Issue 84, 2023

Employing a chiroptical sensor for the absolute stereochemical determination of α-amino and α-hydroxyphosphonates

Abstract

The absolute stereochemistry of the α-amino and α-hydroxyphosphonates is determined using a chiroptical sensor. The induced helicity of the host–guest complex is correlated to the chirality of the guest molecule via a simple binding model. The relative size of the substituents dictates the predominant helical population, leading to an easy circular dichroic readout.

Graphical abstract: Employing a chiroptical sensor for the absolute stereochemical determination of α-amino and α-hydroxyphosphonates

Supplementary files

Article information

Article type
Communication
Submitted
10 Apr 2023
Accepted
05 Sep 2023
First published
02 Oct 2023

Chem. Commun., 2023,59, 12629-12632

Author version available

Employing a chiroptical sensor for the absolute stereochemical determination of α-amino and α-hydroxyphosphonates

D. Chakraborty, L. Zheng, Y. Dai, J. Gwasdacus, J. E. McTighe, W. D. Wulff and B. Borhan, Chem. Commun., 2023, 59, 12629 DOI: 10.1039/D3CC01757E

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