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Cover Feature: Absolute Configuration Assignment from Optical Rotation Data by Means of Biphenyl Chiroptical Probes (Chem. Eur. J. 22/2019)
Author(s) -
Vergura Stefania,
Scafato Patrizia,
Belviso Sandra,
Superchi Stefano
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201901165
Subject(s) - absolute configuration , sign (mathematics) , optical rotation , biphenyl , chirality (physics) , chemistry , twist , rotation (mathematics) , specific rotation , stereochemistry , chemical physics , molecular physics , physics , computer science , organic chemistry , chiral symmetry , mathematics , geometry , quantum mechanics , artificial intelligence , mathematical analysis , nambu–jona lasinio model , quark
A central‐to‐axial chirality transfer occurring when chiral molecules are linked to flexible biphenyl probes makes it possible to assign their absolute configuration from the biphenyl twist. By employing 4,4’‐disubstituted biphenyls, the twist sign, and then the absolute configuration, can be revealed by the sign of optical rotation. This allows for assignment of the absolute configuration of chiral α‐substituted carboxylic acids and primary amines in a non‐empirical and straightforward way by simple [ α ] D measurements. More information can be found in the Full Paper by S. Superchi et al. on page 5682.