Theoretical study of structural patterns in CHOP isomers

Raluca Septelean (1) , Petronela Maria Petrar (1) , Nemes Gabriela (1) , Jean Escudié (2) , Ioan Silaghi-Dumitrescu (1)

1 Faculty of Chemistry and Chemical Engineering
2 UT - Université de Toulouse

DFT calculations have been performed on the derivatives of formula CHOP to determine their total energy, the relative energy between the isomers and their geometry. Among compounds with a P-C-P linkage, the most stable one is the 2-hydroxy-1,2-diphosphirene , a three-membered heterocycle with a P=C unsaturation. The phosphavinylidene(oxo)phosphorane HP=C=P(O)H (which has the same skeleton as the experimentally obtained Mes*P=C=P(O)Mes*) lies 36.30 kcal mol above it. The least stable compounds are carbenes; the singlet carbenes are more stable than the triplet ones.

Mots clés: DFT calculations; Heteroallenes; NBO analysis; Phosphavinylidene(oxo)phosphorane isomers

Raluca Septelean, Petronela Maria Petrar, Nemes Gabriela, Jean Escudié, Ioan Silaghi-Dumitrescu. Theoretical study of structural patterns in CHOP isomers. Journal of Molecular Modeling, 2010, 17 (7), pp.1719-1725. ⟨10.1007/s00894-010-0872-8⟩. ⟨hal-00638577⟩