C-Methylenation of anilines and indoles with CO2and hydrosilane using a pentanuclear zinc complex catalyst

Kazuto Takaishi; Hiroyasu Kosugi; Ritsuki Nishimura; Yuya Yamada; Tadashi Ema

doi:10.1039/d1cc03675k

C-Methylenation of anilines and indoles with CO₂and hydrosilane using a pentanuclear zinc complex catalyst

Kazuto Takaishi, Hiroyasu Kosugi, Ritsuki Nishimura, Yuya Yamada, Tadashi Ema

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

The one-stepC-methylenation of anilines and indoles with CO₂and phenylsilane was catalyzed by a pentanuclear Zn^IIcomplex to give diarylmethanesviageminal C-H and C-C bond formation. It is proposed that the zinc-hydride complex generatedin situis a catalytically active species and that bis(silyl)acetal is a key intermediate. When aniline was used as a substrate, both theC-methylenation andN-methylation proceeded.

Original language	English
Pages (from-to)	8083-8086
Number of pages	4
Journal	Chemical Communications
Volume	57
Issue number	65
DOIs	https://doi.org/10.1039/d1cc03675k
Publication status	Published - Aug 21 2021

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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title = "C-Methylenation of anilines and indoles with CO2and hydrosilane using a pentanuclear zinc complex catalyst",

abstract = "The one-stepC-methylenation of anilines and indoles with CO2and phenylsilane was catalyzed by a pentanuclear ZnIIcomplex to give diarylmethanesviageminal C-H and C-C bond formation. It is proposed that the zinc-hydride complex generatedin situis a catalytically active species and that bis(silyl)acetal is a key intermediate. When aniline was used as a substrate, both theC-methylenation andN-methylation proceeded.",

author = "Kazuto Takaishi and Hiroyasu Kosugi and Ritsuki Nishimura and Yuya Yamada and Tadashi Ema",

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T1 - C-Methylenation of anilines and indoles with CO2and hydrosilane using a pentanuclear zinc complex catalyst

AU - Takaishi, Kazuto

AU - Kosugi, Hiroyasu

AU - Nishimura, Ritsuki

AU - Yamada, Yuya

AU - Ema, Tadashi

N1 - Funding Information: This work was supported by a Grant for Promotion of Science and Technology in Okayama Prefecture by MEXT and Nagase Science Technology Foundation. Publisher Copyright: © The Royal Society of Chemistry 2021.

PY - 2021/8/21

Y1 - 2021/8/21

N2 - The one-stepC-methylenation of anilines and indoles with CO2and phenylsilane was catalyzed by a pentanuclear ZnIIcomplex to give diarylmethanesviageminal C-H and C-C bond formation. It is proposed that the zinc-hydride complex generatedin situis a catalytically active species and that bis(silyl)acetal is a key intermediate. When aniline was used as a substrate, both theC-methylenation andN-methylation proceeded.

AB - The one-stepC-methylenation of anilines and indoles with CO2and phenylsilane was catalyzed by a pentanuclear ZnIIcomplex to give diarylmethanesviageminal C-H and C-C bond formation. It is proposed that the zinc-hydride complex generatedin situis a catalytically active species and that bis(silyl)acetal is a key intermediate. When aniline was used as a substrate, both theC-methylenation andN-methylation proceeded.

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C-Methylenation of anilines and indoles with CO₂and hydrosilane using a pentanuclear zinc complex catalyst

Abstract

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