Comparison of π-ionization energies of 28 compounds containing -X=C〈(X = CH, N, P) double bonds reveals a larger similarity between the carbon and phosphorus than between nitrogen and phosphorus containing species. Ring fragmentation reaction heats of the corresponding azaphospholes and azoles show a similar behavior. All of these facts suggest that, although the strength of the -P=C bond is known to be significantly smaller, than that of the C=C or C=N bond, in conjugative interactions -P=C is more comparable to C=C than to N=C π-systems. By using perturbation arguments, earlier observations about the similarities in chemical reactions of the -P=C and C=C bonds are understandable.
|Number of pages||5|
|Journal||Journal of physical chemistry|
|Publication status||Published - Dec 1 1993|
ASJC Scopus subject areas
- Physical and Theoretical Chemistry