Ligand- and base-free Pd(II)-catalyzed controlled switching between Oxidative Heck and conjugate addition reactions

Sarah E. Walker; Julian Boehnke; Pauline E. Glen; Steven Levey; Lisa  Patrick; James A. Jordan-Hore; Ai-Lan Lee

doi:10.1021/ol400539h

Ligand- and base-free Pd(II)-catalyzed controlled switching between Oxidative Heck and conjugate addition reactions

Sarah E. Walker, Julian Boehnke, Pauline E. Glen, Steven Levey, Lisa Patrick, James A. Jordan-Hore, Ai-Lan Lee

Pure And Applied Chemistry

Research output: Contribution to journal › Article

34 Citations (Scopus)

Abstract

A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.

Original language	English
Pages (from-to)	1886-1889
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	8
Early online date	11 Apr 2013
DOIs	https://doi.org/10.1021/ol400539h
Publication status	Published - 19 Apr 2013

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Walker, S. E., Boehnke, J., Glen, P. E., Levey, S., Patrick, L., Jordan-Hore, J. A., & Lee, A-L. (2013). Ligand- and base-free Pd(II)-catalyzed controlled switching between Oxidative Heck and conjugate addition reactions. Organic Letters, 15(8), 1886-1889. https://doi.org/10.1021/ol400539h

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abstract = "A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.",

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AU - Walker, Sarah E.

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AU - Patrick, Lisa

AU - Jordan-Hore, James A.

AU - Lee, Ai-Lan

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AB - A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.

U2 - 10.1021/ol400539h

DO - 10.1021/ol400539h

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Access to Document

10.1021/ol400539h