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N,N,N′,N′-tetra(diphenylphosphinomethyl)pyridine-2,6-diamine/palladium catalyzed Suzuki–Miyaura coupling of aryl and heteroaryl halides

Paper ID Volume ID Publish Year Pages File Format Full-Text
49719 46763 2015 4 PDF Available
Title
N,N,N′,N′-tetra(diphenylphosphinomethyl)pyridine-2,6-diamine/palladium catalyzed Suzuki–Miyaura coupling of aryl and heteroaryl halides
Abstract

•TPPDA in combination with PdCl2 was originally used to catalyze Suzuki coupling.•The catalytic system gave a high TON of 3,350,000 for 3-bromochlorobenzene.•For 4-trifluoromethyl-2-nitrochlorobenzene, a TON of 9,900 was obtained.

An easily synthesized tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine (TPPDA) in combination with PdCl2 was proved to be a highly efficient catalyst for Suzuki–Miyaura cross-coupling. This system could catalyze a variety of aryl halide substrates with a wide range of functional groups as well as heteroaryl halides. A high turnover number (TON) up to 3,350,000 was reached for 3-bromochlorobenzene.

Graphical abstractAn easily synthesized tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine (TPPDA) in combination with PdCl2 was proved to be a highly efficient catalyst for Suzuki–Miyaura cross-coupling.Figure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Suzuki–Miyaura coupling; Palladium; Tetraphosphine; Aryl halide
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N,N,N′,N′-tetra(diphenylphosphinomethyl)pyridine-2,6-diamine/palladium catalyzed Suzuki–Miyaura coupling of aryl and heteroaryl halides
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 66, 5 June 2015, Pages 87–90
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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