BENZALDEHYDE, 3-(1,1-DIMETHYLETHYL)-2-HYDROXY-5-IODO-

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CAS: 83816-59-5
MF: C11H13O2I
MW: 304.12372
Synonyms: BENZALDEHYDE, 3-(1,1-DIMETHYLETHYL)-2-HYDROXY-5-IODO-

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Cheng-Jian Zhu

Nanjing University
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Co-reporter: Junfeng Li;Fengyan Song;Lu Wang;Jieming Jiao;Yixiang Cheng;Chengjian Zhu
pp: 1268-1272
Publication Date(Web):
DOI: 10.1002/marc.201200135

Abstract

A novel polymer P-1 is prepared by the reaction of the monomer 5,5′-divinyl-2,2′-bipyridine and Salen-Zn(II) via Heck cross coupling. Interestingly, P-1 can further incorporate with Eu(TTA)3·2H2O to generate copolymer P-2 with two different metal centers. P-2 exhibits exceptional dual emissive properties which can be tuned by excitation wavelength. For example, an orange fluorescence can be obtained when P-2 is excited at 430 nm, whereas a red emission with a huge Stoke shift of 57 nm is observed when it is excited at 345 nm. The high wavelength emission can be attributed to Eu(III) (5D0[RIGHTWARDS ARROW]7F2), which is lit by an effective photoinduced energy transfer process between P-1 and the Eu(TTA)3 complex. The properties of P-2 have led to a better understanding of the energy transfer process between P-1 and Eu(TTA)3 moieties.

Co-reporter: Fengyan Song, Xiao Ma, Jiali Hou, Xiaobo Huang, Yixiang Cheng, Chengjian Zhu
pp: 6029-6036
Publication Date(Web):13 December 2011
DOI: 10.1016/j.polymer.2011.11.017
(R,R)-salen-based polymer fluorescence sensor P-1 could be synthesized by the polymerization of 5,5′-(isoquinoline-5,8-diylbis(ethyne-2,1-diyl))-bis(3-tert-butyl-2-hydroxybenzaldehyde) (M-1) with (R,R)-1,2-diaminocyclohexane (M-2) via nucleophilic addition–elimination reaction, and (R,R)-salan-based polymer sensor P-2 could be obtained by the reduction reaction of P-1 with NaBH4. The fluorescence response behaviors of two chiral polymers P-1 and P-2 on Zn2+ were investigated by fluorescence spectra. The fluorescence intensities of P-1 and P-2 can exhibit gradual enhancement upon addition of Zn2+. Compared with other cations, such as Na+, K+, Mg2+, Ca2+, Fe3+, Co2+, Ni2+, Cu2+, Ag+, Cd2+, Cr3+ and Pb2+, Zn2+ can lead to the pronounced fluorescence enhancement as high as 22.8-fold for P-1 and 3.75-fold for P-2, respectively. The results show that P-1 and P-2 incorporating (R,R)-salen/salan moieties as receptors in the polymer main chain backbone can exhibit high sensitivity and selectivity for Zn2+ detection.Image for unlabelled figure

Yixiang Cheng

Nanjing University
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Co-reporter: Junfeng Li;Fengyan Song;Lu Wang;Jieming Jiao;Yixiang Cheng;Chengjian Zhu
pp: 1268-1272
Publication Date(Web):
DOI: 10.1002/marc.201200135

Abstract

A novel polymer P-1 is prepared by the reaction of the monomer 5,5′-divinyl-2,2′-bipyridine and Salen-Zn(II) via Heck cross coupling. Interestingly, P-1 can further incorporate with Eu(TTA)3·2H2O to generate copolymer P-2 with two different metal centers. P-2 exhibits exceptional dual emissive properties which can be tuned by excitation wavelength. For example, an orange fluorescence can be obtained when P-2 is excited at 430 nm, whereas a red emission with a huge Stoke shift of 57 nm is observed when it is excited at 345 nm. The high wavelength emission can be attributed to Eu(III) (5D0[RIGHTWARDS ARROW]7F2), which is lit by an effective photoinduced energy transfer process between P-1 and the Eu(TTA)3 complex. The properties of P-2 have led to a better understanding of the energy transfer process between P-1 and Eu(TTA)3 moieties.

Co-reporter: Fengyan Song, Xiao Ma, Jiali Hou, Xiaobo Huang, Yixiang Cheng, Chengjian Zhu
pp: 6029-6036
Publication Date(Web):13 December 2011
DOI: 10.1016/j.polymer.2011.11.017
(R,R)-salen-based polymer fluorescence sensor P-1 could be synthesized by the polymerization of 5,5′-(isoquinoline-5,8-diylbis(ethyne-2,1-diyl))-bis(3-tert-butyl-2-hydroxybenzaldehyde) (M-1) with (R,R)-1,2-diaminocyclohexane (M-2) via nucleophilic addition–elimination reaction, and (R,R)-salan-based polymer sensor P-2 could be obtained by the reduction reaction of P-1 with NaBH4. The fluorescence response behaviors of two chiral polymers P-1 and P-2 on Zn2+ were investigated by fluorescence spectra. The fluorescence intensities of P-1 and P-2 can exhibit gradual enhancement upon addition of Zn2+. Compared with other cations, such as Na+, K+, Mg2+, Ca2+, Fe3+, Co2+, Ni2+, Cu2+, Ag+, Cd2+, Cr3+ and Pb2+, Zn2+ can lead to the pronounced fluorescence enhancement as high as 22.8-fold for P-1 and 3.75-fold for P-2, respectively. The results show that P-1 and P-2 incorporating (R,R)-salen/salan moieties as receptors in the polymer main chain backbone can exhibit high sensitivity and selectivity for Zn2+ detection.Image for unlabelled figure

Eiji Yashima

Nagoya University
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Co-reporter: Daisuke Taura, Shogo Hioki, Junki Tanabe, Naoki Ousaka, and Eiji Yashima
pp: 4685
Publication Date(Web):June 14, 2016
DOI: 10.1021/acscatal.6b01627
Double-helical, bimetallic chiral Co(II)-salen complexes stabilized by chiral amidinium–carboxylate salt bridges efficiently catalyzed the asymmetric nitro-aldol (Henry) reaction, producing products with up to an 89% enantiomeric excess (ee); the reactivity and enantioselectivity were higher than those catalyzed by the corresponding single strands. The key role of the chiral double-helical framework for the supramolecular bimetallic catalysis has been revealed by a double-helical catalyst carrying achiral Co(II)-salen units that promoted the Henry reaction, yielding the product with a 50%–45% ee, while the corresponding single strands showed poor or no enantioselectivity.Keywords: Co-salen; double-helix; nitro-aldol reaction; salt bridge; supramolecular catalysis