Visible-Light-Induced Trifluoromethylation of Unactivated Alkenes with Tri(9-anthryl)borane as an Organophotocatalyst

Jisu Moon; Yu Kyung Moon; Do Dam Park; Sukyung Choi; Youngmin You; Eun Jin Cho

doi:10.1021/acs.joc.9b01624

Visible-Light-Induced Trifluoromethylation of Unactivated Alkenes with Tri(9-anthryl)borane as an Organophotocatalyst

Jisu Moon, Yu Kyung Moon, Do Dam Park, Sukyung Choi, Youngmin You, Eun Jin Cho

Department of Chemical Engineering & Materials Science

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

34 Scopus citations

Abstract

Tri(9-anthryl)borane was successfully applied as an organophotocatalyst for the visible-light-induced trifluoromethylation of unactivated alkenes with CF₃I. The mild reaction conditions tolerated a variety of functional groups, and the reaction could be extended to perfluoroalkylations with C₃F₇I and C₄F₉I. Mechanistic studies revealed that the photoredox catalysis involves an oxidative quenching pathway.

Original language	English
Pages (from-to)	12925-12932
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	84
Issue number	20
DOIs	https://doi.org/10.1021/acs.joc.9b01624
State	Published - 18 Oct 2019

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© 2019 American Chemical Society.

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abstract = "Tri(9-anthryl)borane was successfully applied as an organophotocatalyst for the visible-light-induced trifluoromethylation of unactivated alkenes with CF3I. The mild reaction conditions tolerated a variety of functional groups, and the reaction could be extended to perfluoroalkylations with C3F7I and C4F9I. Mechanistic studies revealed that the photoredox catalysis involves an oxidative quenching pathway.",

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AU - Park, Do Dam

AU - Choi, Sukyung

AU - You, Youngmin

AU - Cho, Eun Jin

PY - 2019/10/18

Y1 - 2019/10/18

N2 - Tri(9-anthryl)borane was successfully applied as an organophotocatalyst for the visible-light-induced trifluoromethylation of unactivated alkenes with CF3I. The mild reaction conditions tolerated a variety of functional groups, and the reaction could be extended to perfluoroalkylations with C3F7I and C4F9I. Mechanistic studies revealed that the photoredox catalysis involves an oxidative quenching pathway.

AB - Tri(9-anthryl)borane was successfully applied as an organophotocatalyst for the visible-light-induced trifluoromethylation of unactivated alkenes with CF3I. The mild reaction conditions tolerated a variety of functional groups, and the reaction could be extended to perfluoroalkylations with C3F7I and C4F9I. Mechanistic studies revealed that the photoredox catalysis involves an oxidative quenching pathway.

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Visible-Light-Induced Trifluoromethylation of Unactivated Alkenes with Tri(9-anthryl)borane as an Organophotocatalyst

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