Catalytic Reductive Homocoupling of Benzyl Chlorides Enabled by Zirconocene and Photoredox Catalysis DOI Creative Commons

Ryota Tajima,

Keisuke Tanaka,

Kazuhiro Aida

et al.

Precision Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 7, 2024

The bibenzyl skeleton is prevalent in numerous natural products and other biologically active compounds. Radical homocoupling provides a straightforward approach for synthesizing bibenzyls single step with the reductive of benzyl halides undergoing extensive development. Unlike bromides tailored precursors used visible-light-mediated homocoupling, chlorides offer greater abundance chemical stability. Nevertheless, achieving chemoselective cleavage C-Cl bond poses significant challenges, only limited number studies reported to date. Herein, we demonstrate catalytic facilitated by zirconocene photoredox catalysis. This cooperative system promotes under mild conditions supports wide range chlorides, including those derived from pharmaceutical agents. Our preliminary mechanistic investigations highlight pivotal role hydrosilane cycle.

Language: Английский

Catalytic Reductive Homocoupling of Benzyl Chlorides Enabled by Zirconocene and Photoredox Catalysis DOI Creative Commons

Ryota Tajima,

Keisuke Tanaka,

Kazuhiro Aida

et al.

Published: June 6, 2024

The bibenzyl skeleton is prevalent in numerous natural products and other biologically active compounds. Radical homocoupling provides a straightforward approach for synthesizing bibenzyls single step, with the reductive of benzyl halides undergoing extensive development. Unlike bromides tailored pre-cursors used visible light-mediated homocoupling, chlorides offer greater abundance chemical stabil-ity. Nevertheless, achieving chemoselective cleavage C–Cl bond poses significant challenges, only limited number studies reported to date. Herein, we demonstrate catalytic facilitated by zirconocene photoredox catalysis. This cooperative system promotes under mild conditions supports wide range chlorides, includ-ing those derived from pharmaceutical agents. Our preliminary mechanistic investigations highlight pivotal role hydrosilane cycle.

Language: Английский

Citations

2
Catalytic Reductive Homocoupling of Benzyl Chlorides Enabled by Zirconocene and Photoredox Catalysis DOI Creative Commons

Ryota Tajima,

Keisuke Tanaka,

Kazuhiro Aida

et al.

Precision Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 7, 2024

The bibenzyl skeleton is prevalent in numerous natural products and other biologically active compounds. Radical homocoupling provides a straightforward approach for synthesizing bibenzyls single step with the reductive of benzyl halides undergoing extensive development. Unlike bromides tailored precursors used visible-light-mediated homocoupling, chlorides offer greater abundance chemical stability. Nevertheless, achieving chemoselective cleavage C-Cl bond poses significant challenges, only limited number studies reported to date. Herein, we demonstrate catalytic facilitated by zirconocene photoredox catalysis. This cooperative system promotes under mild conditions supports wide range chlorides, including those derived from pharmaceutical agents. Our preliminary mechanistic investigations highlight pivotal role hydrosilane cycle.

Language: Английский

Citations

0