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Tris(pentafluorophenyl)borane and beyond: modern advances in borylation chemistry

Lawson, James R. and Melen, Rebecca 2017. Tris(pentafluorophenyl)borane and beyond: modern advances in borylation chemistry. Inorganic Chemistry 56 (15) , pp. 8627-8643. 10.1021/acs.inorgchem.6b02911

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Abstract

As main-group chemistry, in particular boron chemistry, has expanded and developed over the past 20 years, one reagent has risen to prominence as well. Tris(pentafluorophenyl)borane, B(C6F5)3 (commonly known as BCF), has demonstrated extensive applications in a wide variety of reactions, including borylation, hydrogenation, hydrosilylation, frustrated Lewis pair (FLP) chemistry, Lewis acid catalysis, and more. The high Lewis acidity of B(C6F5)3 is derived from the electronic effects of its three C6F5 rings, rendering it a versatile reagent for a great number of reactions. In addition, the steric bulk of these rings also allows it to function as the Lewis acid in a FLP, granting this reagent yet another synthetically useful application. However, as main-group chemistry continues to evolve as a field, new reagents are required that go beyond BCF, increasing not only the range of reactions available but also the breadth of compounds attainable. Great strides have already been made in order to accomplish this task, and this review will highlight modern advances in boron chemistry relating to borylation reactions. Herein, we will show the recent uses of B(C6F5)3 in borylation reactions while also focusing on current advances in novel borane and borocation usage that eclipses that of the stalwart B(C6F5)3.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: American Chemical Society
ISSN: 0020-1669
Funders: EPSRC
Date of First Compliant Deposit: 10 April 2017
Date of Acceptance: 3 February 2017
Last Modified: 17 Jan 2018 15:28
URI: http://orca.cf.ac.uk/id/eprint/99779

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