Issue 26, 2018

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

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

Supplementary files

Article information

Article type
Paper
Submitted
08 ⵎⴰⵢ 2018
Accepted
24 ⵎⴰⵢ 2018
First published
24 ⵎⴰⵢ 2018

Dalton Trans., 2018,47, 8690-8696

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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