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Amphiphilic Biaryl Monophosphine Ligands by Regioselective Sulfonation.


ABSTRACT: 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.

SUBMITTER: Rodriguez J 

PROVIDER: S-EPMC8057820 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Amphiphilic Biaryl Monophosphine Ligands by Regioselective Sulfonation.

Rodriguez Jacob J   Dhanjee Heemal H HH   Buchwald Stephen L SL  

Organic letters 20210121 3


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 purificatio  ...[more]

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