Reconsideration of the Stereoelectronic Effect in Oxyphosphorane Species

Autor:	Kazunari Taira, Joey W. Storer, Kazutoshi Tanabe, Seiji Tsuzuki, Tadafumi Uchimaru
Rok vydání:	1994
Předmět:	Electronic correlation Chemistry Ab initio quantum chemistry methods Computational chemistry Organic Chemistry Stereoelectronic effect Ab initio Protonation Molecular orbital Reactivity (chemistry) Cleavage (embryo)
Zdroj:	The Journal of Organic Chemistry. 59:1835-1843
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo00086a039
Popis:	Properties of various oxyphosphoranes such as neutral pentahydroxyphosphorane (doubly protonated 3b) and dianionic trihydroxyphosphorane (3b) and trimethoxyphosphorane (3a) were examined by ab initio molecular orbital calculations. The energies of the stationary points were evaluated at the MP2 level of theory with the 6-31+G * basis. The analysis of the oxyphosphorane species indicates that the orientation of the equatorial methoxyl group determines the mode of formation/cleavage of the axial P-O 2 /P-O 5 bond. This dependence of the reactivity on the conformation of the equatorial P-O 3 bond is in accord with the prediction that is based on the stereoelectronic effect
Databáze:	OpenAIRE
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