ISSN:
0009-2940
Keywords:
Cyclobutene
;
Bicyclobutane
;
1,3-Butadiene
;
Phosphorus substitution
;
Relative energies
;
Quantum chemical investigations
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Cyclobutene, bicyclobutane, and 1,3-butadiene are valence isomers within the concept of the Woodward-Hoffman rules. According to thermochemical considerations and in agreement with energy optimized quantum-chemical calculations at the ab initio RHF and MP2/6-31G(d,p) levels bicyclobutane is the least and 1,3-butadiene the most stable valence isomer. Phosphorus substitution exerts a considerable effect on the relative stabilities of the various valence isomers. Bicyclobutanes containing phosphorus atoms in the bridgehead positions are considerably more stable than the other phosphorus-substituted valence isomers. This conclusion was confirmed by an analysis of the natural bond populations.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19961290410
Permalink
