ISSN:
0192-8651
Keywords:
Computational Chemistry and Molecular Modeling
;
Biochemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Computer Science
Notes:
Ab initio Hartree-Fock calculations at the 6-31G*//3-21G level of theory are reported for bicyclo[2.2.2]-2,5,7-octatriene (barrelene), 1, bicyclo[2.2.2]-2,5-octadiene, 2, bicyclo[2.2.2]-2-octene, 3, and bicyclo-[2.2.2]octane, 4. The stepwise heats of hydrogenation of 1 were found to be 38.1, 31.8, and 28.4 kcal/mol, respectively. The unusually large heat of hydrogenation for the first double bond is attributed to the destabilizing electronic effects involving the interaction of the three double bonds of 1.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jcc.540090402