Issue 5, 2021

A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers

Abstract

A simple chiroptical solution for the absolute stereochemical determination for asymmetric phosphorus V stereocenters is presented. Strong coordination of the phosphorus oxide with the Zn-metallo center of the racemic host Zn-MAPOL 2 leads to an induced axial chirality of the host, yielding a strong ECCD signal. A mnemonic is proposed to correlate the asymmetry of the guest molecule with the observed ECCD signal.

Graphical abstract: A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers

Supplementary files

Article information

Article type
Edge Article
Submitted
25 May 2020
Accepted
15 Nov 2020
First published
07 Dec 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2021,12, 1750-1755

A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers

D. Chakraborty, H. Gholami, A. Sarkar, L. A. Joyce, J. E. Jackson and B. Borhan, Chem. Sci., 2021, 12, 1750 DOI: 10.1039/D0SC02940H

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