Straightforward Synthesis of Oligopyrroles through a Regioselective SNAr Reaction of Pyrroles and Halogenated Boron Dipyrrins
Straightforward Synthesis of Oligopyrroles through a Regioselective SNAr Reaction of Pyrroles and Halogenated Boron Dipyrrins
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通过吡咯和卤代硼二吡啶的区域选择性 SNAr 反应直接合成低聚吡咯
DOI：
10.1021/ol500507f
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发表时间：
2014-04-04
期刊：
影响因子：
5.2
通讯作者：
Hao, Erhong
中科院分区：
文献类型：
--
作者：
Jiang, Ting;Zhang, Ping;Hao, Erhong
在温和的反应条件下，发展了一种新的卤化联苯二氢硼(BODIPY)与吡咯的区域选择性亲核芳香取代反应(SNAR)，该反应不需要催化剂，且具有多样性取向。得到的吡咯取代的BODIPY是一种有趣的红色和近红外(NIR)荧光染料，其最大吸收波长可达733 nm。去除3-吡咯或3，5-联吡咯取代的BODIPY的BF2保护基提供了具有直接2，2‘-联吡咯键的低聚吡咯的表面进入。
A novel stepwise and regioselective nucleophilic aromatic substitution (SNAr) reaction of halogenated boron dipyrrins (BODIPYs) with pyrroles has been developed under mild conditions with no catalyst needed and shown to be diversity oriented. The resultant pyrrole-substituted BODIPYs are interesting red and near-infrared (NIR) fluorescent dyes with absorption maxima up to 733 nm. Removal of the BF2 protecting group of the 3-pyrrole or 3,5-dipyrrole-substituted BODIPYs provides a facial entry to oligopyrroles with direct 2,2'-bipyrrole linkages.