HandaPhos: a general ligand enabling sustainable ppm levels of palladium-catalyzed cross-couplings in water at room temperature

Sachin Handa; Martin Peter Andersson; Fabrice Gallou; John Reilly; Bruce H. Lipshutz

doi:10.1002/anie.201510570

HandaPhos: a general ligand enabling sustainable ppm levels of palladium-catalyzed cross-couplings in water at room temperature

Sachin Handa, Martin Peter Andersson, Fabrice Gallou, John Reilly, Bruce H. Lipshutz^*

^*Corresponding author for this work

Department of Chemistry

94 Citations (Scopus)

Abstract

The new monophosphine ligand HandaPhos has been identified such that when complexed in a 1:1 ratio with Pd(OAc)₂, enables Pd-catalyzed cross-couplings to be run using ≤1000 ppm of this pre-catalyst. Applications to Suzuki-Miyaura reactions involving highly funtionalized reaction partners are demonstrated, all run using environmentally benign nanoreactors in water at ambient temperatures.

Original language	English
Journal	Angewandte Chemie - International Edition
Volume	55
Issue number	16
Pages (from-to)	4914-4918
Number of pages	5
ISSN	1433-7851
DOIs	https://doi.org/10.1002/anie.201510570
Publication status	Published - 11 Apr 2016

Keywords

E Factor
green chemistry
ligand design
micellar catalysis
Suzuki-Miyaura coupling

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abstract = "The new monophosphine ligand HandaPhos has been identified such that when complexed in a 1:1 ratio with Pd(OAc)2, enables Pd-catalyzed cross-couplings to be run using ≤1000 ppm of this pre-catalyst. Applications to Suzuki-Miyaura reactions involving highly funtionalized reaction partners are demonstrated, all run using environmentally benign nanoreactors in water at ambient temperatures.",

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author = "Sachin Handa and Andersson, {Martin Peter} and Fabrice Gallou and John Reilly and Lipshutz, {Bruce H.}",

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AU - Handa, Sachin

AU - Andersson, Martin Peter

AU - Gallou, Fabrice

AU - Reilly, John

AU - Lipshutz, Bruce H.

PY - 2016/4/11

Y1 - 2016/4/11

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AB - The new monophosphine ligand HandaPhos has been identified such that when complexed in a 1:1 ratio with Pd(OAc)2, enables Pd-catalyzed cross-couplings to be run using ≤1000 ppm of this pre-catalyst. Applications to Suzuki-Miyaura reactions involving highly funtionalized reaction partners are demonstrated, all run using environmentally benign nanoreactors in water at ambient temperatures.

KW - E Factor

KW - green chemistry

KW - ligand design

KW - micellar catalysis

KW - Suzuki-Miyaura coupling

U2 - 10.1002/anie.201510570

DO - 10.1002/anie.201510570

M3 - Letter

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ER -

HandaPhos: a general ligand enabling sustainable ppm levels of palladium-catalyzed cross-couplings in water at room temperature

Abstract

Keywords

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