Co-reporter:Tianjiao Hou;Jian Zhang;Chenjiao Wang
Organic Chemistry Frontiers 2017 vol. 4(Issue 9) pp:1819-1823
Publication Date(Web):2017/08/22
DOI:10.1039/C7QO00357A
An unusual protocol for a “one-pot” three-step reaction to build a 2,4,9-triazaadamantane skeleton from triallylcarbinol was developed. The design and execution of these tactics are described in detail. Then a novel high energy density compound 2,4,9-trinitro-2,4,9-triazaadamantane-7-yl nitrate was prepared and fully characterized. The results indicate that this compound exhibits high thermal stability and high density (1.840 g cm−3).
Co-reporter:Qiang Zhang;Xin Zhao;Huai-Xin Wei;Ji-Hang Li
Applied Organometallic Chemistry 2017 Volume 31(Issue 5) pp:
Publication Date(Web):2017/05/01
DOI:10.1002/aoc.3608
A novel magnetic nanoparticle-supported iminopyridine palladium complex was successfully prepared by attaching palladium acetate to iminopyridine ligand-functionalized silica-coated nano-Fe3O4. The as-prepared catalyst was well characterized and was evaluated in Heck reactions in terms of activity and recyclability. It was found to be highly efficient for the reactions of various aryl iodides and aryl bromides having electron-withdrawing groups with olefins under phosphine-free and inert atmosphere-free conditions. Moreover, the catalyst could be conveniently recovered using an external magnet, and the recyclability was influenced by the base in the Heck reaction. The catalyst could be reused at least six times with no significant loss in activity when triethylamine acted as the base.
Co-reporter:Tianjiao Hou;Hongwei Ruan;Guixiang Wang
European Journal of Organic Chemistry 2017 Volume 2017(Issue 46) pp:6957-6960
Publication Date(Web):2017/12/15
DOI:10.1002/ejoc.201701403
Polynitroazaadamantanes have a broad application prospect in the field of energetic materials. Herein, the synthesis of 2,4,4,8,8-pentanitro-2-azaadamantane, a new member of the polynitroazaadamantane family, is described in detail. It was prepared through eleven steps in an overall yield of 8.8 %, starting from easily accessible compounds. It shows high thermal stability, an onset decomposition at 254 °C and high density (1.813 g·cm–3).
Co-reporter:Qiangfei Zhou;Zijuan Wan;Xiaofeng Yuan
Applied Organometallic Chemistry 2016 Volume 30( Issue 4) pp:215-220
Publication Date(Web):
DOI:10.1002/aoc.3419
A new magnetic nanoparticle-supported Schiff base complex of manganese was prepared via the copper-catalyzed ‘click’ reaction of an aminosalicylidene manganese complex bearing terminal alkynyl with azide-functionalized shell–core magnetic nanoparticles. The as-prepared catalyst was applied in the oxidation of alcohols to corresponding aldehydes or ketones with high yield and selectivity when the reaction was carried out in dimethylsulfoxide at 110°C for 4 h using tert-butyl hydroperoxide as oxidant. Moreover, the catalyst can be easily separated from the reaction mixture using an external magnet and reused five times with no significant loss of catalytic activity. Copyright © 2016 John Wiley & Sons, Ltd.
Co-reporter:Yifei Ling;Xiaoli Ren;Weipeng Lai
European Journal of Organic Chemistry 2015 Volume 2015( Issue 7) pp:1541-1547
Publication Date(Web):
DOI:10.1002/ejoc.201403449
Abstract
The novel high-performance energetic material 4,4,8,8-tetranitroadamantane-2,6-diyl dinitrate has been synthesized and fully characterized. The synthetic strategy features the construction of the adamantane skeleton with different functional groups at adjacent methylene carbon atoms to overcome the problems associated with the ortho effect and steric crowding, and is amenable to the synthesis of other polynitroadamantanes. The experimentally determined physical properties as well as the calculated detonation properties indicate that this compound exhibits high thermal stability (220 °C), high density (1.852 g cm–3), and excellent detonation velocities (8529 m s–1) and pressures (33.43 GPa).
Co-reporter:Qiang Zhang, Hong Su, Jun Luo and Yunyang Wei
Catalysis Science & Technology 2013 vol. 3(Issue 1) pp:235-243
Publication Date(Web):31 Aug 2012
DOI:10.1039/C2CY20532G
A novel magnetic nanoparticle-supported nano-palladium catalyst was successfully prepared via a “click” route. The as-prepared catalyst was well characterized and evaluated in Suzuki–Miyaura coupling in terms of activity and recyclability in aqueous ethanol. It was found to be highly efficient for the reactions of various aryl bromides with arylboronic acids under phosphine-free and low Pd loading (0.2 mol%) conditions. Moreover, the catalyst could be easily separated from the reaction system by an external magnet and reused several times without a remarkable loss of its activity.
Co-reporter:Jun Luo, Tantan Xin and Yinglei Wang
New Journal of Chemistry 2013 vol. 37(Issue 2) pp:269-273
Publication Date(Web):23 Nov 2012
DOI:10.1039/C2NJ40890B
A novel poly(ethylene glycol) bridged tertiary amine functionalized ionic liquid PEG800-DPIL(Cl) was synthesized. It can form a temperature driven reversible biphasic system with cyclohexane/isopropanol mixed solvent. This biphasic system was applied in Knoevenagel condensation up to 99%. PEG800-DPIL(Cl) could be simply recovered and recycled for several runs.
