新型介孔聚芳胺-BODIPY 杂化材料的合成及其光学性能研究。

Novel meso-polyarylamine-BODIPY hybrids: synthesis and study of their optical properties.

机构信息

Departamento de Química, Universidad de Guanajuato, Col. Noria Alta S/N, Guanajuato, Gto. 36050 Mexico.

出版信息

J Org Chem. 2009 Mar 6;74(5):2053-8. doi: 10.1021/jo802519b.

PMID:19203181

Abstract

A series of 14 meso-polyarylamine-BODIPY (borondipyrromethene) hybrids of the general structure A were synthesized. Two methods were used to prepare them. The first protocol involved a direct Liebeskind-Srogl cross-coupling of thiomethylbodipys 1-2 with arylaminoboronic acids (4 examples, 75-98%). The second method involves a two-step sequence: a Liebeskind-Srogl reaction to prepare 6 meso-bromoarylbodipys (58-83%) followed by a Suzuki coupling of these Br-containing BODIPYs with arylaminoboronic acids (10 examples, 44-84%). Seven of these derivatives displayed emission in the near-infrared region. The optical properties of compound 18 were rationalized in terms of its crystal structure.

摘要

我们合成了一系列通式为 A 的 14 种介孔聚芳胺-BODIPY（硼二吡咯甲川）杂化物。我们使用了两种方法来制备它们。第一种方案涉及噻甲基 BODIPY 1-2 与芳基氨基硼酸的直接 Liebeskind-Srogl 交叉偶联（4 个实例，75-98%）。第二种方法包括两步序列：首先进行 Liebeskind-Srogl 反应制备 6 个介孔溴代芳基 BODIPY（58-83%），然后这些含 Br 的 BODIPY 与芳基氨基硼酸进行 Suzuki 偶联（10 个实例，44-84%）。其中 7 种衍生物在近红外区域显示出发射。根据化合物 18 的晶体结构，对其光学性质进行了合理化。