Monocyclic and Dicyclic Dehydro[20]annulenes Integrated with Perylene Diimide.

Angewandte Chemie
Cheng ZengZhaohui Wang

Abstract

A novel kind of monocyclic and dicyclic dehydro[20]annulenes exhibiting specific sizes and topologies from regioselective unilateral ortho-diethynyl PDI, is developed by Cu-catalyzed Glaser-Hay homo-coupling and cross-coupling. Through the integration of electron-deficient PDI chromophores into the dehydroannulene scaffolding, these macrocycles exhibit intense and characteristic absorption properties and the degenerated LUMO levels. The single-crystal X-ray diffraction analysis unambiguously revealed unique porous supramolecular structures, which display micropore characteristics with surface area of 120.74 m2  g-1 . A moderate electron mobility of 0.05 cm2  V-1  s-1 for chlorine-free dehydro[20]annulene based on micrometer-sized single-crystalline transistors was witnessed. The porous and yet semiconducting features signify the prospects of PDI-integrated dehydroannulenes in organic optoelectronics.

References

Mar 24, 2004·Angewandte Chemie·Takeshi KawaseMasaji Oda
Nov 19, 2005·Science·Adrien P CôtéOmar M Yaghi
Dec 15, 2006·Chemical Reviews·Eric L SpitlerMichael M Haley
Dec 21, 2006·Journal of the American Chemical Society·Kazumi NakaoMasahiko Iyoda
Oct 30, 2007·Journal of the American Chemical Society·Peter Osswald, Frank Würthner
Mar 11, 2010·Advanced Materials·François Diederich, Milan Kivala
Apr 22, 2011·Organic Letters·Takuro TeraokaHiroshi Shinokubo
Oct 1, 2011·Angewandte Chemie·Masahiko IyodaM Jalilur Rahman
Jul 25, 2013·Journal of the American Chemical Society·Yuta FukutomiKazuo Takimiya
Sep 30, 2014·Accounts of Chemical Research·Wei JiangZhaohui Wang
Aug 14, 2015·Chemical Reviews·Frank WürthnerDavid Schmidt
Nov 19, 2015·Journal of the American Chemical Society·Zhenyi YuHongbing Fu
May 24, 2016·Angewandte Chemie·Pengpeng LiuHarry L Anderson
Sep 13, 2016·Journal of the American Chemical Society·Lebin SuShuang-Feng Yin
Oct 11, 2016·Journal of the American Chemical Society·Semin LeeJeffrey S Moore
Dec 6, 2016·Chemical Communications : Chem Comm·Wei FanZhaohui Wang
Oct 24, 2017·Journal of the American Chemical Society·Guangpeng GaoZhaohui Wang
Jun 15, 2018·Angewandte Chemie·Cheng ZengZhaohui Wang
Jul 15, 2018·Angewandte Chemie·Marcin A Majewski, Marcin Stępień
Jul 27, 2018·Chemical Reviews·Changshui HuangYuliang Li
Aug 30, 2018·Accounts of Chemical Research·Pernille S Bols, Harry L Anderson
Jan 23, 2019·ACS Applied Materials & Interfaces·Han HanDahui Zhao
Jun 14, 2019·Angewandte Chemie·Youzhi Xu, Max von Delius
Jul 3, 2019·Angewandte Chemie·Anthony JollyJean-François Morin
Jul 18, 2019·Accounts of Chemical Research·Chunchen LiuJishan Wu
Jul 25, 2019·Journal of the American Chemical Society·Yuanyuan GuoAndong Xia
Aug 23, 2019·Angewandte Chemie·Feng SuYun-Bao Jiang
Sep 14, 2019·Accounts of Chemical Research·Yasutomo SegawaKenichiro Itami
Oct 24, 2019·Angewandte Chemie·Andong ZhangZhaohui Wang
Jan 22, 2020·Nature Chemistry·Michel RickhausHarry L Anderson
Feb 11, 2020·Journal of the American Chemical Society·Huiqing LiYun-Bao Jiang
Mar 21, 2020·Journal of the American Chemical Society·Bo LiuZhaohui Wang
May 22, 2020·Angewandte Chemie·Zhouyang LuoDahui Zhao
Aug 28, 2020·Journal of the American Chemical Society·Chihiro MaedaTadashi Ema

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