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Published on: August 26, 2010
Kinetic Stabilization of Carbazole Nitroxides by Inclusion in a Macrocage and Their Electron Spin Resonance
Hikaru Hashimoto1, Yusuke Inagaki1, Hiroyuki Momma2
1Division of Applied Chemistry, Faculty of Urban Environmental Sciences , Tokyo Metropolitan University , Hachioji , Tokyo 192-0397 , Japan.
Abstract:
Some nitroxides, for example, tetramethylpyridiniumoxide, are known as stable radicals; however, carbazole nitroxide is less stable. The kinetic stabilization of labile radicals by introduction of bulky substituents is usually effective to investigate intrinsic properties of the molecule because of small electronic perturbation induced by the substituents. In this study, macrocage molecules with a carbazole nitroxide connected by covalent bonds were newly designed as kinetically stabilized carbazole nitroxides. The nitroxides were prepared and characterized by electron spin resonance spectroscopy. The caged nitroxides presented long half-lives (∼50 h) by kinetic analysis.
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