The Synthesis and Physical Properties of Novel Polyaromatic Profluorescent Isoindoline Nitroxide Probes

被引：51

作者：

Fairfull-Smith, Kathryn E. ^{[1
]}

Bottle, Steven E. ^{[1
]}

机构：

[1] Queensland Univ Technol, ARC Ctr Excellence Free Rad Chem & Biotechnol, Brisbane, Qld 4001, Australia

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 32期

基金：

澳大利亚研究理事会;

关键词：

Nitroxides; Fluorescence; Radicals; Profluorescent probes;

D O I：

10.1002/ejoc.200800597

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New profluorescent mono- and di-isoindoline nitroxides (5, 11, 16 and 19) containing 9,10-diphenylanthracene and 9,10-bis(phenylethynyl)anthracene structural cores were synthesised by palladium-catalysed Suzuki and Sonogashira couplings. These nitroxide-fluorophore probes possess strongly suppressed fluorescence, even in the presence of only one nitroxide radical. Upon reduction, or reaction with other radicals, normal fluorescence emission is returned. The significant difference in fluorescence output between the nitroxides and their corresponding diamagnetic analogues makes these probes ideal tools for imaging polymer degradation using fluorescence microscopy. ( (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

引用

页码：5391 / 5400

页数：10

共 60 条

[1]

[Anonymous], 2002, HDB ORGANOPALLADIUM

[2]

[Anonymous], 1972, Inorg. Synth, DOI DOI 10.1002/9780470132449.CH23

[3] Free radical reactions in poly(methyl methacrylate) films monitored using a prefluorescent quinoline-TEMPO sensor [J].