Role of catechol in the radical reduction of B-alkylcatecholboranes in presence of methanol

Guillaume Povie; Giorgio Villa; Leigh Ford; Davide Pozzi; Carl Herbert Schiesser; Philippe Renaud

doi:10.1039/b917004a

Role of catechol in the radical reduction of B-alkylcatecholboranes in presence of methanol

Guillaume Povie, Giorgio Villa, Leigh Ford, Davide Pozzi, Carl Herbert Schiesser, Philippe Renaud

School of Chemistry

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

32 Citations (Scopus)

Abstract

Mechanistic investigations on the previously reported reduction of B-alkylcatecholboranes in the presence of methanol led to the disclosure of a new mechanism involving catechol as a reducing agent. More than just revising the mechanism of this reaction, we disclose here the surprising role of catechol, a chain breaking antioxidant, which becomes a source of hydrogen atoms in an efficient radical chain process.

Original language	English
Pages (from-to)	803-805
Number of pages	3
Journal	Chemical Communications
Volume	46
Issue number	5
DOIs	https://doi.org/10.1039/b917004a
Publication status	Published - 2010

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AU - Schiesser, Carl Herbert

AU - Renaud, Philippe

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AB - Mechanistic investigations on the previously reported reduction of B-alkylcatecholboranes in the presence of methanol led to the disclosure of a new mechanism involving catechol as a reducing agent. More than just revising the mechanism of this reaction, we disclose here the surprising role of catechol, a chain breaking antioxidant, which becomes a source of hydrogen atoms in an efficient radical chain process.

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Role of catechol in the radical reduction of B-alkylcatecholboranes in presence of methanol

Abstract

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