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Conformationally dependent influence of 3‐substituents on the observable magnetic non‐equivalence of benzylic methylene protons in N ‐benzylpiperidines
Author(s) -
Iorio M. A.,
Casy A. F.
Publication year - 1975
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.1270071105
Subject(s) - methylene , observable , chemistry , equivalence (formal languages) , stereochemistry , proton nmr , aryl , medicinal chemistry , computational chemistry , organic chemistry , physics , pure mathematics , mathematics , quantum mechanics , alkyl
Examples are given of the conformationally dependent influence of 3‐substituents (methyl, n ‐propyl, allyl, aryl, hydroxy and acyloxy) on the magnetic non‐equivalence of the benzylic methylene protons (N CH 2 Ph) of N ‐benzylpiperidine as observable by 1 H NMR. The results, together with data already reported, emphasise the value of 1 H NMR studies of N ‐benzyl derivatives in stereochemical investigations of substituted piperidines.