26005-40-3Relevant academic research and scientific papers
Interaction of D(H) atoms with physisorbed benzene and (1,4)-dimethylcyclohexane: Hydrogenation and H abstraction
Lutterloh,Biener,Schenk,Kueppers
, p. 2392 - 2400 (1996)
Benzene and (1,4)-dimethyl-cyclohexane monolayers were physisorbed on graphite covered Pt(111) surfaces. Exposure of benzene monolayers at 125 K to D atoms (1700 K) initially hydrogenates sp2 hybridized C atoms with a cross section of ca. 8 A2 producing C6H6D intermediates. Additional D atom reactions either transform this intermediate via a second hydrogenation reaction to cyclohexadiene-d2, C6H6D2, or restore benzene, C6H5D, via H abstraction. Once the aromaticity is broken, successive hydrogenation of the diene occurs rapidly generating the saturated cyclohexane-d6, C6H6D6. The C6H5D reaction product can undergo further H/D exchange reactions and, at any level of deuteration, the benzene species might get hydrogenated. Monolayers of the saturated hydrocarbon (1,4)-dimethyl-cyclohexane (DMCH) that are exposed to D atoms produce deuterated DMCH via successive abstraction/hydrogenation reactions. Thermal desorption mass spectra revealed that H atoms at the ring were exchanged with an apparent cross section of 1.7 A2. Methyl groups H atoms were exchanged much more slowly than ring H atoms. It was also observed that D exposed molecules/radicals exhibit a tendency to desorb from the surface, which is ascribed to the exothermicity of the reactions which lead to these species.
Hydrogen Transfer Reactions, 18. - The cis Selectivity in Dehydrogenation by Quinones
Wehage, Hubert,Heesing, Albert
, p. 2629 - 2632 (2007/10/02)
In contrast to literature results the dehydrogenation of -1,3-cyclohexadiene by o-chloranile proceeds stereoselectively.Fast 1,5-hydrogen shifts in the last pyrolytic step of the synthesis are the cause of the contrary report. Key Words: Hydrogen transfer / Aromatization / Stereoselectivity / Quinones
Synthesis of exo-Bicyclooct-5-ene-dicarboxylic Anhydrides by Thermal Isomerization of trans-Diacids
Weisz, Adrian,Mandelbaum, Asher
, p. 5812 - 5815 (2007/10/02)
Bicyclooct-5-ene-trans-1,2-dicarboxylic acid and substituted analogues afford mixtures of the corresponding exo- and endo-anhydrides upon heating at 250-300 deg C.This isomerization provides a practical pathway to substituted and deuterium-labeled exo-anhydrides which are otherwise difficult to obtain.A mechanistic study shows that retro-diene fragmentation is not involved in the isomerization.
