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

Research output: Contribution to journalArticle

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.
LanguageEnglish
Pages1886-1889
Number of pages4
JournalOrganic Letters
Volume15
Issue number8
Early online date11 Apr 2013
DOIs
Publication statusPublished - 19 Apr 2013

Fingerprint

Addition reactions
Air
Ligands
ligands
Moisture
moisture
Catalysts
Substrates
catalysts
air

Cite this

Walker, Sarah E. ; Boehnke, Julian ; Glen, Pauline E. ; Levey, Steven ; Patrick, Lisa ; Jordan-Hore, James A. ; Lee, Ai-Lan. / Ligand- and base-free Pd(II)-catalyzed controlled switching between Oxidative Heck and conjugate addition reactions. In: Organic Letters. 2013 ; Vol. 15, No. 8. pp. 1886-1889.
@article{16dba620571b485caae69f1b00ac8681,
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 = "Walker, {Sarah E.} and Julian Boehnke and Glen, {Pauline E.} and Steven Levey and Lisa Patrick and Jordan-Hore, {James A.} and Ai-Lan Lee",
year = "2013",
month = "4",
day = "19",
doi = "10.1021/ol400539h",
language = "English",
volume = "15",
pages = "1886--1889",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "8",

}

Ligand- and base-free Pd(II)-catalyzed controlled switching between Oxidative Heck and conjugate addition reactions. / Walker, Sarah E.; Boehnke, Julian; Glen, Pauline E.; Levey, Steven; Patrick, Lisa ; Jordan-Hore, James A.; Lee, Ai-Lan.

In: Organic Letters, Vol. 15, No. 8, 19.04.2013, p. 1886-1889.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Ligand- and base-free Pd(II)-catalyzed controlled switching between Oxidative Heck and conjugate addition reactions

AU - Walker, Sarah E.

AU - Boehnke, Julian

AU - Glen, Pauline E.

AU - Levey, Steven

AU - Patrick, Lisa

AU - Jordan-Hore, James A.

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

VL - 15

SP - 1886

EP - 1889

JO - Organic Letters

T2 - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 8

ER -