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Issue 26, 2018
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NIXANTPHOS: a highly active ligand for palladium catalyzed Buchwald–Hartwig amination of unactivated aryl chlorides

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Abstract

Xantphos is one of the two most common ligands used in palladium catalyzed Buchwald–Hartwig amination reactions, because of its broad scope and high probability of success. It does not, however, work well with unactivated aryl chlorides. Herein NIXANTPHOS is compared to Xantphos and an array of mono- and bidentate phosphines. NIXANTPHOS outperforms Xantphos and all other bidentate ligands examined. Under the optimal reaction conditions, unactivated aryl chlorides afford the expected products in good to excellent yield with as low as 0.05 mol% (500 ppm) palladium loading.

Graphical abstract: NIXANTPHOS: a highly active ligand for palladium catalyzed Buchwald–Hartwig amination of unactivated aryl chlorides

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Supplementary files

Article information


Submitted
08 May 2018
Accepted
24 May 2018
First published
24 May 2018

Dalton Trans., 2018,47, 8690-8696
Article type
Paper
Author version available

NIXANTPHOS: a highly active ligand for palladium catalyzed Buchwald–Hartwig amination of unactivated aryl chlorides

J. Mao, J. Zhang, S. Zhang and P. J. Walsh, Dalton Trans., 2018, 47, 8690
DOI: 10.1039/C8DT01852A

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