13349-10-5Relevant articles and documents
Synthesis and X-ray diffraction study of triamantane
Khusnutdinov, Ravil I.,Mukminov, Rinat R.,Aminov, Rishat I.,Khalilov, Leonard M.,Mescheryakova, Ekaterina S.,Dzhemilev, Usein M.
, p. 536 - 538 (2015)
Triamantane was synthesized in 80% yield by skeletal isomerization of a mixture of heptacyclo(8.8.0.02,17.03,11.04,9.012,16.013,18)octadecane and heptacyclo(8.8.0.02,13.03,11.04,9.012,17.014,18)octadecane under the action of the ionic liquid 2AlCl3-Et3N·HCl and mild conditions (50 °C, 8 h). X-ray diffraction analysis confirms the structure of the obtained product.
Burns et al.
, p. 965 (1975)
ISOMERIZATION OF BINOR S
Kafka, Zdenek,Vodicka, Ludek,Galik, Vlastimil
, p. 286 - 289 (2007/10/02)
A new procedure was worked out for the isomerization of Binor S, the norbornadiene dimer (heptacyclo/8,4,0,02,12,03,8,04,6,05,9,011,13/tetradecane) with phosphorus pentoxide to obtain a mixture of hexacyclic olefins, viz. hexacyclo/8,4,0,02,7,03,14,04,8,09,13/tetradec-5-ene and hexacyclo/6,6,0,02,6,05,14,07,12,09,13/tetradec-3-ene, which serve as the starting material in the synthesis of triamantane.
Hydrogenolysis of Alkyl-Substituted Adamantanes, Diamantanes, and Triamantanes in the Gas Phase on a Nickel-Alumina Catalyst
Grubmueller, Peter,Maier, Wilhelm F.,Raque Schleyer, Paul von,McKervey, M. Anthony,Rooney, John J.
, p. 1989 - 2006 (2007/10/02)
Dealkylation of several alkyladamantanes, diamantanes, and triamantanes has been observed in the gas phase with hydrogen at atmospheric pressure on a 30percent nickel-alumina catalyst.Yield-temperature profiles show that the optimum temperature for obtaining the pure parent compound in high yield can be as low as 215 deg C.The ease of removal of an alkyl substituent depends on whether it is secondary or tertiary on the diamondoid nucleus.Rupture of the diamondoid skeleton requires much higher temperatures (over 280 deg C) than dealkylation.The hydrogenolytic degradation of diamantane to adamantane was examined with the aid of molecular mechanics calculations; likely pathways for C-C bond cleavage were deduced which are consistent with the several intermediates detected experimentally.The mechanism of dealkylation is discussed in terms of steric and thermodynamic factors and the nature of possible surface intermediates.*
