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A 13 C‐NMR and IR study of isocyanides and some of their complexes
Author(s) -
Stephany R. W.,
de Bie M. J. A.,
Drenth W.
Publication year - 1974
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.1270060112
Subject(s) - substituent , isocyanide , chemistry , chemical shift , methanol , carbon 13 nmr , coupling constant , computational chemistry , solvent , solvent effects , hydrogen bond , molecule , medicinal chemistry , stereochemistry , organic chemistry , physics , particle physics
13 C chemical shifts and 1 J ( 14 N 13 C) coupling constants as well as stretching frequencies of the isocyano group are reported for some representative aliphatic, unsaturated and aromatic isocyanides and for two copper(I) isocyanide complexes. The results are discussed in terms of the inductive and mesomeric substituent effects on the polarisation and charge density of the CNC bonds. The marked solvent effect on the chemical shifts of the isocyano carbon hampers comparison of our data with previously reported data. The hydrogen bonding shift of this carbon in water or methanol is much smaller than previous data suggest.