Issue 6, 2012
From the journal:

Chemical Science

Reaction of pentaarylboroles with carbon monoxide: an isolable organoboron carbonyl complex†

Aiko Fukazawa,b   Jason L. Dutton,‡a   Cheng Fan,a   Lauren G. Mercier,a   Adrian Y. Houghton,a   Qiao Wu,a   Warren E. Piers*a  and  Masood Parveza  

* Corresponding authors

a Department of Chemistry, University of Calgary, 2500 University Drive NW, Calgary, Alberta, Canada
E-mail: wpiers@ucalgary.ca
Tel: +(1) 403-220-5746

b Department of Chemistry, Graduate School of Science, Nagoya University, Furo, Chikusa, Nagoya 464-8602, Japan

Abstract

The highly Lewis acidic perfluoropentaphenylborole forms a stable, isolable adduct with the weak Lewis base carbon monoxide. A similar adduct with the unfluorinated borole is observed at low temperature, but this adduct undergoes reaction involving insertion into the B–C bonds due to the greater nucleophilicity of the α-carbons. Together these observations provide concrete chemical evidence for long held presumptions regarding the observed reactivity of organoboranes with carbon monoxide.

Graphical abstract: Reaction of pentaarylboroles with carbon monoxide: an isolable organoboron carbonyl complex

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Article information

DOI
https://doi.org/10.1039/C2SC20336G
Article type
Edge Article
Submitted
16 Mar 2012
Accepted
16 Apr 2012
First published
17 Apr 2012

Chem. Sci., 2012,3, 1814-1818

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Reaction of pentaarylboroles with carbon monoxide: an isolable organoboron carbonyl complex

A. Fukazawa, J. L. Dutton, C. Fan, L. G. Mercier, A. Y. Houghton, Q. Wu, W. E. Piers and M. Parvez, Chem. Sci., 2012, 3, 1814 DOI: 10.1039/C2SC20336G

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