On the mechanism of palladium-catalyzed coupling of haloaryls to biaryls in water with zinc

Sudip Mukhopadhyay; Gadi Rothenberg; Diana Gitis; Yoel Sasson

doi:10.1021/ol9912938

On the mechanism of palladium-catalyzed coupling of haloaryls to biaryls in water with zinc

Sudip Mukhopadhyay, Gadi Rothenberg, Diana Gitis, Yoel Sasson

Institute of Chemistry

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

81 Scopus citations

Abstract

(matrix presented) Kinetics and process parameters of coupling and hydro-dehalogenation reactions of chloroaryls are studied in the presence of zinc, water, and catalytic Pd/C. Good yields are obtained for the coupling of chlorobenzene, 4-chlorotoluene, and 4-chloro-1,1,1-trifluorotoluene. It is shown that water is actually one of the reagents, reacting with zinc in the presence of palladium to give zinc oxide and hydrogen gas, which then regenerates the Pd⁰ catalyst for the coupling reaction.

Original language	English
Pages (from-to)	211-214
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	2
DOIs	https://doi.org/10.1021/ol9912938
State	Published - 27 Jan 2000

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abstract = "(matrix presented) Kinetics and process parameters of coupling and hydro-dehalogenation reactions of chloroaryls are studied in the presence of zinc, water, and catalytic Pd/C. Good yields are obtained for the coupling of chlorobenzene, 4-chlorotoluene, and 4-chloro-1,1,1-trifluorotoluene. It is shown that water is actually one of the reagents, reacting with zinc in the presence of palladium to give zinc oxide and hydrogen gas, which then regenerates the Pd0 catalyst for the coupling reaction.",

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AU - Mukhopadhyay, Sudip

AU - Rothenberg, Gadi

AU - Gitis, Diana

AU - Sasson, Yoel

PY - 2000/1/27

Y1 - 2000/1/27

N2 - (matrix presented) Kinetics and process parameters of coupling and hydro-dehalogenation reactions of chloroaryls are studied in the presence of zinc, water, and catalytic Pd/C. Good yields are obtained for the coupling of chlorobenzene, 4-chlorotoluene, and 4-chloro-1,1,1-trifluorotoluene. It is shown that water is actually one of the reagents, reacting with zinc in the presence of palladium to give zinc oxide and hydrogen gas, which then regenerates the Pd0 catalyst for the coupling reaction.

AB - (matrix presented) Kinetics and process parameters of coupling and hydro-dehalogenation reactions of chloroaryls are studied in the presence of zinc, water, and catalytic Pd/C. Good yields are obtained for the coupling of chlorobenzene, 4-chlorotoluene, and 4-chloro-1,1,1-trifluorotoluene. It is shown that water is actually one of the reagents, reacting with zinc in the presence of palladium to give zinc oxide and hydrogen gas, which then regenerates the Pd0 catalyst for the coupling reaction.

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On the mechanism of palladium-catalyzed coupling of haloaryls to biaryls in water with zinc

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