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Substituent effects in carbon‐13 NMR spectra of aminopyridines
Author(s) -
Rasała Danuta
Publication year - 1993
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610060509
Subject(s) - substituent , aminopyridines , chemistry , electronic effect , computational chemistry , stereochemistry , medicinal chemistry , steric effects
13 C NMR spectra of 45 vicinally substituted 2‐, 3‐ and 4‐aminopyridines were investigated. The substituent effects are evidently sensitive to the position of both the substituent and the fixed amino group. In the para position with respect to the substituent, long‐range electronic effects are expressed by the dual substituent parameter treatment (DSP), and the resonance contribution is more important than the inductive contribution. Correlation results for the ipso and ortho carbon atoms using the more sophisticated extended DSP equation suggest non‐electronic effects of unknown origin.