Near Cancellation of Through Space and Through Bond Interaction in bicyclo[3.2.2]nona‐6,8‐diene
- 31 January 1973
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 56 (1) , 294-301
- https://doi.org/10.1002/hlca.19730560120
Abstract
The photoelectron spectra of bicyclo[3.2.2]nonane and its five dehydrogenated analogues are reported. Analysis of the π‐bands reveals that the unsymmetrical diene 5 retains the ‘natural order’ of the π‐orbitals present in the lower homologues, i. e. the in‐phase below the out‐of‐phase combination of the basis π‐orbitals πa and πc. The isomeric diene 4 is the first member of the symmetrical homologous series (I), which inverts this order, so that a1(π) (in phase!) lies above b2(π) (out‐of‐phase!).Keywords
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