Skip to main content

Research Repository

Advanced Search

Zinc-Catalyzed Dual C–X and C–H Borylation of Aryl Halides

Bose, Shubhankar K.; Deißenberger, Andrea; Eichhorn, Antonius; Steel, Patrick G.; Lin, Zhenyang; Marder, Todd B.

Zinc-Catalyzed Dual C–X and C–H Borylation of Aryl Halides Thumbnail


Authors

Shubhankar K. Bose

Andrea Deißenberger

Antonius Eichhorn

Zhenyang Lin

Todd B. Marder



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.

Citation

Bose, S. K., Deißenberger, A., Eichhorn, A., Steel, P. G., Lin, Z., & Marder, T. B. (2015). Zinc-Catalyzed Dual C–X and C–H Borylation of Aryl Halides. Angewandte Chemie International Edition, 54(40), 11843-11847. https://doi.org/10.1002/anie.201505603

Journal Article Type Article
Acceptance Date Jun 17, 2015
Online Publication Date Aug 18, 2015
Publication Date Sep 28, 2015
Deposit Date Mar 10, 2017
Publicly Available Date Mar 13, 2017
Journal Angewandte Chemie International Edition
Print ISSN 1433-7851
Electronic ISSN 1521-3773
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 54
Issue 40
Pages 11843-11847
DOI https://doi.org/10.1002/anie.201505603

Files

Accepted Journal Article (814 Kb)
PDF

Copyright 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.







You might also like



Downloadable Citations