Pyridone fused boron-dipyrromethenes: synthesis and properties.

Pyridone fused boron-dipyrromethenes: synthesis and properties.
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DOI:
10.1039/c2ob26791h
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发表时间:
2013-01
影响因子:
3.2
通讯作者:
Chunchang Zhao;Jinxin Zhang;Xuzhe Wang;Yanfen Zhang
Chunchang Zhao;Jinxin Zhang;Xuzhe Wang;Yanfen Zhang
中科院分区:
化学3区
文献类型:
--
作者:
Chunchang Zhao;Jinxin Zhang;Xuzhe Wang;Yanfen Zhang

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本文建立了引入吡啶酮片段的一般程序,利用Friedländer反应对现成的BODIPY核进行后处理,得到三个吡啶酮融合的BODIPYs 1、2和3。该方法是对从缩合相应的芳香环吡咯开始得到芳香环吡咯的经典方法的补充。这些吡啶酮融合的BODIPYs是独特的,具有良好的光物理特性,吸收强,亮橙色荧光高,并且由于融合的吡啶酮部分的吸电子作用而易于还原。更重要的是,这些BODIPYs具有反应功能,可用于生物正交化学反应的蛋白质标记。
In this paper a general procedure for the introduction of pyridone moiety was developed, using a Friedländer reaction, for post-modification of ready-made BODIPY core, from which three pyridone-fused BODIPYs 1, 2 and 3 were generated. This method is complementary to the classical method for obtaining aromatic ring-fused BODIPYs, which begins with the condensation of the corresponding aromatic ring-fused pyrroles. These pyridone-fused BODIPYs are distinctive, possessing favorable photophysical characteristics with strong absorption, high bright orange fluorescence and easy reduction due to the electron-withdrawing effect of the fused pyridone moiety. More important, these BODIPYs bear reactive functions which are applicable in proteins labeling by bioorthogonal chemical reactions.