Palladium-Catalysed Carbon-Fluorine and Carbon-Hydrogen Bond Alumination of Fluoroarenes and Heteroarenes

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Title: Palladium-Catalysed Carbon-Fluorine and Carbon-Hydrogen Bond Alumination of Fluoroarenes and Heteroarenes
Authors: Crimmin, MR
Chen, W
Hooper, TN
White, AJO
Item Type: Journal Article
Abstract: Through serendipitous discovery, a palladium bis(phosphine) complex was identified as a catalyst for the selective transformation of sp2C−F and sp2C−H bonds of fluoroarenes and heteroarenes to sp2C−Al bonds (19 examples, 1 mol % Pd loading). The carbon–fluorine bond functionalization reaction is highly selective for the formation of organoaluminium products in preference to hydrodefluorination products (selectivity=4.4:1 to 27:1). Evidence is presented for a tandem catalytic process in which hydrodefluorination is followed by sp2C−H alumination.
Issue Date: 30-Aug-2017
Date of Acceptance: 15-Aug-2017
URI: http://hdl.handle.net/10044/1/51850
DOI: https://dx.doi.org/10.1002/ange.201706378
ISSN: 1521-3757
Publisher: Wiley
Start Page: 12861
End Page: 12865
Journal / Book Title: Angewandte Chemie
Volume: 129
Issue: 41
Copyright Statement: This is the peer reviewed version of the following article: W. Chen, T. N. Hooper, J. Ng, A. J. P. White, M. R. Crimmin, Angew. Chem. 2017, 129, 12861, which has been published in final form at https://dx.doi.org/10.1002/ange.201706378.  This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.
Sponsor/Funder: The Royal Society
Commission of the European Communities
Commission of the European Communities
Funder's Grant Number: UF090149
655474
677367
Keywords: 03 Chemical Sciences
Organic Chemistry
Publication Status: Published
Appears in Collections:Chemistry
Faculty of Natural Sciences



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