A Novel Photocatalytic Ring Opening Reaction of Silacyclobutanes with Alkenes

Shixun Guo; Wenjinyi Liu; Pan Wang; Wei Wang; Yongqiang Zhang

doi:10.1002/cjoc.70245

A Novel Photocatalytic Ring Opening Reaction of Silacyclobutanes with Alkenes

Shixun Guo
, Wenjinyi Liu
, Pan Wang
, Wei Wang
, Yongqiang Zhang

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

Abstract

Herein, we wish to report a novel photocatalytic ring opening reaction of silacyclobutanes (SCBs) with alkenes using hexafluoroisopropanol (HFIP) as the promoter. The protocol is mild and green, and is capable of accommodating a wide range of active alkenes, allowing for the facile synthesis of challenging silanols with a tetraorganosilicon stereocenter in good yields in combination with the following hydrolysis. Notably, this strategy could be extended to the reaction with ethynylbenziodoxolone.

Original language	English (US)
Pages (from-to)	3281-3286
Number of pages	6
Journal	Chinese Journal of Chemistry
Volume	43
Issue number	23
DOIs	https://doi.org/10.1002/cjoc.70245
State	Published - Dec 1 2025
Externally published	Yes

Keywords

Organosilicon compounds
Photoredox catalysis
Radical reactions
Ring-opening
Silacyclobutanes
Synthetic methods

ASJC Scopus subject areas

General Chemistry

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10.1002/cjoc.70245

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title = "A Novel Photocatalytic Ring Opening Reaction of Silacyclobutanes with Alkenes",

abstract = "Herein, we wish to report a novel photocatalytic ring opening reaction of silacyclobutanes (SCBs) with alkenes using hexafluoroisopropanol (HFIP) as the promoter. The protocol is mild and green, and is capable of accommodating a wide range of active alkenes, allowing for the facile synthesis of challenging silanols with a tetraorganosilicon stereocenter in good yields in combination with the following hydrolysis. Notably, this strategy could be extended to the reaction with ethynylbenziodoxolone.",

keywords = "Organosilicon compounds, Photoredox catalysis, Radical reactions, Ring-opening, Silacyclobutanes, Synthetic methods",

author = "Shixun Guo and Wenjinyi Liu and Pan Wang and Wei Wang and Yongqiang Zhang",

note = "Publisher Copyright: {\textcopyright} 2025 SIOC, CAS, Shanghai, \& WILEY-VCH GmbH.",

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doi = "10.1002/cjoc.70245",

language = "English (US)",

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T1 - A Novel Photocatalytic Ring Opening Reaction of Silacyclobutanes with Alkenes

AU - Guo, Shixun

AU - Liu, Wenjinyi

AU - Wang, Pan

AU - Wang, Wei

AU - Zhang, Yongqiang

PY - 2025/12/1

Y1 - 2025/12/1

N2 - Herein, we wish to report a novel photocatalytic ring opening reaction of silacyclobutanes (SCBs) with alkenes using hexafluoroisopropanol (HFIP) as the promoter. The protocol is mild and green, and is capable of accommodating a wide range of active alkenes, allowing for the facile synthesis of challenging silanols with a tetraorganosilicon stereocenter in good yields in combination with the following hydrolysis. Notably, this strategy could be extended to the reaction with ethynylbenziodoxolone.

AB - Herein, we wish to report a novel photocatalytic ring opening reaction of silacyclobutanes (SCBs) with alkenes using hexafluoroisopropanol (HFIP) as the promoter. The protocol is mild and green, and is capable of accommodating a wide range of active alkenes, allowing for the facile synthesis of challenging silanols with a tetraorganosilicon stereocenter in good yields in combination with the following hydrolysis. Notably, this strategy could be extended to the reaction with ethynylbenziodoxolone.

KW - Organosilicon compounds

KW - Photoredox catalysis

KW - Radical reactions

KW - Ring-opening

KW - Silacyclobutanes

KW - Synthetic methods

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UR - https://www.scopus.com/pages/publications/105013779062#tab=citedBy

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DO - 10.1002/cjoc.70245

M3 - Article

AN - SCOPUS:105013779062

SN - 1001-604X

VL - 43

SP - 3281

EP - 3286

JO - Chinese Journal of Chemistry

JF - Chinese Journal of Chemistry

IS - 23

ER -

A Novel Photocatalytic Ring Opening Reaction of Silacyclobutanes with Alkenes

Abstract

Keywords

ASJC Scopus subject areas

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