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Inside Cover: Supramolecular Stabilization of Metastable Tautomers in Solution and the Solid State (Chem. Eur. J. 52/2014)
Author(s) -
Juribašić Marina,
Bregović Nikola,
Stilinović Vladimir,
Tomišić Vladislav,
Cindrić Marina,
Šket Primož,
Plavec Janez,
Rubčić Mirta,
Užarević Krunoslav
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201490215
Subject(s) - tautomer , supramolecular chemistry , metastability , intramolecular force , hydrogen bond , chemistry , enol , molecule , crystallography , solid state , computational chemistry , stereochemistry , crystal structure , organic chemistry , catalysis
Supramolecular stabilization of tautomers: The investigated Schiff base is far more stable as the enol tautomer as shown by quantum‐chemistry computations and spectroscopic studies in solution. In the solid state, however, in all obtained polymorphs or cocrystalline forms, it exists solely as the metastable keto tautomer. The stabilization of the metastable tautomer in the crystals was found to be due to supramolecular interactions, in particular due to hydrogen bonding with neighboring molecules in which the hydrogen acceptors are the atoms involved in the intramolecular proton transfer. For more details, see the Full Paper by K. Užarević et al. on page 17333 ff.