Co-reporter:Yinglei Wang;Zuliang Liu
Applied Organometallic Chemistry 2013 Volume 27( Issue 10) pp:601-605
Publication Date(Web):
DOI:10.1002/aoc.3038
Two novel salicylaldoxime-functionalized poly(ethylene glycol)-bridged dicationic ionic liquids ([salox-PEG1000-DIL][BF4] and [salox-PEG1000-DIL][PF6]) were prepared and characterized. [salox-PEG1000-DIL][BF4] was found to be an efficient and recyclable ligand for palladium-catalyzed Suzuki–Miyaura reaction in water. The catalytic system could be easily recovered and reused for at least five runs only with slight decrease in its activity. Copyright © 2013 John Wiley & Sons, Ltd.
Co-reporter:Jun Luo, Enwei Ji, Jingyuan Ye, Runze Wu, Lei Qiu
Tetrahedron Letters 2013 Volume 54(Issue 34) pp:4505-4508
Publication Date(Web):21 August 2013
DOI:10.1016/j.tetlet.2013.06.061
A new and efficient protocol for the preparation of N-substituted anilines via an aromatization reaction was developed. 3,5-Dihydroxylcyclohexanone derivatives were used as the sources of the phenyl group and reacted smoothly with primary or secondary amines under mild conditions in the absence of metal catalyst and strong base. A variety of N-substituted anilines were prepared by this method with excellent yields up to 99%. The results indicate that this reaction begins with a nucleophilic addition.
Co-reporter:Yinglei Wang;Tantan Xing
Monatshefte für Chemie - Chemical Monthly 2013 Volume 144( Issue 12) pp:1871-1876
Publication Date(Web):2013 December
DOI:10.1007/s00706-013-1066-8
A novel piperidine-functionalized poly(ethylene glycol) bridged dicationic ionic liquid was prepared and identified. It was used as a recyclable catalyst for the synthesis of substituted 2-amino-2-chromenes and 3,4-dihydropyrano[3,2-c]chromenes with excellent yields through a one-pot three-component reaction of aromatic aldehydes, malononitrile, and activated phenols in aqueous media. This environmentally benign protocol was found to be fairly efficient and offer wide substrate flexibility. The basic ionic liquid could be reused several times without any obvious loss of catalytic activity.
Co-reporter:Ying-lei Wang;Hui-zhen Zhi
Chemical Research in Chinese Universities 2013 Volume 29( Issue 5) pp:879-883
Publication Date(Web):2013 October
DOI:10.1007/s40242-013-3087-6
A facile and efficient protocol for the synthesis of 3,4-dihydropyrimidones via one-pot Biginelli reaction in PEG1000-DAIL/toluene system was developed. PEG1000-DAIL/toluene mixture is a temperature-driven reversible biphasic system, which promises the fully display of catalytic activity and simple recycle of PEG1000-DAIL. As a result, PEG1000-DAIL/toluene mixture showed catalyst-medium double-duty in the Biginelli reaction and afforded corresponding 3,4-dihydropyrimidones in excellent yields of 80%–95% for 20 examples. No obvious loss of catalytic activity was observed even after 10 recycling runs.
Co-reporter:Qiang Zhang, Hong Su, Jun Luo, Yunyang Wei
Tetrahedron 2013 69(2) pp: 447-454
Publication Date(Web):
DOI:10.1016/j.tet.2012.11.042
Co-reporter:Yinglei Wang, Jun Luo, Zuliang Liu
Journal of Organometallic Chemistry 2013 739() pp: 1-5
Publication Date(Web):
DOI:10.1016/j.jorganchem.2013.04.006
Co-reporter:Yinglei Wang, Huizhen Zhi, Jun Luo
Journal of Molecular Catalysis A: Chemical 2013 Volume 379() pp:46-52
Publication Date(Web):15 November 2013
DOI:10.1016/j.molcata.2013.07.013
•A series of PEG-DILs and PEG-DAILs were synthesized and characterized.•Temperature-dependent biphasic system of PEG1000-DIL/toluene was developed.•Temperature-dependent biphasic system of PEG1000-DAIL/toluene was developed.•The systems were applied in esterification and acetalization in high yields.•The system combined the advantages of homogeneous and heterogeneous catalysis.A novel efficient and recyclable temperature-dependent biphasic catalyst and reaction media combined system comprised of PEG-1000 linked dicationic acidic ionic liquid and toluene was developed and applied in esterification of aromatic acids and acetalization of aromatic aldehydes with good to excellent yields. This system is characteristic of temperature-dependent reversible biphasic property, simple and facile recyclability, high catalytic activity and extensive substrate and reaction adaptability.A novel efficient and recyclable PEG1000-D(A)IL/toluene temperature driven reversible biphasic system was developed and applied in esterification of aromatic acids and acetalization of aromatic aldehydes in good to excellent yields.
Co-reporter:Qiang Zhang, Hong Su, Jun Luo and Yunyang Wei
Catalysis Science & Technology (2011-Present) 2013 - vol. 3(Issue 1) pp:NaN243-243
Publication Date(Web):2012/08/31
DOI:10.1039/C2CY20532G
A novel magnetic nanoparticle-supported nano-palladium catalyst was successfully prepared via a “click” route. The as-prepared catalyst was well characterized and evaluated in Suzuki–Miyaura coupling in terms of activity and recyclability in aqueous ethanol. It was found to be highly efficient for the reactions of various aryl bromides with arylboronic acids under phosphine-free and low Pd loading (0.2 mol%) conditions. Moreover, the catalyst could be easily separated from the reaction system by an external magnet and reused several times without a remarkable loss of its activity.