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|Title:||n,π-interactions in polycyclic unsaturated ketones: Photoelectron spectroscopic study||Authors:||Kovač, B.
|Issue Date:||1994||Citation:||Kovač, B.,Novak, I.,Mlinarić-Majerski, K.,Vinković, M.,Kaselj, M. (1994). n,π-interactions in polycyclic unsaturated ketones: Photoelectron spectroscopic study. Journal of Organic Chemistry 59 (11) : 3033-3036. ScholarBank@NUS Repository.||Abstract:||He I photoelectron spectra (PE) of several β,γ-unsaturated polycyclic ketones, their parent ketones, and alkenes have been measured. The assignment of spectra is based on semiempirical MO calculations (PM3 method) and empirical arguments. Endo-derivatives showed larger HOMO/SHOMO band separation than exo-cyclic unsaturated ketones. The results of MO calculations are in good agreement with this general trend. Strikingly different photochemical transformations and π* ⇐ n electronic transition intensities, exhibited by the two groups of compounds, can be rationalized within the framework of oxygen lone pair ↔ π bond interactions. © 1994 American Chemical Society.||Source Title:||Journal of Organic Chemistry||URI:||http://scholarbank.nus.edu.sg/handle/10635/94339||ISSN:||00223263|
|Appears in Collections:||Staff Publications|
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