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Highly nucleophilic dipropanolamine chelated boron reagents for aryl-transmetallation to iron complexes

Dunsford, Jay J, Clark, Ewan R., Ingleson, Michael J. (2015) Highly nucleophilic dipropanolamine chelated boron reagents for aryl-transmetallation to iron complexes. Dalton Transactions, 44 (47). pp. 20577-20583. ISSN 1477-9226. (doi:10.1039/c5dt03835a)

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http://doi.org/10.1039/c5dt03835a

Abstract

New aryl- and heteroarylboronate esters chelated by dipropanolamine are synthesised directly from boronic acids. The corresponding anionic borates are readily accessible by deprotonation and demonstrate an increase in hydrocarbyl nucleophilicity in comparison to other common borates. The new borates proved competent for magnesium or zinc additive-free, direct boron-to-iron hydrocarbyl transmetallations with well-defined iron(II) (pre)catalysts. The application of the new borate reagents in representative Csp2–Csp3 cross-coupling led to almost exclusive homocoupling unless coupling is performed in the presence of a zinc additive.

Item Type: Article
DOI/Identification number: 10.1039/c5dt03835a
Divisions: Faculties > Sciences > School of Physical Sciences
Depositing User: Ewan Clark
Date Deposited: 23 Jan 2017 16:48 UTC
Last Modified: 29 May 2019 18:35 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/60051 (The current URI for this page, for reference purposes)
Clark, Ewan R.: https://orcid.org/0000-0001-7287-2631
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