Premium
Solvent effects on tautomerics equilibria in β ‐ketonitriles: NMR and theoretical studies
Author(s) -
Ruiz Danila L.,
Albesa Alberto G.,
Ponzinibbio Agustín,
Allegretti Patricia E.,
Schiavoni María M.
Publication year - 2010
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.1764
Subject(s) - chemistry , tautomer , chloroform , solvent effects , solvent , density functional theory , computational chemistry , dimethyl sulfoxide , chemical shift , nuclear magnetic resonance spectroscopy , organic chemistry
Solvent effects on tautomeric equilibria in several β ‐ketonitriles has been investigated using nuclear magnetic resonance (NMR) spectroscopy and theoretical methods. The experimental chemical shifts were compared with theoretical values obtained by using gauge‐including atomic orbital (GIAO) calculations, implemented at Density Functional Theory (DFT) level with hybrid functionals, B3LYP calculations. The solvent effect on the calculated structures has been taken into account through the polarized continuum model (PCM) for chloroform, acetone and dimethyl sulfoxide (DMSO). Also, some structural parameters were calculated in gas phase and in three different solvents. Copyright © 2010 John Wiley & Sons, Ltd.