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Contribution of the trityl group to magnetic asymmetry in N ‐trityl amino acid benzyl esters
Author(s) -
Matsoukas J.,
Theodoropoulos D.
Publication year - 1979
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270120702
Subject(s) - chemistry , asymmetry , group (periodic table) , methylene , rotation (mathematics) , amino acid , side chain , stereochemistry , medicinal chemistry , organic chemistry , physics , polymer , biochemistry , geometry , mathematics , quantum mechanics
The magnetic nonequivalence of the O ‐methylene protons of certain N ‐trityl amino acid benzyl esters is reported. It is shown that magnetic asymmetry arises from hindered internal rotation of the α‐benzyl group. The degree of proximity of the bulky N ‐trityl to the α‐benzyl group, and consequently the degree of free rotation of the latter, is dependent on the nature of the amino acid side‐chain R.