Cambridge Open Engage home
What is Cambridge Open Engage?
How to Submit
Browse
About
News [opens in a new tab]

Amphiphilic Biaryl Monophosphine Ligands by Regioselective Sulfonation

07 December 2020, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

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.

Keywords

sulfonation
biaryl monophosphine
water soluble ligand
ligand

Supplementary materials

Title
Description
Actions
Title
ChemRxiv Sulfonation SI 2020 12 05
Description
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.

Version History

Dec 07, 2020 Version 1

Metrics

1,995
467
1
Views
Downloads

License

CC logo
CC
BY logo
BY
NC logo
NC
ND logo
ND
The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.13337471.v1
D O I: 10.26434/chemrxiv.13337471.v1 [opens in a new tab]

Funding

United States Department of Health and Human Services
361967
NATIONAL INSTITUTES OF HEALTH (NIH)
https://app.dimensions.ai/details/grant/grant.7587191 [opens in a new tab]
National Science Foundation (NSF)
Massachusetts Institute of Technology, Dean of Science Fellowship

Author’s competing interest statement

MIT has obtained patents for some of the ligands that are described in this Communication from which S.L.B. and former/current co-workers receive royalty payments.

Share