Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

4-24-2007

Journal or Book Title

Journal of American Chemical Society

Volume

129

Issue

19

First Page

6298

Last Page

6307

DOI

10.1021/ja069238z

Abstract

A novel 1,4-palladium migration between the o- and o‘-positions of biaryls has been observed in organopalladium intermediates derived from o-halobiaryls. The organopalladium intermediates generated by this migration have been trapped either by a Heck reaction employing ethyl acrylate or by Suzuki cross-coupling using arylboronic acids. This palladium migration can be activated or deactivated by choosing the appropriate reaction conditions. Chemical and computational evidence supports the presence of an equilibrium that correlates with the C−H acidity of the available arene positions.

Comments

Reprinted (adapted) with permission from Journal of American Chemical Society, 129(19); 6298-6307. Doi: 10.1021/ja069238z. Copyright 2007 American Chemical Society.

Rights

One-time permission is granted only for the use specified in your request. No additional uses are granted (such as derivative works or other editions). For any other uses, please submit a new request.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

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