Visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling

A dual photoredox and gold-catalysed cross-coupling reaction of alkynyltrimethylsilanes and aryldiazonium tetrafluoroborates is described. The reaction proceeds through visible-light mediated oxidative addition of aryldiazoniums, transmetalation of alkynyltrimethylsilanes and aryl–alkynyl reductive...

Descripción completa

Detalles Bibliográficos
Autores principales: Kim, Suhong, Rojas-Martin, Jaime, Toste, F. Dean
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947751/
https://www.ncbi.nlm.nih.gov/pubmed/29861967
http://dx.doi.org/10.1039/c5sc03025k
_version_ 1783322433872199680
author Kim, Suhong
Rojas-Martin, Jaime
Toste, F. Dean
author_facet Kim, Suhong
Rojas-Martin, Jaime
Toste, F. Dean
author_sort Kim, Suhong
collection PubMed
description A dual photoredox and gold-catalysed cross-coupling reaction of alkynyltrimethylsilanes and aryldiazonium tetrafluoroborates is described. The reaction proceeds through visible-light mediated oxidative addition of aryldiazoniums, transmetalation of alkynyltrimethylsilanes and aryl–alkynyl reductive elimination. Exclusive selectivity for silyl-substituted alkynes is observed, with no reactivity observed for terminal alkynes.
format Online
Article
Text
id pubmed-5947751
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-59477512018-06-01 Visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling Kim, Suhong Rojas-Martin, Jaime Toste, F. Dean Chem Sci Chemistry A dual photoredox and gold-catalysed cross-coupling reaction of alkynyltrimethylsilanes and aryldiazonium tetrafluoroborates is described. The reaction proceeds through visible-light mediated oxidative addition of aryldiazoniums, transmetalation of alkynyltrimethylsilanes and aryl–alkynyl reductive elimination. Exclusive selectivity for silyl-substituted alkynes is observed, with no reactivity observed for terminal alkynes. Royal Society of Chemistry 2016-01-01 2015-11-10 /pmc/articles/PMC5947751/ /pubmed/29861967 http://dx.doi.org/10.1039/c5sc03025k Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Kim, Suhong
Rojas-Martin, Jaime
Toste, F. Dean
Visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling
title Visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling
title_full Visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling
title_fullStr Visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling
title_full_unstemmed Visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling
title_short Visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling
title_sort visible light-mediated gold-catalysed carbon(sp(2))–carbon(sp) cross-coupling
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947751/
https://www.ncbi.nlm.nih.gov/pubmed/29861967
http://dx.doi.org/10.1039/c5sc03025k
work_keys_str_mv AT kimsuhong visiblelightmediatedgoldcatalysedcarbonsp2carbonspcrosscoupling
AT rojasmartinjaime visiblelightmediatedgoldcatalysedcarbonsp2carbonspcrosscoupling
AT tostefdean visiblelightmediatedgoldcatalysedcarbonsp2carbonspcrosscoupling

Ejemplares similares