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Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes.

ABSTRACT: 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.

SUBMITTER: Deng JR

PROVIDER: S-EPMC5676248 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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Photosensitizer-free visible light-mediated gold-catalysed cis-difunctionalization of silyl-substituted alkynes.

Deng Jie-Ren JR Chan Wing-Cheung WC Chun-Him Lai Nathanael N Yang Bin B Tsang Chui-Shan CS Chi-Bun Ko Ben B Lai-Fung Chan Sharon S Wong Man-Kin MK

Chemical science 20170904 11

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 ...[more]

PMID: 29163908

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