Synthesis and Optical Properties of Trioxatriangulenium Dyes with One and Two Peripheral Amino Substituents
作者:Thomas J. Sørensen、Bo W. Laursen
DOI:10.1021/jo1009917
日期:2010.9.17
dye systems, with one or two dialkylamino donor groups attached to resonant positions at the periphery of a trioxatriangulenium ion, were synthesized. The mono- and bis-dialkylamino trioxatriangulenium salts (A1-TOTA+ and A2-TOTA+) were prepared from methoxy-substituted triphenylmethylium (TPM) compounds by aromatic nucleophilic substitution with secondary amines and subsequent intramolecular ring
合成了两种新的染料体系的几种衍生物,其中一个或两个二烷基氨基供体基团连接在三氧三triangulenium离子的外围共振位置上。单-和双-二烷基氨基三氧三triangulenium盐(A 1 -TOTA +和A 2 -TOTA +)由甲氧基取代的三苯基甲基(TPM)化合物通过芳族亲核取代与仲胺和随后的分子内闭环制备。研究了新型三角染料及其TPM前体的光学性质,并将其与已知的TPM和and吨染料的光学性质进行了比较。发现光学性质取决于共轭骨架中的对称性和电荷局部化。发现具有两个氨基的三氧三triangulenium染料(A 2 -TOTA +)是一种强荧光团,具有蓝移若丹明B的性质。发现单取代的化合物(A 1 -TOTA +)仅具有弱荧光性。我们分配弱荧光阿1 -TOTA +在激发态的高效但可逆形成非荧光的构象,通过很大程度的电荷定位在该染料仅具有一个供体基团的青睐。