A C_(54)B_(2) Polycyclic π-System with Bilayer Assembly and Multi-Redox Activity  

作　　者：Liuzhong Yuan Jiaxiang Guo Yue Yang Kaiqi Ye Chuandong Dou Yue Wang 

机构地区：[1]State Key Laboratory of Supramolecular Structure and Materials,College of Chemistry,Jilin University,Changchun 130012

出　　处：《CCS Chemistry》2023年第4期876-884,共9页中国化学会会刊（英文）

基　　金：supported by National Natural Science Foundation of China(grant nos.22175074 and 21822507).

摘　　要：Doping heteroatoms into polycyclic aromatic hydrocarbons(PAHs)is an efficient strategy to achieve fascinating electronic structures and materials.However,nanoscale B-doped PAHs remain very challenging because of the intrinsic instability of the boron atom and the lack of suitable precursors.In this study,we report a C_(54)B_(2) polycyclicπ-system with one embedded 1,4-diboron-substituted benzene subunit,which was successfully synthesized from doubly B-doped heptazethrene.Thismolecule represents not only the largest B-doped PAH by far but also an unprecedented B-doped nanographene.The fully zigzag-armchair-edged structure creates a planar conformation,thus leading to its unique bilayer assembly behavior.More importantly,it possesses intriguing electronic structure and optoelectronic properties,such as very broad light absorption that covers 350–750 nm,sharp near-infrared fluorescence with a band width of only 26 nm,and reversible five-step redox capability,all of which are rarely observed for other B-doped PAHs.In addition,this molecule displays distinctive local aromaticity that cannot be reproduced via the reductive manipulation of an allcarbon congener.

关 键 词：BORON polycyclic aromatic hydrocarbons near-infrared fluorescence redox AROMATICITY 

分 类 号：O62[理学—有机化学]