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Zinc-catalyzed dual C–X and C–H borylation of aryl halides.

Bose, Shubhankar K. and Deißenberger, Andrea and Eichhorn, Antonius and Steel, Patrick G. and Lin, Zhenyang and Marder, Todd B. (2015) 'Zinc-catalyzed dual C–X and C–H borylation of aryl halides.', Angewandte chemie international edition., 54 (40). pp. 11843-11847.

Abstract

A zinc-catalyzed combined C[BOND]X and C[BOND]H borylation of aryl halides using B2pin2 (pin=OCMe2CMe2O) to produce the corresponding 1,2-diborylarenes under mild conditions was developed. Catalytic C[BOND]H bond activation occurs ortho to the halide groups if such a site is available or meta to the halide if the ortho position is already substituted. This method thus represents a novel use of a group XII catalyst for C[BOND]H borylation. This transformation does not proceed via a free aryne intermediate, but a radical process seems to be involved.

Item Type:Article
Full text:(AM) Accepted Manuscript
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Status:Peer-reviewed
Publisher Web site:https://doi.org/10.1002/anie.201505603
Publisher statement:This is the peer reviewed version of the following article: Bose, Shubhankar K., Deißenberger, Andrea, Eichhorn, Antonius, Steel, Patrick G., Lin, Zhenyang & Marder, Todd B. (2015). Zinc-Catalyzed Dual C–X and C–H Borylation of Aryl Halides. Angewandte Chemie International Edition 54(40): 11843-11847, which has been published in final form at https://doi.org/10.1002/anie.201505603. This article may be used for non-commercial purposes in accordance With Wiley-VCH Terms and Conditions for self-archiving.
Date accepted:17 June 2015
Date deposited:13 March 2017
Date of first online publication:18 August 2015
Date first made open access:No date available

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