Effects of Pressure, Solvent, and Substituent on the Thermal Isomerization of 2-Oxo- spiro[diazirine-3,3'-indoline]

作     者：Yoshimi Sueishi Genta Okazaki 

作者机构：Department of ChemistryFaculty of ScienceOkayama UniversityTsushima Naka 3-1-1Okayama 700-8530Japan 

出 版 物：《Chemical Research in Chinese Universities》 (高等学校化学研究(英文版))

年 卷 期：2001年第17卷第1期

页      面：95-101页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

主　　题：Kinetic study Pressure effect Substituent effect Thermal isomerization Diazirine 

摘      要：The kinetic effects of pressure, solvent, and substituent on the thermal isomerization from 2 oxospiro[diazirine 3,3 indoline] to 3 diazo 2 oxo indoline have been examined. The rate constants of the thermal isomerization increased with increasing external pressure and were related to the σ + P substituent constant of Hammett correlation. The results suggest that the thermal isomerization proceeds via a dipolar transition state involving heterolytic bond fission. However, the kinetic solvent effects on the thermal isomerization were not observed. The special solvent effects were discussed on the basis of the linear free energy relationship.