Cargando…
Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes
A new photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization reaction is developed. The reaction was chemoselective towards silyl-substituted alkynes with excellent regioselectivity and good functional group compatibility, giving a series of silyl-substituted quinoliziniu...
Autores principales: | , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2017
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5676248/ https://www.ncbi.nlm.nih.gov/pubmed/29163908 http://dx.doi.org/10.1039/c7sc02294h |
_version_ | 1783277026924298240 |
---|---|
author | Deng, Jie-Ren Chan, Wing-Cheung Chun-Him Lai, Nathanael Yang, Bin Tsang, Chui-Shan Chi-Bun Ko, Ben Lai-Fung Chan, Sharon Wong, Man-Kin |
author_facet | Deng, Jie-Ren Chan, Wing-Cheung Chun-Him Lai, Nathanael Yang, Bin Tsang, Chui-Shan Chi-Bun Ko, Ben Lai-Fung Chan, Sharon Wong, Man-Kin |
author_sort | Deng, Jie-Ren |
collection | PubMed |
description | A new photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization reaction is developed. The reaction was chemoselective towards silyl-substituted alkynes with excellent regioselectivity and good functional group compatibility, giving a series of silyl-substituted quinolizinium derivatives as products. The newly synthesized fluorescent quinolizinium compounds, named JR-Fluor-1, possessed tunable emission properties and large Stokes shifts. With unique photophysical properties, the fluorophores have been applied in photooxidative amidations as efficient photocatalysts and cellular imaging with switchable subcellular localization properties. |
format | Online Article Text |
id | pubmed-5676248 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-56762482017-11-21 Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes Deng, Jie-Ren Chan, Wing-Cheung Chun-Him Lai, Nathanael Yang, Bin Tsang, Chui-Shan Chi-Bun Ko, Ben Lai-Fung Chan, Sharon Wong, Man-Kin Chem Sci Chemistry A new photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization reaction is developed. The reaction was chemoselective towards silyl-substituted alkynes with excellent regioselectivity and good functional group compatibility, giving a series of silyl-substituted quinolizinium derivatives as products. The newly synthesized fluorescent quinolizinium compounds, named JR-Fluor-1, possessed tunable emission properties and large Stokes shifts. With unique photophysical properties, the fluorophores have been applied in photooxidative amidations as efficient photocatalysts and cellular imaging with switchable subcellular localization properties. Royal Society of Chemistry 2017-11-01 2017-09-04 /pmc/articles/PMC5676248/ /pubmed/29163908 http://dx.doi.org/10.1039/c7sc02294h Text en This journal is © The Royal Society of Chemistry 2017 http://creativecommons.org/licenses/by-nc/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution-NonCommercial 3.0 Unported License (http://creativecommons.org/licenses/by-nc/3.0/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Chemistry Deng, Jie-Ren Chan, Wing-Cheung Chun-Him Lai, Nathanael Yang, Bin Tsang, Chui-Shan Chi-Bun Ko, Ben Lai-Fung Chan, Sharon Wong, Man-Kin Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes |
title | Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes
|
title_full | Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes
|
title_fullStr | Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes
|
title_full_unstemmed | Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes
|
title_short | Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes
|
title_sort | photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5676248/ https://www.ncbi.nlm.nih.gov/pubmed/29163908 http://dx.doi.org/10.1039/c7sc02294h |
work_keys_str_mv | AT dengjieren photosensitizerfreevisiblelightmediatedgoldcatalysedcisdifunctionalizationofsilylsubstitutedalkynes AT chanwingcheung photosensitizerfreevisiblelightmediatedgoldcatalysedcisdifunctionalizationofsilylsubstitutedalkynes AT chunhimlainathanael photosensitizerfreevisiblelightmediatedgoldcatalysedcisdifunctionalizationofsilylsubstitutedalkynes AT yangbin photosensitizerfreevisiblelightmediatedgoldcatalysedcisdifunctionalizationofsilylsubstitutedalkynes AT tsangchuishan photosensitizerfreevisiblelightmediatedgoldcatalysedcisdifunctionalizationofsilylsubstitutedalkynes AT chibunkoben photosensitizerfreevisiblelightmediatedgoldcatalysedcisdifunctionalizationofsilylsubstitutedalkynes AT laifungchansharon photosensitizerfreevisiblelightmediatedgoldcatalysedcisdifunctionalizationofsilylsubstitutedalkynes AT wongmankin photosensitizerfreevisiblelightmediatedgoldcatalysedcisdifunctionalizationofsilylsubstitutedalkynes |