HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature

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

^*Corresponding author for this work

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

164 Scopus citations

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
Pages (from-to)	4914-4918
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	55
Issue number	16
DOIs	https://doi.org/10.1002/anie.201510570
State	Published - 11 Apr 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords

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

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.201510570

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title = "HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature",

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.",

keywords = "E Factor, Suzuki-Miyaura coupling, green chemistry, ligand design, micellar catalysis",

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

note = "Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

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doi = "10.1002/anie.201510570",

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AU - Handa, Sachin

AU - Andersson, Martin P.

AU - Gallou, Fabrice

AU - Reilly, John

AU - Lipshutz, Bruce H.

PY - 2016/4/11

Y1 - 2016/4/11

N2 - 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.

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 - Suzuki-Miyaura coupling

KW - green chemistry

KW - ligand design

KW - micellar catalysis

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IS - 16

ER -

HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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