Formation of Azaborines by Photoelimination of B,N-Heterocyclic Compounds

被引：85
作者：
Lu, Jia-Sheng [1 ]
Ko, Soo-Byung [1 ]
Walters, Nicholas R. [1 ]
Kang, Youngjin [2 ]
Sauriol, Francoise [1 ]
Wang, Suning [1 ]
机构：
[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada
[2] Kangwon Natl Univ, Div Sci Educ, Chunchon 200701, South Korea
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 17期
基金：
加拿大自然科学与工程研究理事会;
关键词：
azaborines; boron; fluorescence; phenanthrenes; photoelimination; HETEROAROMATIC-COMPOUNDS; OPTICAL-PROPERTIES; C-C; B-N; BORON; FLUORESCENCE; POLYMERS;
D O I：
10.1002/anie.201300873
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Highly fluorescent π-conjugated polycyclic azaborines can be prepared from B,N-heterocyclic compounds with a BR2-CH2 unit through the elimination of an R-H molecule (see scheme). These clean photoelimination reactions occur both in solution and in polymers doped with the precursors. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：4544 / 4548
页数：5
相关论文
共 50 条
  • [31] Electron-Rich, Lewis Acidic Diborane Meets N-Heterocyclic Aromatics: Formation and Electron Transfer in Cyclophane Boranes
    Widera, Anna
    Filbeck, Erik
    Wadepohl, Hubert
    Kaifer, Elisabeth
    Himmel, Hans-Joerg
    CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (15) : 3435 - 3440
  • [32] Diboryne Nanostructures Stabilized by Multitopic N-Heterocyclic Carbenes: A Computational Study
    Fantuzzi, Felipe
    Coutinho, Caroline B.
    Oliveira, Ricardo R.
    Chaer Nascimento, Marco Antonio
    INORGANIC CHEMISTRY, 2018, 57 (07) : 3931 - 3940
  • [33] (N-heterocyclic carbene)PdCl(N-heterocyclic carboxylate) complexes: Synthesis and catalytic activities towards arylation of benzoxazoles with aryl halides
    Yang, Jin
    APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (07)
  • [34] Group 13 Element Trihalide Complexes of Anionic N-Heterocyclic Carbenes
    Ho, Luong Phong
    Anders, Lisa
    Tamm, Matthias
    CHEMISTRY-AN ASIAN JOURNAL, 2020, 15 (06) : 845 - 851
  • [35] Two new coordination polymers based on N-heterocyclic carboxylic acids
    Wang, Na
    Yu, Xiao-Yang
    Zhang, Xiao
    Gao, Wei-Ping
    Xin, Rui
    Zhang, Hong
    Yang, Yan-Yan
    Qu, Xiao-Shu
    JOURNAL OF COORDINATION CHEMISTRY, 2014, 67 (05) : 837 - 846
  • [36] Gold Particles Supported on Amino-Functionalized Silica Catalyze Transfer Hydrogenation of N-Heterocyclic Compounds
    Vilhanova, Beata
    van Bokhoven, Jeroen A.
    Ranocchiari, Marco
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (04) : 677 - 686
  • [37] Polarity Reversal Catalysis in Radical Reductions of Halides by N-Heterocyclic Carbene Boranes
    Pan, Xiangcheng
    Lacote, Emmanuel
    Lalevee, Jacques
    Curran, Dennis P.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (12) : 5669 - 5674
  • [38] Diverse reactions of N-heterocyclic carbenes with an alkynylborane and isolation of a reactive zwitterionic borataallene
    Bertermann, Ruediger
    Braunschweig, Holger
    Brown, Christopher K. L.
    Damme, Alexander
    Dewhurst, Rian D.
    Hoerl, Christian
    Kramer, Thomas
    Krummenacher, Ivo
    Pfaffinger, Bernd
    Radacki, Krzysztof
    CHEMICAL COMMUNICATIONS, 2014, 50 (01) : 97 - 99
  • [39] Synthesis and photophysical insights of new fused N-heterocyclic derivatives with isoquinoline skeleton
    Gherasim, Carmen
    Airinei, Anton
    Tigoianu, Radu
    Craciun, Anda M.
    Danac, Ramona
    Nicolescu, Alina
    Isac, Dragos Lucian
    Mangalagiu, Ionel I.
    JOURNAL OF MOLECULAR LIQUIDS, 2020, 310
  • [40] Asymmetric Boration of para-Quinone Methides Catalyzed by N-Heterocyclic Carbene
    Wu Yuzhu
    Shen Panpan
    Duan Wenzeng
    Ma Yudao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (05) : 1483 - 1492
12345