Open AccessAmphiphilic Biaryl Monophosphine Ligands by Regioselective Sulfonation
Author(s) -
Jacob Rodriguez,
Heemal H. Dhanjee,
Stephen L. Buchwald
Publication year - 2021
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.0c04001
Subject(s) - regioselectivity , chemistry , amphiphile , sulfuric acid , combinatorial chemistry , organic chemistry , catalysis , copolymer , polymer
Amphiphilic ligands are valued for their ability to facilitate organometallic reactions in the presence of water. The regioselective sulfonation of a series of commercially available biaryl monophosphines to generate amphiphilic ligands is presented. In this one-step protocol, the temperature and addition of fuming sulfuric acid were carefully controlled to arrive at sulfonated biaryl monophosphine ligands in high yields with >95% regioselectivity without the need for chromatographic purification.