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Synthesis 2013; 45(13): 1837-1842
DOI: 10.1055/s-0033-1338863
paper
© Georg Thieme Verlag Stuttgart · New York

Borylation of Arenes with Bis(hexylene glycolato)diboron

Carl W. Liskey
a   Department of Chemistry, University of Illinois, 600 South Mathews Avenue, Urbana, IL 61801, USA
,
John F. Hartwig*
b   Department of Chemistry, University of California, Berkeley, CA 94720, USA   Fax: +1(510)6427714   Email: jhartwig@berkeley.edu
› Author Affiliations
Further Information

Publication History

Received: 06 May 2013

Accepted: 07 May 2013

Publication Date:
23 May 2013 (online)

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This paper is dedicated to Professor Scott Denmark on the occasion of his 60th 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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    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
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