Synthesis and Characterization of N,N′‐Substituted 15,15,16,16‐Tetracyano‐6,13‐pentacenequinodimethane‐2,3,9,10‐tetracarboxylic Diimide Derivatives | Zendy

Wu Ti | Zendy; Chen Jianming | Zendy; Guo Yunlong | Zendy; Yu Gui | Zendy; Shuai Zhigang | Zendy; Liu Yunqi | Zendy

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Synthesis and Characterization of N,N′‐Substituted 15,15,16,16‐Tetracyano‐6,13‐pentacenequinodimethane‐2,3,9,10‐tetracarboxylic Diimide Derivatives

Author(s) -

Wu Ti,

Chen Jianming,

Guo Yunlong,

Yu Gui,

Shuai Zhigang,

Liu Yunqi

Publication year - 2013

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201200119

Subject(s) - diimide , chemistry , electron delocalization , reagent , delocalized electron , homo/lumo , combinatorial chemistry , stereochemistry , organic chemistry , molecule , perylene

How low can you go? N,N′‐substituted 15,15,16,16‐tetracyano‐6,13‐pentacenequinodimethane‐2,3,9,10‐tetracarboxylic diimide derivatives (TCPQDI‐OC8 and TCPQDI‐OC10) were prepared in the presence of Lehnert's reagent at room temperature in good yields from the corresponding quinones. The tetracarboxylic diimide units in TCPQDI derivatives increase the π delocalization and lead to low LUMO energy levels of less than −4.0 eV.

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