Imidazoline ring cleavage in 1,3,6,10-tetraazatetracyclo-(7. 3. 1. 0/sup 2,7/. 0/sup 6,13/)trideca-4,11-dienes, leading to the formation of diquinoxalino(1,2-. cap alpha. :2',3'-d)pyrrole derivatives

Journal Article · Thu Oct 01 00:00:00 EDT 1987 · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00546741· OSTI ID:6961615

Charushin, V N; Petrova, G M; Aleksandrov, G G; Egorova, L G; Chernishev, A I; Sidorov, E O; Klyuev, N A; Chupakhin, O N

Dibenzo(d,k)-1,3,6,10-tetraazatetracyclo(7.3.1.0/sup 2,7/.0/sup 6,13/) trideca-4,11-dienes undergo addition reactions at the C/sub (2)/ carbon atom with alcohols and thiols, accompanied by cleavage of the C-N bond of the imidazoline ring, to generate diquinoxalino(1,2-..cap alpha..:2',3'-d)pyrrole derivatives. /sup 1/H NMR spectra were recorded on Perkin-Elmer R 12B (60 MHz) and Bruker WH-90 spectrometer for CDCl/sub 3/ solutions at 40/sup 0/C and with TMS as internal standard. /sup 13/C NMR spectra were obtained on a Bruker WH-90 (22.62 MHz) spectrometer. /sup 13/C chemical shifts were measured relative to solvent signals (deltaCDCl/sub 3/ 77.0 ppm). /sup 13/C NMR spectra of compounds IIa and g were taken using full spin-spin carbon-proton decoupling. In order to measure SSCC the spectrum was recorded both with proton coupling and also with selective decoupling of individual protons and their attached /sup 13/C carbon nuclei.

• Research Organization: S. M. Kirov Ural Polytechnical Institute, Sverdlovsk (USSR)
• OSTI ID: 6961615
• Journal Information: Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Vol. 23:4, Issue 4; Other Information: Translated from Khim. Geterotsikl. Soedin.; 23: No. 4, 513-522(Apr 1987)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
DIENES
ISOMERIZATION
IMIDAZOLES
PYRROLES
NMR SPECTRA
SYNTHESIS
ALCOHOLS
CARBON 13
CHEMICAL BONDS
CHEMICAL SHIFT
CHLOROFORM
CONFORMATIONAL CHANGES
COUPLING CONSTANTS
DEHYDROCYCLIZATION
DEUTERIUM COMPOUNDS
HYDROGEN 1
INFRARED SPECTRA
ISOTOPE EFFECTS
J-J COUPLING
MULTIPLETS
STRUCTURAL CHEMICAL ANALYSIS
THIOLS
ULTRAVIOLET SPECTRA
X-RAY DIFFRACTION
AZOLES
CARBON ISOTOPES
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
COHERENT SCATTERING
COUPLING
DIFFRACTION
EVEN-ODD NUCLEI
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROXY COMPOUNDS
INTERMEDIATE COUPLING
ISOTOPES
LIGHT NUCLEI
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
POLYENES
SCATTERING
SPECTRA
STABLE ISOTOPES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory