The first example of an azaphenalene profluoreseent nitroxide

被引:42
作者
Blinco, James P. [1 ]
McMurtrie, John C. [1 ]
Bottle, Steven E. [1 ]
机构
[1] Queensland Univ Technol, ARC Ctr Excellence Free Rad Chem & Biotechnol, Brisbane, Qld 4001, Australia
关键词
nitroxides; fluorescence; polymers; degradation; radicals;
D O I
10.1002/ejoe.200700545
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the first example of an azaphenalene-based fused aromatic nitroxide TMAO, [1,1,3,3-tetramethyl-2,3-dihydro-2-azaphenalen-2-yloxyl, (5)], is described. This novel nitroxide possesses some of the structural rigidity of the isoindoline class of nitroxides, as well as some properties akin to TEMPO nitroxides. Additionally, the integral aromatic ring imparts fluorescence that is switched on by radical scavenging reactions of the nitroxide, which makes it a sensitive probe for polymer degradation. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).
引用
收藏
页码:4638 / 4641
页数:4
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