La(SPh)₃ as a superior multifunctional catalyst for photoinduced alkylation reactions of active methylene compounds with nonactivated alkenes

Abstract Here, we demonstrate that La(SPh)₃ serves as a highly efficient multifunctional catalyst, exhibiting Lewis acid, Brønsted base, and hydrogen atom transfer (HAT) capabilities, for the photoinduced alkylation of active methylene compounds with nonactivated alkenes. While similar reactions have been reported using Mg(SPh)₂ and LiSPh, we found that the use of La(SPh)₃ significantly enhances reaction efficiency, providing the desired alkylated products in high yields. This work highlights the unique catalytic capabilities of La(SPh)₃, particularly leveraging the strong Lewis acidity of lanthanum.

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Publication Details

Journal
Chemistry Letters
Published
2025-09-09
DOI
https://doi.org/10.1093/chemle/upaf174
Primary Topic
Chemical Synthesis and Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

La(SPh)₃ as a superior multifunctional catalyst for photoinduced alkylation reactions of active methylene compounds with nonactivated alkenes

Yasuhiro Yamashita, Tomoya Hisada, Shu̅ Kobayashi, Yuki Sato
Chemistry Letters
Chemical Synthesis and Reactions
article

La(SPh)₃ as a superior multifunctional catalyst for photoinduced alkylation reactions of active methylene compounds with nonactivated alkenes

Yasuhiro Yamashita, Tomoya Hisada, Shu̅ Kobayashi, Yuki Sato
article en

Abstract

Abstract Here, we demonstrate that La(SPh)₃ serves as a highly efficient multifunctional catalyst, exhibiting Lewis acid, Brønsted base, and hydrogen atom transfer (HAT) capabilities, for the photoinduced alkylation of active methylene compounds with nonactivated alkenes. While similar reactions have been reported using Mg(SPh)₂ and LiSPh, we found that the use of La(SPh)₃ significantly enhances reaction efficiency, providing the desired alkylated products in high yields. This work highlights the unique catalytic capabilities of La(SPh)₃, particularly leveraging the strong Lewis acidity of lanthanum.

Chemistry LettersVol. 54(11)
The University of Tokyo (JP)
Japan Agency for Medical Research and Development
Openalex Percentile: Top 81%
Chemical Synthesis and Reactions
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