摘要
The processes of the proton transfer between various tautomers of allopurinol were investigated by using density functional theory method at B3LYP/6-311+G(d,p)level in the gas and aqueous phases.The three possible reaction pathways:(a)intramolecular proton transfer;(b)water-assisted proton transfer;(c)tautomerization by double-proton transfer in the dimer were investigated in the present paper.The calculated results showed that the processes in(b)and(c)has lower activation energies than that of the intramolecular tautomeric reaction(a)because of the formation of hydrogen-bonded complexes in(b)and(c).It implied that the hydrogen bonds formed in the complexes played an important role in proton transfer processes in the later two reaction pathways.
The processes of the proton transfer between various tautomers of allopurinol were investigated by using density functional theory method at B3LYP/6-311 ＋ G（d, p）level in the gas and aqueous phases. The three possible reaction pathways： （a） intramolecular proton transfer; （ b ） water-assisted proton transfer; （ c ） tautomerization by double-proton transfer in the dimer were investigated in the present paper. The calculated results showed that the processes in （b）and （c）has lower activation energies than that of the intramolecular tautomeric reaction （a） because of the formation of hydrogen-bonded complexes in （b） and （c）. It implied that the hydrogen bonds formed in the complexes played an important role in proton transfer processes in the later two reaction pathways.
出处
《化学研究与应用》
CAS
CSCD
北大核心
2008年第10期1367-1372,共6页
Chemical Research and Application
基金
国家自然科学基金资助项目(20673075)
关键词
别嘌醇
密度泛函理论
互变异构
过渡态
allopurinol
density fimetional theory
tautomerism
transition state
