
%0 Journal Article
%A Langler, Richard Francis 
%T Non-alternant Hydrocarbon Substituents as Powerful Carbenium-ion Stabilizers: A Graph-theoretical Study with PM3 Support
%J Australian Journal of Chemistry
%D 2001/05/31
%V 54
%N 1
%P 51-57
%K 
%R https://doi.org/10.1071/CH00095
%U https://www.publish.csiro.au/paper/CH00095 
%X Graph-theoretical arguments establish that some non-fused, even, non-alternant bicycles have unequal numbers of bonding and antibonding orbitals. Both H&#220;ckel and PM3 semiempirical calculations support the contention that such molecules have non-additive &#960;-polarizations relative to the simple &#960;-polarizations of even, non-alternant monocycles. The dicyclopropenyl substituent derived from the corresponding symmetric, contiguous, non-fused, non-alternant bicycle is shown to be a powerful carbocation stabilizer at the PM3 level of theory. Methine cyclopropenyl is shown to be another potent non-alternant carbenium-ion stabilizer. 
