skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Molecular and crystal structures of some novel derivatives of 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles

Abstract

The stereochemical aspects of the interaction of 2,6-bis(arylidene)-cyclohexanone and 2,6-bis(arylidene)-3-methylcyclohexanone with arylhydrazine (aryl is phenyl or 4-nitrophenyl) and methylhydrazine are investigated using X-ray diffraction analysis. The molecular structure of the 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles synthesized is determined by X-ray diffraction analysis for the first time. It is established that the stereochemistry of the products of the interaction between the cyclohexanone derivatives and arylhydrazines depends on the electronic nature of the substituent in the aryl group. Two regioisomeric products with different positions of the methyl group in the cyclohexane ring with respect to the arylidene fragment are synthesized by the reaction of 2,6-bis(4-methoxybenzylidene)-3-methylcyclohexanone with methylhydrazine. The influence of the substituents at the nitrogen atom of the pyrazoline ring on the intramolecular electronic interactions and the geometry of the heterocycle in the compounds under investigation is discussed.

Authors:
; ; ; ; ; ;  [1]
  1. National Academy of Sciences of Ukraine, Scientific and Technological Corporation 'Institute for Single Crystals' (Ukraine)
Publication Date:
OSTI Identifier:
21090947
Resource Type:
Journal Article
Resource Relation:
Journal Name: Crystallography Reports; Journal Volume: 52; Journal Issue: 2; Other Information: DOI: 10.1134/S1063774507020149; Copyright (c) 2007 Nauka/Interperiodica; Article Copyright (c) 2007 Pleiades Publishing, Inc; Country of input: International Atomic Energy Agency (IAEA)
Country of Publication:
United States
Language:
English
Subject:
75 CONDENSED MATTER PHYSICS, SUPERCONDUCTIVITY AND SUPERFLUIDITY; CRYSTAL STRUCTURE; CYCLOHEXANONE; INDAZOLES; INTERACTIONS; MOLECULAR STRUCTURE; PYRAZOLINES; X-RAY DIFFRACTION

Citation Formats

Abakumov, V. V., Shishkina, S. V., Zubatyuk, R. I., Gella, I. M., Pivnenko, N. S., Kutulya, L. A., E-mail: kutulya@isc.kharkov.com, and Shishkin, O. V. Molecular and crystal structures of some novel derivatives of 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles. United States: N. p., 2007. Web. doi:10.1134/S1063774507020149.
Abakumov, V. V., Shishkina, S. V., Zubatyuk, R. I., Gella, I. M., Pivnenko, N. S., Kutulya, L. A., E-mail: kutulya@isc.kharkov.com, & Shishkin, O. V. Molecular and crystal structures of some novel derivatives of 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles. United States. doi:10.1134/S1063774507020149.
Abakumov, V. V., Shishkina, S. V., Zubatyuk, R. I., Gella, I. M., Pivnenko, N. S., Kutulya, L. A., E-mail: kutulya@isc.kharkov.com, and Shishkin, O. V. Thu . "Molecular and crystal structures of some novel derivatives of 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles". United States. doi:10.1134/S1063774507020149.
@article{osti_21090947,
title = {Molecular and crystal structures of some novel derivatives of 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles},
author = {Abakumov, V. V. and Shishkina, S. V. and Zubatyuk, R. I. and Gella, I. M. and Pivnenko, N. S. and Kutulya, L. A., E-mail: kutulya@isc.kharkov.com and Shishkin, O. V.},
abstractNote = {The stereochemical aspects of the interaction of 2,6-bis(arylidene)-cyclohexanone and 2,6-bis(arylidene)-3-methylcyclohexanone with arylhydrazine (aryl is phenyl or 4-nitrophenyl) and methylhydrazine are investigated using X-ray diffraction analysis. The molecular structure of the 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles synthesized is determined by X-ray diffraction analysis for the first time. It is established that the stereochemistry of the products of the interaction between the cyclohexanone derivatives and arylhydrazines depends on the electronic nature of the substituent in the aryl group. Two regioisomeric products with different positions of the methyl group in the cyclohexane ring with respect to the arylidene fragment are synthesized by the reaction of 2,6-bis(4-methoxybenzylidene)-3-methylcyclohexanone with methylhydrazine. The influence of the substituents at the nitrogen atom of the pyrazoline ring on the intramolecular electronic interactions and the geometry of the heterocycle in the compounds under investigation is discussed.},
doi = {10.1134/S1063774507020149},
journal = {Crystallography Reports},
number = 2,
volume = 52,
place = {United States},
year = {Thu Mar 15 00:00:00 EDT 2007},
month = {Thu Mar 15 00:00:00 EDT 2007}
}