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Multinuclear, variable‐temperature NMR study of hydrogen bonding in two ortho ‐Mannich bases
Author(s) -
Sitkowski Jerzy,
Stefaniak Lech,
Rospenk Maria,
Sobczyk Lucjan,
Webb Graham A.
Publication year - 1995
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.610080704
Subject(s) - chemistry , intramolecular force , hydrogen bond , proton nmr , proton , carbon 13 nmr , carbon 13 nmr satellite , nuclear magnetic resonance spectroscopy , nuclear magnetic resonance spectroscopy of nucleic acids , hydrogen , computational chemistry , crystallography , fluorine 19 nmr , molecule , organic chemistry , transverse relaxation optimized spectroscopy , physics , quantum mechanics
Abstract 1 H and 13 C NMR data for 2‐diethylaminomethyl‐3,4,6‐tri‐ and ‐tetrachlorophenols in CH 2 Cl 2 solutions at a variety of temperatures are reported. The results are consistent with intramolecular hydrogen bonding and proton transfer as shown in the structure 3. Concentration dependence of the NMR data for the perchloro compound shows an additional hydrogen bonding process attributed to the solute self‐association. The 1 H, 13 C and 15 N NMR data support the proposed proton transfer structure.