A photoelectron spectroscopic study of a classically conjugated but orbitally unconjugated tris-bridged cyclophane: [2.2.2.](1,3,5) cyclophane-1,9,17-triene

✍ Scribed by V. Boekelheide; W. Schmidt

• Book ID: 103009618
• Publisher: Elsevier Science
• Year: 1972
• Tongue: English
• Weight: 339 KB
• Volume: 17
• Category: Article
• ISSN: 0009-2614
• DOI: 10.1016/0009-2614(72)87109-4

✦ Synopsis

The PE spectra of the title compound and its saturated analogue are reported and discussed in connection with rheh unusual, highly strained geometry. Formally degenerate elg n orbit& of the bcizene rings interact strongly through-space, giving rke to an out+f-phase e" and an h-phase e' combination which are separated by 1.18 and 1.05 eV, respectively, in the Iwo hydrocarbons.

The ai and e' le\zls originating from the TT orbit& of the three ethylene links in the trienc are split by 0.55 eV, mainly due to a through-bond interaction with lower-lying orbitals of the o skeleton.