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
- Liejin Zhou (ORCID: https://orcid.org/0000-0003-3929-2525)
- Zheliang Yuan (ORCID: https://orcid.org/0000-0001-9674-9961)
- Ziqiang Cheng (ORCID: https://orcid.org/0000-0003-4367-1907)
- Yanan Wang (ORCID: https://orcid.org/0000-0001-6919-3291)
- M. Xiao (ORCID: https://orcid.org/0000-0001-7292-8527)
- Yidong Lang
- Zhong-Yan Cao (ORCID: https://orcid.org/0000-0002-6858-5629)
Institutions
- Zhejiang Normal University (CN)
- Henan University (CN)
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
- National Natural Science Foundation of China
- Natural Science Foundation of Zhejiang Province