76951-60-5Relevant academic research and scientific papers
PHOTOCHEMICAL SYNTHESIS AND THERMAL CHEMISTRY OF Z-2,2,5,5-TETRAMETHYL-3,4-DIPHENYLHEX-3-ENE, A STERICALLY CONGESTED STILBENE
Lenoir, Dieter,Gano, James E.,McTague, Jerome
, p. 5339 - 5342 (1986)
Stilbene Z-2,2,5,5-tetramethyl-3,4-diphenylhex-3-ene isomerized to its Z-isomer with an unusually low rotational barrier, ΔH(excit) = 31.2+/-1.3 and ΔS(excit) = -4.8+/-3.1.Theoretical calculations are discussed.
Pinacol reduction-cum-rearrangement. A re-examination of the reduction of aryl alkyl ketones by zinc-aluminum chloride
Grant, Anya A.,Allukian, Myron,Fry, Albert J.
, p. 4391 - 4393 (2007/10/03)
Reduction of alkyl phenyl ketones by zinc and aluminum chloride in acetonitrile results in pinacol condensation followed by rearrangement. The phenyl group migrates in every instance.
Radical-Stabilization-Energy - the MMEVBH Force Field
Roth, Wolfgang R.,Staemmler, Volker,Neumann, Martin,Schmuck, Carsten
, p. 1061 - 1118 (2007/10/02)
Making use of the VB method of Malrieu et al. a force field has been developed, which allows to calculate heats of formation of hydrocarbons (conjugated and non-conjugated olefins, radicals and diradicals) with high accuracy.With this method radical stabilization energies (RSE) for a great number of delocalized radicals are calculated and compared with experimental values, derived from shock-tube measurements of dissociation energies or from rotational barriers of substituted olefins.A detailed analysis of the RSE with respect to structure, substituents, strain, and aromaticity is presented. - Key Words: Resonance energy / Heats of formation / Single pulse shock tube / Intrisic rotational barrier
Stereochemistry and Side Products in Reductive Coupling of Alkyl Aryl Ketones to 1,2-Dialkyl-1,2-diarylethylenes
Leimner, Juergen,Weyerstahl, Peter
, p. 3697 - 3705 (2007/10/02)
The reductive coupling of alkyl aryl ketones 1 - 3 and 7 - 9 by low valent titanium salts yields predominantly the (Z)-isomers of 11 - 13 and 17 - 19.Evidence is given by 1H NMR spectroscopy.This behavior can be explained by ?-complex formation of phenyl rings with Ti0.Severe steric hindrance, however, favors the (E)-isomers ( -> 14 and 15).Donor groups in p-position, particularly, give increasing amounts of pinacols, 23 - 27, which undergo rearrangement to the ketones 28 and 29.
