Synthesis of pyrrolyldipyrrinato BF2 complexes by oxidative nucleophilic substitution of boron dipyrromethene with pyrrole.
Synthesis of pyrrolyldipyrrinato BF2 complexes by oxidative nucleophilic substitution of boron dipyrromethene with pyrrole.
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DOI：
10.1039/c2ob06689k
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发表时间：
2012-02
影响因子：
3.2
通讯作者：
M. Zhang;Erhong Hao;Jinyuan Zhou;Changjiang Yu;Guifeng Bai;Feng-Yan Wang;Lijuan Jiao
中科院分区：
文献类型：
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作者：
M. Zhang;Erhong Hao;Jinyuan Zhou;Changjiang Yu;Guifeng Bai;Feng-Yan Wang;Lijuan Jiao
在氧回流条件下，用吡咯直接氧化亲核取代了BODIPY染料的3-氢，合成了一系列吡啶二吡啶基BF(2)配合物1a-h，作为扩展的BODIPYs。这些BODIPYs在六种不同极性的溶剂中显示出600 nm以上波长的强荧光发射。从BODIPY 1e中去除BF(2)基团得到相应的游离碱吡咯酰二吡啶7，作为天然产物的类似物，收率高。
Direct oxidative nucleophilic substitution of the 3-hydrogen of BODIPY dyes by pyrrole has been developed under reflux condition under oxygen, from which a series of pyrrolyldipyrrinato BF(2) complexes 1a-h, as extended BODIPYs, have been synthesized. Most of these BODIPYs show strong fluorescence emissions at wavelengths over 600 nm in six solvents of different polarity. Removal of the BF(2) group from BODIPY 1e gave the corresponding free base pyrrolyldipyrrin 7 as an analog of the natural product prodigiosin, in high yield.