[14]Annulene: cis/trans isomerization via two-twist and nondegenerate planar bond shifting and Möbius conformational minima.
Mechanisms linking dihydrooctalenes and the corresponding [14]annulene isomers have been investigated computationally. CCSD(T)/cc-pVDZ//BHLYP/6-31G* calculations suggest that the cis/trans isomerization steps required by these mechanisms can occur with reasonable activation barriers by pi-bond shifting, in some cases with two-twist topology, and in others in a planar but nondegenerate fashion. In addition, numerous Mobius conformational minima were located for [14]annulene isomers directly related to the mechanisms studied.
Okoronkwo
Tobechi
T
Department of Chemistry, University of San Francisco, 2130 Fulton Street, San Francisco, California 94117, USA.
Nguyen
Phuong T
PT
Castro
Claire
C
Karney
William L
WL