Boron-Locked Starazine - A Soluble and Fluorescent Analogue of Starphene

作者:Feng, Yi; Zhou, Jiadong*; Qiu, Honglin; Schnitzlein, Matthias; Hu, Jingtao; Liu, Linlin; Wuerthner, Frank; Xie, Zengqi*
来源:Chemistry - A European Journal, 2022, 28(29): e202200770.
DOI:10.1002/chem.202200770

摘要

A starlike heterocyclic molecule containing an electron-deficient nonaaza-core structure and three peripheral isoquinolines locked by three tetracoordinate borons, namely isoquinoline-nona-starazine (QNSA), is synthesized by using readily available reactants through a rather straightforward approach. This new heteroatom-rich QNSA possesses a quasi-planar pi-backbone structure, and bears phenyl substituents on borons which protrude on both sides of the pi-backbones endowing it with good solubility in common organic solvents. Contrasting to its starphene analogue, QNSA shows intense fluorescence with a quantum yield (PLQY) of up to 62 % in dilute solution.