Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu, Anhui 241000, China.
Org Lett. 2014 Apr 4;16(7):1952-5. doi: 10.1021/ol500507f. Epub 2014 Mar 26.
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.
一种新型的分步区域选择性亲核芳香取代（SNAr）反应，在温和的条件下，无需催化剂，发展了卤代硼二吡咯（BODIPYs）与吡咯的反应，并表现出了多样性导向。所得的吡咯取代的 BODIPYs 是有趣的红色和近红外（NIR）荧光染料，其吸收最大值高达 733nm。去除 3-吡咯或 3,5-二吡咯取代的 BODIPYs 的 BF2 保护基，为具有直接 2,2'-联吡啶键的寡聚吡咯提供了一个面式入口。
