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 · Mon Jul 01 04:00:00 EDT 1985 · J. Gen. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:7033365

Tupitsyn, I F; Kane, A A; Shibaev, A Yu

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

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400102* -- Chemical & Spectral Procedures
CARBON 13
CARBON ISOTOPES
CARBONYLS
CHEMICAL BONDS
CHEMICAL SHIFT
DIAGRAMS
ELECTRON DENSITY
EVEN-ODD NUCLEI
HETEROCYCLIC COMPOUNDS
HYDROGEN 1
HYDROGEN ISOTOPES
INFRARED SPECTRA
ISOTOPES
LIGHT NUCLEI
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
SPECTRA
STABLE ISOTOPES