Highly Fluorescent, π-Extended Indenopyrido[2,1-<i>a</i>]isoindolone Derivatives Prepared by a Palladium-Catalysed Cascade Reaction
作者:Zein el abidine Chamas、Enrico Marchi、Alberto Modelli、Yves Fort、Paola Ceroni、Victor Mamane
DOI:10.1002/ejoc.201201575
日期:2013.4
A new family of heterocyclic pentacyclic compounds have been prepared by a cascade reaction involving 2,5-dihalopyridines and (2-formylphenyl)boronic acids. Most of the compounds exhibit high quantum yields of fluorescence in dichloromethane. In some cases, small changes in the substitution pattern caused fluorescence quenching. To rationalize this effect, a detailed photophysical study combined with
已通过涉及 2,5-二卤代吡啶和 (2-甲酰基苯基) 硼酸的级联反应制备了一类新的杂环五环化合物。大多数化合物在二氯甲烷中表现出高的荧光量子产率。在某些情况下,取代模式的微小变化会导致荧光猝灭。为了使这种效应合理化,对四种代表性衍生物进行了详细的光物理研究,并结合了电化学和计算研究。似乎荧光猝灭是由热激活的非辐射失活过程引起的,该过程可以在刚性基质(例如 77 K 的乙醇或 PMMA 聚合物)中阻止。