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- Title
The Electronic Structure of Phenylene and Naphthylene Bicyclobutanes. Photoelectron spectroscopy and model calculations.
- Authors
Gleiter, Rolf; Gubernator, Klaus; Eckert-Maksić, Mirjana; Spanget-Larsen, Jens; Bianco, Bernard; Gandillon, Gérard; Burger, Ulrich
- Abstract
The photoelectron (PE.) spectra of 1,2,3-methenoindane ( 2), 1,2,3-metheno-2,3-dihydro-1 H-cyclopenta [ b]naphthalene ( 3) and 1,2,3-metheno-2,3-dihydro-1 H-phenalene ( 4) are investigated. The PE. spectrum of 1,3-methano-2,3-dihydrophenalene ( 7) is reported and compared with that of 4. The experimental results are analyzed in terms of empirical correlation diagrams and the results of semiempirical MINDO/3 and CNDO/S calculations. The analysis indicates that the strong impact of the bicyclobutylene group on the spectroscopic properties of the aromatic π-systems in 2, 3 and 4 is due to hyperconjugative interactions involving bicyclobutane Walsh orbitals.
- Publication
Helvetica Chimica Acta, 1981, Vol 64, Issue 5, p1312
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19810640508