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Effect of Substituent of Roof Shape Amines on the Molecular Recognition of Optically Active Acids by NMR Spectroscopy
Author(s) -
Gupta Riddhi,
Gonnade Rajesh G.,
Bedekar Ashutosh V.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202003338
Subject(s) - substituent , chemistry , diastereomer , ring (chemistry) , supramolecular chemistry , molecular recognition , amine gas treating , spectroscopy , nuclear magnetic resonance spectroscopy , optically active , ring size , molecular model , molecule , stereochemistry , organic chemistry , physics , quantum mechanics
Optically active roof shape derivatives of benzyl amines were synthesized and screened as chiral solvating agents for the study of molecular recognition of chiral compounds by NMR and UV spectroscopy. The effect of substituents on the aromatic ring of benzyl unit is investigated to assess the binding ability with the analyte and an experimental correlation is observed. Altering the substituents on the ring of benzyl amine and the acidic substrates, significantly influence the CSA interactions. The supramolecular interactions between acid and amine in the single crystal X‐ray analysis of the diastereomeric salts provide further insight of the mode of molecular recognition.