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The Conjugative Interaction between π-Orbitals and Cyclobutane-Orbitals in Spiro[3.4]octa-5,7-diene and Spiro[3.4]octene-5

✍ Scribed by Peter Bischof; Rolf Gleiter; Armin De Meijere; Lüder-Ulrich Meyer


Publisher
John Wiley and Sons
Year
1974
Tongue
German
Weight
700 KB
Volume
57
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The photoelectron spectra of spiro[3.4]octane (1), spiro[3.4]octene‐5 (2), spiro[3.4]‐octa‐5,7‐diene (3), spiro[4.4]nonene‐2 (4) and spiro[4.4]nona‐2,4‐diene (5) have been recorded. The first bands of these spectra are correlated with orbitals which are π‐orbitals, Walsh orbitals resp. linear combinations of both. Our assignment is based on a qualitative ZDO‐model, it is in satisfactory agreement with the results of extended Hückel calculations. The interaction found in 2 and 3 is of similar magnitude as the one in 4 and 5 and considerably less than that in homofulvene and fulvene.