591247-79-9Relevant academic research and scientific papers
Structure of (Z)-(5R)-methyl-2-(4-phenylbenzylidene)cyclohexanone as chiral component of liquid-crystalline systems
Krivoshey,Pivnenko,Shishkina,Turov,Kutulya,Shishkin
, p. 999 - 1009 (2008/02/01)
The spatial structure of (Z)-(5R)-methyl-2-(4-phenylbenzylidene) cyclohexanone prepared by photochemical isomerization of the E-isomer was studied by analyzing the magnitudes and temperature dependence of the proton spin-spin coupling constants obtained b
Photo-induced inversion of the cholesteric helix in systems containing 3( R )-methylcyclohexanone 6-arylidene derivatives
Krivoshey,Shkolnikova,Pivnenko,Kutulya
, p. 21 - 31 (2007/10/03)
Induced cholesteric systems which were based on 4-pentyl-4'-cyanobiphenyl and contained 3(R)-methylcyclohexanone 6-arylidene derivatives as chiral dopants showed the helix inversion under UV light exposure due to the effective E-Z photoisomerization of the dopant. Rather high twist extent produced during this process remained invariable under the subsequent irradiation or at elevated temperatures. The effect observed was driven by the sign and value difference in helical twisting powers of E- and Z-isomers of 3(R)-methylcyclohexanone derivatives. The cholesteric mixtures containing Z-isomers of 3(R)-methylcyclohexanone derivatives exhibited the selective visible light reflection.
Study of molecular structures for arylidene derivatives of 3R-methylcyclohexanone by 1H NMR and molecular simulation
Pivnenko, Nikolay S.,Krivoshey, Alexander I.,Kutulya, Lidiya A.
, p. 517 - 525 (2007/10/03)
Conformational states of the cyclohexanone ring were established for 3R-methyl-6-(4-phenylbenzylidene) cyclohexanone and several 2,6-bis(4-X-benzylidene)-3R-methylcyclohexanones (X = Br, OCOCH3 and C6H5) by 1H NMR spectroscopy combined with molecular simulation using the semi-empirical methods AM1 and PM3. The first compound studied contains only one arylidene group, and exists predominantly in a chair conformation of the cyclohexanone ring with an equatorial orientation of the methyl substituent in C6D6 and CDCl3 solutions at room temperature (22-23°C). In contrast, the 2,6-bis(arylidene) derivatives of 3R-methylcyclohexanone preferentially adopt conformations with an axially oriented methyl group. The extent of twisting of enone fragments was also characterized for the compounds studied based on simulation results and comparison of chemical shifts for the arylidene protons of appropriate model compounds. Copyright
