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Amidines. XVII —substituent‐induced chemical shifts in 13 C NMR spectra of N 2 ‐phenyl‐formamidines, ‐acetamidines and ‐guanidines
Author(s) -
Oszczapowicz Janusz,
Raczyńska Ewa,
Osek Jerzy
Publication year - 1986
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260240105
Subject(s) - chemistry , chemical shift , tautomer , amidine , substituent , nitrogen atom , ring (chemistry) , nitrogen , carbon atom , spectral line , carbon fibers , group (periodic table) , nmr spectra database , carbon 13 nmr , medicinal chemistry , stereochemistry , computational chemistry , organic chemistry , materials science , composite number , composite material , physics , astronomy
13 C chemical shifts in CDCI 3 of 65 compounds, divided into several series, containing a substituted phenyl ring at the imino (N 2 ) nitrogen atom of the amidine groupare reported. Additivity parameters (SCS) of the substituted aminomethyleneamino group [R 2 NC(R′)N‐] for the prediction of the chemical shifts of the N 2 ‐phenyl carbon atoms in formamidines, acetamidines and guanidines are derived. The SCS obtained can be used for the determination of the configuration at the CN bond, and for the assignments of the chemical shifts in tautomeric forms of N ‐phenyl‐formamidines, ‐acetamidines and ‐guanidines. The chemical shifts of the amidine carbon atom depend on the substitutents on the phenyl rings of both nitrogen atoms.