Synthetic Nitrogen-containing Polymers and their Application as Copper Supports in Click Chemistry

Authors(6) :-Hallan Bruno de Matos Angeira Gomes, Cristiane Aragao de Souza Bastardis, Thays Pontes de Freitas, Pedro Ivo Canesso Guimaraes, Ayres Guimaraes Dias, Jorge Luiz de Oliveira Domingos

Two nitrogen-containing polymers were synthesized and used as support for CuSO4 to evaluate their catalytic activity in 1,3-heterodipolar cycloaddition reactions (1,3-DC) of benzylazide and ethyl propiolate. Polyvinylimidazole (PVI-DVB) was obtained by vinylimidazole polymerization with divinylbenzene and polystyryl pyridine (PSP) was prepared by condensation of lutidine and terephtaldehyde and with collidine as the reticulating agent. The activity was measured by titration with staNdard HCl solution, and PVI-DVB showed 4.6 mEg/g and PSP 0.7 mEg/g polymer. Impregnation with copper was possible by stirring the polymers in aqueous CuSO4 solution. PSP fixed less copper (~0.2 %) than PVI-DVB that fixed thirty times more (6.2 %). The 1,3-DC under microwave irradiation, in the presence of PSP-Cu or PVI-DVB-Cu, gave origin to quantitative yields of the triazoles, and 1,4 regioisomer was the main product. By reusing the copper supported (4X), no changes in yields were observed, only a small decrease in regioselectivity.

Authors and Affiliations

Hallan Bruno de Matos Angeira Gomes
Lab. de Química Organica, Instituto de Quimica, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, Rio de Janeiro, Brazil
Cristiane Aragao de Souza Bastardis
Lab. de Química Organica, Instituto de Quimica, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, Rio de Janeiro, Brazil
Thays Pontes de Freitas
Lab. de Química Organica, Instituto de Quimica, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, Rio de Janeiro, Brazil
Pedro Ivo Canesso Guimaraes
Lab. de Química Organica, Instituto de Quimica, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, Rio de Janeiro, Brazil
Ayres Guimaraes Dias
Lab. de Química Organica, Instituto de Quimica, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, Rio de Janeiro, Brazil
Jorge Luiz de Oliveira Domingos
Lab. de Química Organica, Instituto de Quimica, Universidade do Estado do Rio de Janeiro, Rio de Janeiro, Rio de Janeiro, Brazil

polyvinylimidazole divinylbenzene; polystyryl pyridine; copper supported; click chemistry

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Publication Details

Published in : Volume 3 | Issue 3 | March-April 2017
Date of Publication : 2017-04-30
License:  This work is licensed under a Creative Commons Attribution 4.0 International License.
Page(s) : 05-11
Manuscript Number : IJSRST17337
Publisher : Technoscience Academy

Print ISSN : 2395-6011, Online ISSN : 2395-602X

Cite This Article :

Hallan Bruno de Matos Angeira Gomes, Cristiane Aragao de Souza Bastardis, Thays Pontes de Freitas, Pedro Ivo Canesso Guimaraes, Ayres Guimaraes Dias, Jorge Luiz de Oliveira Domingos, " Synthetic Nitrogen-containing Polymers and their Application as Copper Supports in Click Chemistry ", International Journal of Scientific Research in Science and Technology(IJSRST), Print ISSN : 2395-6011, Online ISSN : 2395-602X, Volume 3, Issue 3, pp.05-11, March-April-2017.
Journal URL : http://ijsrst.com/IJSRST17337

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