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Ninhydrin Revisited: Quantitative Chirality Recognition of Amines and Amino Alcohols Based on Nondestructive Dynamic Covalent Chemistry.

Authors :
Pilicer SL
Wolf C
Source :
The Journal of organic chemistry [J Org Chem] 2020 Sep 04; Vol. 85 (17), pp. 11560-11565. Date of Electronic Publication: 2020 Aug 26.
Publication Year :
2020

Abstract

A novel approach to chiral recognition of small molecules using the classical ninhydrin agent is introduced. Well-defined dynamic covalent chemistry with amines and amino alcohols was developed and applied to quantitative ee sensing with good accuracy using a straightforward mixing protocol and subsequent circular dichroism measurements. This chiroptical assay is fast, broadly useful, practical and repurposes an inexpensive reagent known for more than 100 years in a new application.

Details

Language :
English
ISSN :
1520-6904
Volume :
85
Issue :
17
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
32791837
Full Text :
https://doi.org/10.1021/acs.joc.0c01515