Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos

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Main Author:	Nunes, Vanessa Loren
Other Authors:	Barros, Olga Soares do Rêgo
Format:	Others
Language:	Portuguese
Published:	Universidade Federal de Goiás 2014
Subjects:	Compostos organometálicos Acoplamento cruzado Organometalic compounds Cross coupling QUIMICA::QUIMICA ANALITICA
Online Access:	http://repositorio.bc.ufg.br/tede/handle/tede/3097

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record_format	oai_dc
collection	NDLTD
language	Portuguese
format	Others
sources	NDLTD
topic	Compostos organometálicos Acoplamento cruzado Organometalic compounds Cross coupling QUIMICA::QUIMICA ANALITICA
spellingShingle	Compostos organometálicos Acoplamento cruzado Organometalic compounds Cross coupling QUIMICA::QUIMICA ANALITICA Nunes, Vanessa Loren Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos
description	Submitted by Erika Demachki (erikademachki@gmail.com) on 2014-09-18T18:51:43Z No. of bitstreams: 2 Dissertação Vanessa Loren Nunes.pdf: 10979785 bytes, checksum: 8efff856842f8d2962b9f8221ec1fcb5 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) === Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2014-09-19T11:28:41Z (GMT) No. of bitstreams: 2 Dissertação Vanessa Loren Nunes.pdf: 10979785 bytes, checksum: 8efff856842f8d2962b9f8221ec1fcb5 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) === Made available in DSpace on 2014-09-19T11:28:41Z (GMT). No. of bitstreams: 2 Dissertação Vanessa Loren Nunes.pdf: 10979785 bytes, checksum: 8efff856842f8d2962b9f8221ec1fcb5 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) Previous issue date: 2012-05-04 === Conselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPq === This work describes some studies on the preparation of unsymmetrical diaryl thioethers catalyzed by Copper(I)-Senelenophene-2-carboxylate. The results concern to the catalyzed cross-coupling reaction between aryl halides and aryl or alkylthiols using Copper(I)-Senelenophene-2-carboxylate (CuSC) a new Cu-catalyzed one-pot protocol. The products were obtained in good to excellent yields under relatively mild reaction conditions presenting chemoselectivity and functional group tolerance. Additionally, we have developed a chemio-, regio and stereoselective synthesis of vinyl chalcogenides compounds promoted by zinc chalcogenolates. In this protocol the reductive cleavage of chalcogen bond by the Zn/NH4OH system led to zinc chalcogenolates. The reaction was carried out with acids and esters propiolics afford β-chalcogenacrillic acids and esters under mild and basic conditions. The stereochemistry corresponding to anti-Markovnikov addition of the chalcogenolate constituents across the triple bond were obtained in good yields. === Este trabalho descreve o estudo das reações de acoplamento cruzado entre iodetos arílicos e tióis arílicos ou alquílicos catalisada por 2-carboxilato selenofeno de cobre (I) (CuSC). Apresentamos uma nova metodologia “ one pote” para a síntese de tioésteres arílicos obtidos em condições reacionais relativamente brandas, apresentando quimiosseletividade, tolerância a diversos grupos funcionais e rendimentos que variam entre bons a ótimos (70-100%). R1I + R2SH K3PO4, DMSO S R1 R2 Adicionalmente, desenvolvemos uma síntese quimio, régio, e estereosseletiva de compostos vinil calcogenetos promovida por calcogenolato de zinco. Neste protocolo a clivagem redutiva da ligação calcogênio feita pelo sistema Zn/NH4OH obteve os calcogenolatos de zinco. A reação foi realizada com ácidos e ésteres propiólicos formando ácidos acrílicos β-calcogênio e ésteres sob condições básicas e brandas. A estereoquímica corresponde a adição anti-Markovnikov dos constituintes calcogenolatos através da ligação tripla. Os calcogenetos vinílicos foram obtidos em bons rendimentos (40-96).
author2	Barros, Olga Soares do Rêgo
author_facet	Barros, Olga Soares do Rêgo Nunes, Vanessa Loren
author	Nunes, Vanessa Loren
author_sort	Nunes, Vanessa Loren
title	Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos
title_short	Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos
title_full	Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos
title_fullStr	Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos
title_full_unstemmed	Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos
title_sort	contribuição ao estudo de reações mediadas por calcogenetos zn e cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos
publisher	Universidade Federal de Goiás
publishDate	2014
url	http://repositorio.bc.ufg.br/tede/handle/tede/3097
