Ligand and Base-free Pd(II)-Catalyzed Controlled Switching between Oxidative Heck and Conjugate Addition Reactions

Sarah Walker; Julian  Boehnke; Pauline Elizabeth Glen; Steven  Levey; Lisa Patrick; James 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 Walker
, Julian Boehnke
, Pauline Elizabeth Glen
, Steven Levey
, Lisa Patrick
, James Jordan-Hore
, Ai-Lan Lee

Research output: Contribution to journal › Article › peer-review

45 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
DOIs	https://doi.org/10.1021/ol400539h
Publication status	Published - 19 Apr 2013

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10.1021/ol400539h

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@article{d227472eb0a246508293db66aa457ecd,

title = "Ligand and Base-free Pd(II)-Catalyzed Controlled Switching between Oxidative Heck and Conjugate Addition Reactions",

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.",

author = "Sarah Walker and Julian Boehnke and Glen, \{Pauline Elizabeth\} and Steven Levey and Lisa Patrick and James Jordan-Hore and Ai-Lan Lee",

year = "2013",

month = apr,

day = "19",

doi = "10.1021/ol400539h",

language = "English",

volume = "15",

pages = "1886–1889",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Ligand and Base-free Pd(II)-Catalyzed Controlled Switching between Oxidative Heck and Conjugate Addition Reactions

AU - Walker, Sarah

AU - Boehnke, Julian

AU - Glen, Pauline Elizabeth

AU - Levey, Steven

AU - Patrick, Lisa

AU - Jordan-Hore, James

AU - Lee, Ai-Lan

PY - 2013/4/19

Y1 - 2013/4/19

N2 - 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.

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

M3 - Article

AN - SCOPUS:84876538624

SN - 1523-7060

VL - 15

SP - 1886

EP - 1889

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

Ligand and Base-free Pd(II)-Catalyzed Controlled Switching between Oxidative Heck and Conjugate Addition Reactions

Abstract

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