Decatungstate-Catalyzed Hydrosilylation of α-Trifluoromethylalkenes for Construction of α-Trifluoromethyl-β-silanes

The hydrosilylation of alkenes is a pivotal transformation for the synthesis of organosilanes; however, the hydrosilylation of fluorine-containing alkenes is limited due to the facile β-fluoride elimination. Herein, by employing the direct hydrogen atom transfer (HAT) catalyst, tetrabutylammonium decatungstate (TBADT), and using disulfide as a co-catalyst, we have successfully developed a mild photocatalytic hydrosilylation of α-trifluoromethylalkenes for the synthesis of α-trifluoromethyl-β-silanes. Our method features mild conditions, good regioselectivity, and compatibility. The β-fluoride elimination was fully inhibited. A radical mechanism was proposed based on the preliminary results.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2025-04-18
DOI
https://doi.org/10.1021/acs.orglett.5c00796
Citations
12
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
9.49

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Decatungstate-Catalyzed Hydrosilylation of α-Trifluoromethylalkenes for Construction of α-Trifluoromethyl-β-silanes

Liejin Zhou, Zheliang Yuan, Ziqiang Cheng, Yanan Wang et al.
12 citations
Organic Letters
Fluorine in Organic Chemistry
9.49
article

Decatungstate-Catalyzed Hydrosilylation of α-Trifluoromethylalkenes for Construction of α-Trifluoromethyl-β-silanes

Liejin Zhou, Zheliang Yuan, Ziqiang Cheng, Yanan Wang, M. Xiao, Yidong Lang, Zhong-Yan Cao
article en
12 citations

Abstract

The hydrosilylation of alkenes is a pivotal transformation for the synthesis of organosilanes; however, the hydrosilylation of fluorine-containing alkenes is limited due to the facile β-fluoride elimination. Herein, by employing the direct hydrogen atom transfer (HAT) catalyst, tetrabutylammonium decatungstate (TBADT), and using disulfide as a co-catalyst, we have successfully developed a mild photocatalytic hydrosilylation of α-trifluoromethylalkenes for the synthesis of α-trifluoromethyl-β-silanes. Our method features mild conditions, good regioselectivity, and compatibility. The β-fluoride elimination was fully inhibited. A radical mechanism was proposed based on the preliminary results.

Organic LettersVol. 27(17)
Zhejiang Normal University (CN), Henan University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 2%
Fluorine in Organic Chemistry
9.49
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.