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Quantum-chemical investigation of the mutual influences between structural fragments in oxo derivatives of five-membered saturated heterocycles in the ground and reactive states

Journal Article · · J. Gen. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:7033365

The purpose of this work was to study the possibilities of the application of the semiempirical SCF MO LCAO method in the CNDO/2 and MINDO/3 variants to discovering laws between the sequences of variation of calculated characteristics which are dependent mainly on the electronic structure of methylene or carbonyl groups and the chemical shifts in /sup 13/C and /sup 1/H NMR spectra, the frequencies of stretching vibrations in the IR spectra, and the constants of the kinetic CH acidity of a large group of oxo derivatives of saturated heterocycles. Besides the local electron density, comparable contributions are made to the value of the chemical shift of a carbon atom directly attached to a cyclic atom by the diamagnetic component of the shielding and the effect of the intramolecular electric field of the lone pairs.

OSTI ID:
7033365
Journal Information:
J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 55:1, PT 2; ISSN JGCHA
Country of Publication:
United States
Language:
English