Organometallic derivatives of furan. LII. Synthesis of carbofunctional furylsilanes and their /sup 1/H, /sup 13/C, and /sup 29/Si NMR spectroscopic and quantum-chemical investigation
Under the standard conditions for the synthesis of furan compounds it is possible to obtain the carbofunctional derivatives of silylated furfural with retention of the trimethylsilyl group in the ring. By NMR and CNDO/2 LCAO MO methods and also as a result of the investigation of the chemical characteristics of silylated furfural and its carbofunctional derivatives it was established that the introduction of a trimethylsilyl group at position 5 of the furan ring does not change the reactivity of the carbofunctional substituents at position 2. The electronic effects of the substituents are hardly transmitted through the furan ring at all. The effect of substituents in the carbofunctional furylsilanes on the electronic structure of the ring is additive.
- Research Organization:
- Institute of Organic Synthesis, Riga, USSR
- OSTI ID:
- 5676700
- Journal Information:
- J. Gen. Chem. USSR (Engl. Transl.); (United States), Vol. 55:9; Other Information: Translated from Zh. Obshch. Khim.; 55: No. 9, 2062-2701(Sep 1985)
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
FURANS
ATOMIC MODELS
NMR SPECTRA
SYNTHESIS
SILICON COMPLEXES
BINDING ENERGY
CARBON 13
CHARGE DISTRIBUTION
CHEMICAL SHIFT
CHLOROFORM
DEUTERIUM COMPOUNDS
DMSO
ELECTRON DENSITY
ELECTRON TRANSFER
ELECTRONIC STRUCTURE
HYDROGEN 1
LCAO METHOD
MOLECULAR ORBITAL METHOD
MOLECULAR STRUCTURE
QUANTUM MECHANICS
SILICON 29
VALENCE
CARBON ISOTOPES
CHLORINATED ALIPHATIC HYDROCARBONS
COMPLEXES
ENERGY
EVEN-ODD NUCLEI
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
ISOTOPES
LIGHT NUCLEI
MATHEMATICAL MODELS
MECHANICS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
SILICON ISOTOPES
SPECTRA
STABLE ISOTOPES
SULFOXIDES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory