Direct Access to Pyrrolyltripyrrins and Calixsmaragdyrin from SNAr Reactions on α,α′-Dibromotripyrrins with Pyrroles or Indoles
Direct Access to Pyrrolyltripyrrins and Calixsmaragdyrin from SNAr Reactions on α,α′-Dibromotripyrrins with Pyrroles or Indoles
复制标题
DOI：
10.1021/acs.orglett.3c01493
复制
发表时间：
2023-06-09
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：
Li，Zhongxin;Zhang，Lei;Hao，Erhong
线性π共轭吡咯寡聚体是合成扩展卟啉类化合物、化学传感器和超分子结构的重要前体。本文报道了一种新的方法，通过α，α′-二溴三吡咯的区域选择性SNAr反应，以不同的吡咯或吲哚为原料，合成了一系列线性的吡咯基三吡咯啉和二吡咯基三吡咯啉.以α，α′-二溴三吡咯和二吡咯亚甲基为原料，采用收敛[3 + 2]策略，通过2次SNAr反应合成了一种具有代表性的杯花苷.这些低聚吡咯显示出强烈的深红色荧光，具有有趣的pH响应。
Linear π-conjugated oligopyrroles are attractive precursors for the synthesis of expanded porphyrinoids, chemosensors, and supramolecular motifs. We demonstrate a new method for the synthesis of a set of linear pyrrolyltripyrrins and dipyrrolyltripyrrins through a regioselective SNAr reaction on α,α′-dibromotripyrrins using various pyrroles or indoles. A representative calixsmaragdyrin was prepared via the 2-fold SNAr reaction between α,α′-dibromotripyrrin and dipyrromethene through a convergent [3 + 2] strategy. These oligopyrroles showed intense deep red absorptions with an interesting pH response.