196713-34-5Relevant articles and documents
Stepwise Introduction of π-Electron Cross-Conjugation: A Possible Access to [5]Radialenes?
Geneste, Florence,Moradpour, Alec,Dive, Georges
, p. 5339 - 5343 (2007/10/03)
As starting points to the stepwise access to the corresponding [5]radialene, the unsaturated esters 14a and 18a have been prepared. These compounds have been isolated along with their isomers 14b and 18b, resulting from an intracyclic double-bond migration. Moreover a subsequent base-catalyzed process mediated the total isomerization of these mixtures to the latter more stable compounds 14b and 18b. The energy contents of the various compounds, and the corresponding tri- and tetrasubstituted higher homologues 19 and 20, have been calculated at the ab initio level, using several minimal as well as extended basis sets, and the observed experimental results rationalized.