A method outlined previously [1] is used to show that in norbornadiene (3) the b2(π) orbital lies above a1(π), as predicted by theory. This indicates that in 3 through‐space interaction between the two basis π‐orbitals πa and πb is more important than through‐bond interaction. Analysis of the PE.‐spectra of 8‐isopropylidene‐tricyclo[3.2.1.02,4]‐octane (13) and the corresponding octene (15) confirms that the π‐orbital πc of the exocyclic double bond conjugates more strongly with the symmetric Walsh‐orbital es of the cyclopropano moiety than with the π‐orbital πa of a double bond in the same position.
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Heilbronner et al. (1972) studied this question.
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