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Synthesis of arylpalladium(II) boronates: confirming the structure and chemical competence of pre-transmetalation intermediates in the Suzuki-Miyaura reaction

Palladium(II) boronates are recognized as fundamental pre-transmetalation intermediates in Suzuki–Miyaura cross-couplings. While these typically transient species have been detected and studied spectroscopically, it is conspicuous that they have never been isolated since this important reaction was discovered over forty years ago. This study reports the synthesis of a family of unprecedented arylpalladium(II) boronates that are, by design, kinetically stable at ambient temperature, both in solution and in the solid state. These properties enabled unambiguous crystallographic confirmation of their structure for the first time and their chemical competence in a Suzuki–Miyaura reaction was demonstrated.

Funding

Australian Research Council

History

Publication title

Angewandte Chemie

Volume

60

Issue

27

Pagination

14897-14901

ISSN

1433-7851

Department/School

School of Natural Sciences

Publisher

Wiley-V C H Verlag Gmbh

Place of publication

Po Box 10 11 61, Weinheim, Germany, D-69451

Rights statement

Copyright 2021 Wiley-VCH Gmb

Repository Status

  • Restricted

Socio-economic Objectives

Expanding knowledge in the chemical sciences

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