Ab initio study of intramolecular proton transfer in formohydroxamic acid

Deng Hwa Wu, Jia-Jen Ho*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

48 引文 斯高帕斯(Scopus)

摘要

Interconversion of five isomeric tautomers of formohydroxamic acid via intramolecular proton transfer has been examined by ab initio theoretical calculation. The transfer potential surfaces, the global isomeric structures, and the transition geometries of intramolecular proton transfer were determined by the MP2/6-31+G** level of calculation. The energy was further analyzed by a single point calculation, MP2/6-31++G**//MP2/6-31+G**, and the use of G2 theory. Not counting the unstable charge separating species, the order of stability of these tautomers calculated at the HF level was 1E > 1Z > 2Z > 2E, and it shifted to 1Z > 1E > 2Z > 2E at the MP2 level, where 1Z and 1E are keto forms, while 2Z and 2E are iminol forms. Further investigation using G2 theory redirects the order to be 1Z > 2Z > 1E > 2E. The strength of the intramolecular hydrogen bond and the effect of dipole moment are the two major factors to dominate the acidity of formohydroxamic acid. Judging from the transition barrier of intramolecular proton-transfer we believe that formohydroxamic acid in dissociating proton in the gas phase is an N-acid.

原文英語
頁(從 - 到)3582-3586
頁數5
期刊Journal of Physical Chemistry A
102
發行號20
DOIs
出版狀態已發佈 - 1998 五月 14

ASJC Scopus subject areas

  • 物理與理論化學

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