Detection of Isotopic Atropisomerism Based on ortho-H/D Discrimination

Org Lett. 2021 Oct 1;23(19):7492-7496. doi: 10.1021/acs.orglett.1c02723. Epub 2021 Sep 13.

Abstract

Racemic and optically active 3-(2-deuteriophenyl)-2-(1-phenylpropan-2-yl)quinazoline-4-thiones were prepared. The nuclear magnetic resonance spectra clearly show that they exist as a 1:1 mixture of diastereomers due to the isotopic atropisomerism based on ortho-H/D discrimination (N-C axial chirality) and a chiral carbon.

Publication types

  • Research Support, Non-U.S. Gov't