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Diastereoselective Copper-Catalyzed Defluorosilylation of Pentafluoroethyl Alkenes to Access Polyfluorinated Allylsilanes

delete2026-06-07
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OA
AI
Y
Yuwei Zong
Y
Yihan Tang
G
Gavin Chit Tsui *
DOI:10.1002/cjoc.70644delete
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Abstract

Abstract

En 中文
A highly diastereoselective copper-catalyzed defluorosilylation of pentafluoroethyl alkenes is described. In the presence of CuCN/PCy3 catalyst, polyfluorinated allylsilanes containing an sp2-carbon connected to F and CF3 can be synthesized with E-alkene geometry. Without the ligand, the Z-alkenes are obtained as major products. Moreover, a one-pot defluorosilylation/protodesilylation sequence affords the hydrodefluorination product, which can undergo another round of defluorosilylation to generate trifluoromethylated allylsilanes as Z-alkenes.
Keywords:
Copper catalysis
Defluorosilylation
Diastereoselective
Fluoroalkene
Pentafluoroethyl
Allylsilane
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Chinese Journal of Chemistry cover
Chinese Journal of Chemistry
IF:
5.5
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the chinese university of hong kong
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