Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction

Detalhes bibliográficos
Autor(a) principal: Speziali, Marcelo G.
Data de Publicação: 2012
Outros Autores: Monteiro, Adriano Lisboa
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFRGS
Texto Completo: http://hdl.handle.net/10183/104544
Resumo: This work reports the functionalization of monoterpenoids with 2-iodo-1-methyl-1H-imidazole using Sonogashira crosscoupling reactions. Natural monoterpenes were also modified to obtain the corresponding alkynes which were used in the crosscoupling step. After a sequence of cross-coupling–hydrogenation– N-alkylation–ion metathesis, novel ionic liquids were obtained in reasonable yields. The obtained products can be used as scaffolds for the further synthesis of new ionic liquids derived from terpenoids and for new, potentially bioactive materials, e.g. polycyclic monocationic scaffolds. All obtained products show the characteristics of a room temperature ionic liquid (RTIL).
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spelling Speziali, Marcelo G.Monteiro, Adriano Lisboa2014-10-14T02:13:18Z20120039-7881http://hdl.handle.net/10183/104544000922777This work reports the functionalization of monoterpenoids with 2-iodo-1-methyl-1H-imidazole using Sonogashira crosscoupling reactions. Natural monoterpenes were also modified to obtain the corresponding alkynes which were used in the crosscoupling step. After a sequence of cross-coupling–hydrogenation– N-alkylation–ion metathesis, novel ionic liquids were obtained in reasonable yields. The obtained products can be used as scaffolds for the further synthesis of new ionic liquids derived from terpenoids and for new, potentially bioactive materials, e.g. polycyclic monocationic scaffolds. All obtained products show the characteristics of a room temperature ionic liquid (RTIL).application/pdfengSynthesis : journal of synthetic organic chemistry. Vol. 44, no. 22 (2012), p. 3505-3511TerpenóidesPaládioLíquidos iônicosCatáliseTerpenoidsCross-couplingPalladiumIonic liquidsCatalysisSynthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reactionEstrangeiroinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFRGSinstname:Universidade Federal do Rio Grande do Sul (UFRGS)instacron:UFRGSORIGINAL000922777.pdf000922777.pdfTexto completo (inglês)application/pdf215116http://www.lume.ufrgs.br/bitstream/10183/104544/1/000922777.pdf7accacb356ed7da68e2fdb08c97b3be5MD51TEXT000922777.pdf.txt000922777.pdf.txtExtracted Texttext/plain33949http://www.lume.ufrgs.br/bitstream/10183/104544/2/000922777.pdf.txtdd6ccd902cc128253add9cef6ac7c91eMD52THUMBNAIL000922777.pdf.jpg000922777.pdf.jpgGenerated Thumbnailimage/jpeg2299http://www.lume.ufrgs.br/bitstream/10183/104544/3/000922777.pdf.jpgb79e5c89c0d54ad47cf7e71363ff3f3cMD5310183/1045442018-10-10 08:00:41.012oai:www.lume.ufrgs.br:10183/104544Repositório de PublicaçõesPUBhttps://lume.ufrgs.br/oai/requestopendoar:2018-10-10T11:00:41Repositório Institucional da UFRGS - Universidade Federal do Rio Grande do Sul (UFRGS)false
dc.title.pt_BR.fl_str_mv Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction
title Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction
spellingShingle Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction
Speziali, Marcelo G.
Terpenóides
Paládio
Líquidos iônicos
Catálise
Terpenoids
Cross-coupling
Palladium
Ionic liquids
Catalysis
title_short Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction
title_full Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction
title_fullStr Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction
title_full_unstemmed Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction
title_sort Synthesis of imidazole-derived ionic liquids from monoterpenes by means of the sonogashira reaction
author Speziali, Marcelo G.
author_facet Speziali, Marcelo G.
Monteiro, Adriano Lisboa
author_role author
author2 Monteiro, Adriano Lisboa
author2_role author
dc.contributor.author.fl_str_mv Speziali, Marcelo G.
Monteiro, Adriano Lisboa
dc.subject.por.fl_str_mv Terpenóides
Paládio
Líquidos iônicos
Catálise
topic Terpenóides
Paládio
Líquidos iônicos
Catálise
Terpenoids
Cross-coupling
Palladium
Ionic liquids
Catalysis
dc.subject.eng.fl_str_mv Terpenoids
Cross-coupling
Palladium
Ionic liquids
Catalysis
description This work reports the functionalization of monoterpenoids with 2-iodo-1-methyl-1H-imidazole using Sonogashira crosscoupling reactions. Natural monoterpenes were also modified to obtain the corresponding alkynes which were used in the crosscoupling step. After a sequence of cross-coupling–hydrogenation– N-alkylation–ion metathesis, novel ionic liquids were obtained in reasonable yields. The obtained products can be used as scaffolds for the further synthesis of new ionic liquids derived from terpenoids and for new, potentially bioactive materials, e.g. polycyclic monocationic scaffolds. All obtained products show the characteristics of a room temperature ionic liquid (RTIL).
publishDate 2012
dc.date.issued.fl_str_mv 2012
dc.date.accessioned.fl_str_mv 2014-10-14T02:13:18Z
dc.type.driver.fl_str_mv Estrangeiro
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status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10183/104544
dc.identifier.issn.pt_BR.fl_str_mv 0039-7881
dc.identifier.nrb.pt_BR.fl_str_mv 000922777
identifier_str_mv 0039-7881
000922777
url http://hdl.handle.net/10183/104544
dc.language.iso.fl_str_mv eng
language eng
dc.relation.ispartof.pt_BR.fl_str_mv Synthesis : journal of synthetic organic chemistry. Vol. 44, no. 22 (2012), p. 3505-3511
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