IR, 1H, 13C, and 119Sn NMR spectra analyses. Except for complexes 3, 4, 6, 9, the others were also characterized by X-ray crystallography diffraction analyses, which revealed that complexes 1, 2, 5, 7, 8 were four coordinated and displayed a capped tetrahedron.
Co-reporter:Chunlin Ma, Junshan Sun, Rufen Zhang
Journal of Molecular Structure 2007 Volume 833(1–3) pp:203-207
Publication Date(Web):15 May 2007
DOI:10.1016/j.molstruc.2006.09.013
Two new trinuclear mono-organooxotin(IV) complexes with 2,3,4,5-tetrafluorobenzoic acid and sodium perchlorate of the types: [(SnR)3(OH)(2,3,4,5-F4C6HCO2)4 · ClO4] · [O2CC6HF4](R = PhCH2, 1; o-F-PhCH2 for 2), have been solvothermally synthesized and structurally characterized by elemental, IR, 1H, 13C and 119Sn NMR and X-ray crystallography diffraction analyses. Complex 2 is also characterized by X-ray crystallography diffraction analyses. In complex 2, four carboxyl groups and a perchlorate bridged three tin atoms in a cyclohexane chair arrangement and form the basic framework. A hydroxyl group comprises the oxygen components of the stannoxane ring system. In these complexes, weak but significant intramolecular hydrogen bonding and π–π stacking interaction are also shown. These contacts lead to aggregation and supramolecular assembly of complexes 1 and 2 into 1D or 2D framework.
Co-reporter:Chunlin Ma;Yawen Han;Rufen Zhang
Journal of Inorganic and Organometallic Polymers and Materials 2007 Volume 17( Issue 3) pp:541-546
Publication Date(Web):2007 September
DOI:10.1007/s10904-007-9146-z
A new organotin(IV) Schiff base complex 4 containing a novel Sn5O5 hydrolysis ladder and a disulfide group has been synthesized through a self-assembly reaction. The complex 4 has been characterized by elemental analysis, IR, 1H-, 13C-, and 119Sn-NMR spectra and X-ray crystallography diffraction analyses. The study of the supramolecular structure of complex 4 found that there exist two kinds of C–H···S and C–H···O intermolecular hydrogen bonds. The two kinds of intermolecular hydrogen bonds force the complex 4 into a 2-dimensional “wave” network. The geometry about each tin atom involved is distorted trigonal bipyramid.
Co-reporter:Chun-Lin Ma;Ya-Wen Han;Ru-Fen Zhang
Structural Chemistry 2007 Volume 18( Issue 5) pp:573-578
Publication Date(Web):2007/10/01
DOI:10.1007/s11224-007-9177-7
Four new complexes have been synthesized based on the 2,4,5-trifluoro-3-methoxybenzoic acid and 4,4′-bipy of the type [R3Sn(OOCC6HF3OCH3)]2·(4,4′-bpy). All complexes were characterized by elemental, IR, 1H, 13C and 119Sn NMR spectra analyses. Complexes 1 and 4 were also characterized by X-ray crystallography. Crystal structures of 1 and 4 show that the coordination number of tin atom is five and the 2D network is connected by intermolecular C–H···O interactions.
Co-reporter:Chunlin Ma, Shuang Cheng, Zhengsong Hu, Qianli Li, Rufen Zhang and Shaoliang Zhang
Dalton Transactions 2014 - vol. 43(Issue 2) pp:NaN679-679
Publication Date(Web):2013/09/24
DOI:10.1039/C3DT52326H
A new arenetelluronic triorganotin ester, namely (Me3Sn)4[o-Me-PhTe(μ-O)(OH)O2)]2 (1) has been prepared by the reaction of o-tolyltelluronic acid and Me3SnCl in the presence of potassium hydroxide. The complex was fully characterized by elemental analysis, FT-IR, NMR (1H, 13C, 119Sn) spectroscopy and X-ray crystallography. Structure analysis revealed that the complex crystallized as Sn4Te2 units and a 1D linear chain was formed by intermolecular C–H⋯O interactions. Cytotoxic assessments showed that the complex can induce apoptotic cell death via accumulation of ROS, collapse of the MMP and activating caspase-3. The results indicated that ROS is crucial to the cytotoxicity induced by the complex.
Co-reporter:Yuan-Yuan Zhang, Ru-Fen Zhang, Shao-Liang Zhang, Shuang Cheng, Qian-Li Li and Chun-Lin Ma
Dalton Transactions 2016 - vol. 45(Issue 20) pp:NaN8421-8421
Publication Date(Web):2016/04/12
DOI:10.1039/C6DT00532B
With the 2-thienylselenoacetic acid ligand, four new organotin complexes, [Me3Sn(O2CCH2SeC4H3S-o)]n (1), [(Ph3Sn)6(O2CCH2SeC4H3S-o)6] (2), [(Me2Sn)4(μ3-O)2(O2CCH2SeC4H3S-o)4] (3), and [(PhSn)6(μ3-O)6(O2CCH2SeC4H3S-o)6] (4), have been synthesized and characterized by X-ray crystallography, elemental analysis, FT-IR and NMR (1H, 13C, and 119Sn) spectroscopy. The structure analysis indicates that complex 1 adopts a 1D infinite zig-zag chain structure, while complex 2 shows a centrosymmetric hexanuclear 24-membered macrocycle. In contrast, complex 3 and complex 4 display ladder and drum structures, respectively. Examination of the non-covalent intermolecular contacts in complex 3 reveals the existence of the C–H⋯O and C–H⋯π interactions, which play an important function in the supramolecular construction. These compounds are rare examples of selenium carboxylic acid-based organotin derivatives. Furthermore, the anti-tumor activity of complexes 1–3 has also been studied. Importantly, the anti-proliferative properties and possible mechanism of complex 2 are preliminarily investigated. The results demonstrate that complex 2 could induce apoptotic cell death via accumulation of ROS and collapse of the mitochondrial membrane permeabilization (MMP).
