Theoretical Study on Reaction Mechanism of Tautomerization of Indazole and 3-halogeno-indazole  

作　　者：Hai-yan Yu Bao-zong Li Yong-min Guo 

机构地区：[1]Chemistry and Chemical Engineering, Suzhou University, Suzhou 215006, China [2]Department of Chemistry, Yancheng Normal College, Yancheng 224002, China

出　　处：《Chinese Journal of Chemical Physics》2006年第3期233-237,共5页化学物理学报（英文）

摘　　要：The molecular structures of indazole and 3-halogeno-indazole tautomers were calculated by the B3LYP method at the 6-311G^＊＊ level, both in the gaseous and aqueous phases, with full geometry optimization. The geometry and electronic structure of the tautomers of indazole, 3-halogeno-indazole and their transition states were obtained. The Onsager solvate theory model was employed for the aqueous solution calculations. The results of the calculation indicated that the N1-H form of the studied molecule is more stable than that of the N2-H form. The influences of the different 3-halogeno and solvent effects on the geometry, energy, charge and activation energy were discussed. The reaction mechanism of the tautomerization of indazole and 3-halogeno-indazole was also studied and a three-membered cyclic transition state of the tautomer reaction has been obtained.

关 键 词：3-halogeno-indazole TAUTOMERS Transition states Activation energy DFT 

分 类 号：O626.2[理学—有机化学]