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Vicinal 13 C 13 C spin–spin coupling constants of 1‐butanols. Conformational and substituent effects
Author(s) -
Marshall James L.,
Conn Shareen A.,
Barfield Michael
Publication year - 1977
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.1270090707
Subject(s) - vicinal , substituent , chemistry , carbon 13 , coupling constant , spin (aerodynamics) , crystallography , stereochemistry , organic chemistry , physics , thermodynamics , particle physics , quantum mechanics
A series of (>90% isotopic purity) 13 C‐labeled aliphatic alcohols of the general structure CCC 13 COH were synthesized and studied by 13 C n.m.r. to obtain all 13 C 13 C couplings involving the labeled carbon. The 2 J (CC) values were small (<0.5 Hz) and contrast with the large (up to 2.7 Hz) 2 J (CC) values obtained in a previous study for 2‐butanols. The 3 J (CC) values, however, were strikingly similar in the two classes of compounds with respect both to magnitude and to conformational dependency. Thus, the effect of the hydroxyl substituent on 3 J (CC) values is small.