Electronic Interactions of Cyclopropyl Groups: Synthesis and Photoelectron Spectra of Model Compounds Derived from Triasterane,Nortricyclane and Norbornane |
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Authors: | Armin De Meijere Klaus Michelsen Rolf Gleiter Jens Spanget-Larsen |
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Affiliation: | 1. Institut für Organische Chemie der Universität Hamburg, Martin-Luther-King-Platz 6, D-2000 Hamburg 13, FRG;2. Organisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 270, D-6900 Heidelberg 1, FRG |
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Abstract: | The syntheses of the new hydrocarbons trimethylenetriasterane 12 , trispirocyclopropanetriasterane 3 , trispirocyclopropanenortricyclane 4 , and of the trispirocyclopropanenorbornanes 5, 6 , and 7 are reported. 12 contains six vinylcyclopropane units rigidly held in an antiperiplanar (ap) conformation in a D3h symmetric framework. 3 and 4 are the first model compounds with bicyclopropyl units rigidly fixed in an s-trans (ap) conformation (Θ = 180°). Their PE spectra reveal that the interaction parameter βww = −1.73 eV for this arrangement is the same as that for Θ = 0°. |
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