Borylation of Arenes with Bis(hexylene glycolato)diboron

Carl W. Liskey; John F. Hartwig

doi:10.1055/s-0033-1338863

Synthesis, Table of Contents

Synthesis 2013; 45(13): 1837-1842
DOI: 10.1055/s-0033-1338863

paper

Borylation of Arenes with Bis(hexylene glycolato)diboron

Carl W. Liskey

^aDepartment of Chemistry, University of Illinois, 600 South Mathews Avenue, Urbana, IL 61801, USA

,

John F. Hartwig*

^bDepartment of Chemistry, University of California, Berkeley, CA 94720, USA Fax: +1(510)6427714 Email: jhartwig@berkeley.edu

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Abstract

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This paper is dedicated to Professor Scott Denmark on the occasion of his 60^th birthday.

Abstract

A series of diolate-substituted diboron compounds were investigated as reagents for iridium-catalyzed C–H borylations of arenes. These studies showed that commercially available bis(hexylene glycolato)diboron reacts with arenes in the presence of the catalyst generated from [Ir(COD)OMe]₂ and di-tert-butylbipyridine. This reagent is prepared from a less expensive diol than the more commonly used bis(pinacolato)diboron reagent.

Key words

iridium - C–H borylation - bis(hexylene glycolato)diboron - arylboronate esters

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References

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