work_keys_str_mv	AT nunesvanessaloren contribuicaoaoestudodereacoesmediadasporcalcogenetosznecuhidrocalcogenacaodeacidoseesteresesintesedesulfetosarilicos AT nunesvanessaloren newcontributionsforthesynthesisofunsymmetricaldiarylthioethersandvinylchalcogenidescompundspromotedbycoppersenelenophene2carboxylateandzincchalcogenolates
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spelling	ndltd-IBICT-oai-repositorio.bc.ufg.br-tede-30972019-01-21T22:22:47Z Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos New contributions for the synthesis of unsymmetrical diaryl thioethers and vinyl chalcogenides compunds promoted by copper Senelenophene-2-carboxylate and zinc chalcogenolates Nunes, Vanessa Loren Barros, Olga Soares do Rêgo Barros, Olga Soares do Rêgo Souza, Aparecido Ribeiro de Vasconcellos, Mário Luiz Araújo de Almeida Compostos organometálicos Acoplamento cruzado Organometalic compounds Cross coupling QUIMICA::QUIMICA ANALITICA Submitted by Erika Demachki (erikademachki@gmail.com) on 2014-09-18T18:51:43Z No. of bitstreams: 2 Dissertação Vanessa Loren Nunes.pdf: 10979785 bytes, checksum: 8efff856842f8d2962b9f8221ec1fcb5 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2014-09-19T11:28:41Z (GMT) No. of bitstreams: 2 Dissertação Vanessa Loren Nunes.pdf: 10979785 bytes, checksum: 8efff856842f8d2962b9f8221ec1fcb5 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) Made available in DSpace on 2014-09-19T11:28:41Z (GMT). No. of bitstreams: 2 Dissertação Vanessa Loren Nunes.pdf: 10979785 bytes, checksum: 8efff856842f8d2962b9f8221ec1fcb5 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) Previous issue date: 2012-05-04 Conselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPq This work describes some studies on the preparation of unsymmetrical diaryl thioethers catalyzed by Copper(I)-Senelenophene-2-carboxylate. The results concern to the catalyzed cross-coupling reaction between aryl halides and aryl or alkylthiols using Copper(I)-Senelenophene-2-carboxylate (CuSC) a new Cu-catalyzed one-pot protocol. The products were obtained in good to excellent yields under relatively mild reaction conditions presenting chemoselectivity and functional group tolerance. Additionally, we have developed a chemio-, regio and stereoselective synthesis of vinyl chalcogenides compounds promoted by zinc chalcogenolates. In this protocol the reductive cleavage of chalcogen bond by the Zn/NH4OH system led to zinc chalcogenolates. The reaction was carried out with acids and esters propiolics afford β-chalcogenacrillic acids and esters under mild and basic conditions. The stereochemistry corresponding to anti-Markovnikov addition of the chalcogenolate constituents across the triple bond were obtained in good yields. Este trabalho descreve o estudo das reações de acoplamento cruzado entre iodetos arílicos e tióis arílicos ou alquílicos catalisada por 2-carboxilato selenofeno de cobre (I) (CuSC). Apresentamos uma nova metodologia “ one pote” para a síntese de tioésteres arílicos obtidos em condições reacionais relativamente brandas, apresentando quimiosseletividade, tolerância a diversos grupos funcionais e rendimentos que variam entre bons a ótimos (70-100%). R1I + R2SH K3PO4, DMSO S R1 R2 Adicionalmente, desenvolvemos uma síntese quimio, régio, e estereosseletiva de compostos vinil calcogenetos promovida por calcogenolato de zinco. Neste protocolo a clivagem redutiva da ligação calcogênio feita pelo sistema Zn/NH4OH obteve os calcogenolatos de zinco. A reação foi realizada com ácidos e ésteres propiólicos formando ácidos acrílicos β-calcogênio e ésteres sob condições básicas e brandas. A estereoquímica corresponde a adição anti-Markovnikov dos constituintes calcogenolatos através da ligação tripla. Os calcogenetos vinílicos foram obtidos em bons rendimentos (40-96). 2014-09-19T11:28:41Z 2012-05-04 info:eu-repo/semantics/publishedVersion info:eu-repo/semantics/masterThesis Nunes, Vanessa Loren. Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos. 2012. 117 f. 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European Journal, v.17, p. 8202-8208, 2011. http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess application/pdf Universidade Federal de Goiás Programa de Pós-graduação em Química (IQ) UFG Brasil Instituto de Química - IQ (RG) reponame:Biblioteca Digital de Teses e Dissertações da UFG instname:Universidade Federal de Goiás instacron:UFG

Contribuição ao estudo de reações mediadas por calcogenetos Zn e Cu: hidrocalcogenação de ácidos e ésteres e síntese de sulfetos arílicos

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