Literature DB >> 33475382

Amphiphilic Biaryl Monophosphine Ligands by Regioselective Sulfonation.

Jacob Rodriguez1, Heemal H Dhanjee1, Stephen L Buchwald1.   

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.

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Year:  2021        PMID： 33475382      PMCID： PMC8057820          DOI： 10.1021/acs.orglett.0c04001

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  13 in total

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Journal:  Org Lett       Date:  2017-08-04       Impact factor: 6.005

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Journal:  J Am Chem Soc       Date:  2020-12-17       Impact factor: 15.419

8.  Site-Selective Cross-Coupling of Remote Chlorides Enabled by Electrostatically Directed Palladium Catalysis.

Authors:  William A Golding; Robert Pearce-Higgins; Robert J Phipps
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9.  Organometallic palladium reagents for cysteine bioconjugation.

Authors:  Ekaterina V Vinogradova; Chi Zhang; Alexander M Spokoyny; Bradley L Pentelute; Stephen L Buchwald
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10.  Amphiphilic Biaryl Monophosphine Ligands by Regioselective Sulfonation.

Authors:  Jacob Rodriguez; Heemal H Dhanjee; Stephen L Buchwald
Journal:  Org Lett       Date:  2021-01-21       Impact factor: 6.005
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3.  Distal Ionic Substrate-Catalyst Interactions Enable Long-Range Stereocontrol: Access to Remote Quaternary Stereocenters through a Desymmetrizing Suzuki-Miyaura Reaction.

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Journal:  J Am Chem Soc       Date:  2022-01-03       Impact factor: 16.383

4.  Amphiphilic Biaryl Monophosphine Ligands by Regioselective Sulfonation.

Authors:  Jacob Rodriguez; Heemal H Dhanjee; Stephen L Buchwald
Journal:  Org Lett       Date:  2021-01-21       Impact factor: 6.005
  4 in total

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