title: X-ray structural studies on a series of oxygenated anthracene cycloadducts. Evidence for pi-sigma negative homohyperconjugation in the ground state
abstract: Application of the variable oxygen probe to low-temperature crystal data from the series of oxygenated anthracene cycloadducts 10-16, revealed a strong response of the C-OR bond distance in these structures to the electron demand of the OR group. It is believed that this represents the manifestation of pi-sigma negative homohyperconjugation in the ground state. Ab initio molecular orbital calculations on the model system 18 provided further support for this.
authors.affiliation: School of Chemistry University of Melbourne, Parkville VIC 3010, Australia.
authors.initials: BR
authors.lastname: Pool
authors.initials: JM
authors.lastname: White
authors.initials: PP
authors.lastname: Wolynec