Thermodynamic stabilities of ylides and their corresponding radicals

Abstract

Determinations of the equilibrium acidities in dimethylsulfoxide solution and the α-C-H homolytic bond dissociation energies in the gas phase for structurally different triphenylarsonium, tributylphosphonium and dibutyltellurium ylide precusors are reported. The thermodynamic stabilities of the corresponding carbanions and carbon radicals as well as the nature of the P-C bonds in phosphonium ylides and its influence on the properties of the ylides are discussed in detailes, based on a comparison with other type of ylides of the similar structure and on the structure-property relationship.

Key words: ULTRAVIOLET SPECTROPHOTOMETRY, STABILITY, THERMODYNAMIC PROPERTIES, TRIPHENYLARSORANE, DIMETHYLSULFOXIDE

CLC Number:

O642

Cite this article

LIU BO;HAI ZHENWEI;CHENG JINPEI. Thermodynamic stabilities of ylides and their corresponding radicals[J]. Acta Chimica Sinica, 1997, 55(2): 123-128.

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Ylide及其相应自由基的热力学稳定性研究