Si-Bridged annulated BODIPYs: synthesis, unique structure and photophysical properties

被引:16
|
作者
Feng, Siyang [1 ]
Qu, Zhirong [1 ]
Zhou, Zhikuan [1 ]
Chen, Jiaying [1 ]
Gai, Lizhi [1 ]
Lu, Hua [1 ]
机构
[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 311121, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
FLUORESCENCE; PROBES; DYES;
D O I
10.1039/d1cc04687j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two novel Si-bridged meso-annulated BODIPY dyes have been prepared through intermolecular C-I silylation and subsequent intramolecular C-H silylation in a one-pot reaction. A marked redshift of the main spectral bands was observed since the efficient sigma*-pi* conjugation results in a notable stabilization of the LUMOs. Si-annulation blocks the non-radiative decay and contributes to higher fluorescence quantum yields. This strategy is very attractive for the construction of highly emissive polycyclic aromatic hydrocarbons.
引用
收藏
页码:11689 / 11692
页数:4
相关论文
共 50 条
  • [31] Synthesis and photophysical properties of β-triazole bridged porphyrin-coumarin dyads
    Singh, Dileep Kumar
    Nath, Mahendra
    RSC ADVANCES, 2015, 5 (83): : 68209 - 68217
  • [32] Naphtho[b]-fused BODIPYs: one pot Suzuki-Miyaura-Knoevenagel synthesis and photophysical properties
    Zhou, Zhikuan
    Zhou, Jianping
    Gai, Lizhi
    Yuan, Aihua
    Shen, Zhen
    CHEMICAL COMMUNICATIONS, 2017, 53 (49) : 6621 - 6624
  • [33] De novo synthesis and photophysical characterization of annulated bacteriochlorins. Mimicking and extending the properties of bacteriochlorophylls
    Krayer, Michael
    Yang, Eunkyung
    Diers, James R.
    Bocian, David F.
    Holten, Dewey
    Lindsey, Jonathan S.
    NEW JOURNAL OF CHEMISTRY, 2011, 35 (03) : 587 - 601
  • [34] Phenanthro[b]-Fused BODIPYs through Tandem Suzuki and Oxidative Aromatic Couplings: Synthesis and Photophysical Properties
    Miao, Wei
    Feng, Yuanmei
    Wu, Qinghua
    Sheng, Wanle
    Li, Mao
    Liu, Qingyun
    Hao, Erhong
    Jiao, Lijuan
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (15): : 9693 - 9704
  • [35] Synthesis, Structure, Photophysical Properties, and Photostability of Benzodipyrenes
    Yang, Wenlong
    Monteiro, Jorge H. S. K.
    de Bettencourt-Dias, Ana
    Catalano, Vincent J.
    Chalifoux, Wesley A.
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (06) : 1441 - 1445
  • [36] Hemicyanine dyes: synthesis, structure and photophysical properties
    Jedrzejewska, B
    Kabatc, J
    Pietrzak, M
    Paczkowski, J
    DYES AND PIGMENTS, 2003, 58 (01) : 47 - 58
  • [37] Bis(phosphoryl)-Bridged Biphenyls by Radical Phosphanylation: Synthesis and Photophysical and Electrochemical Properties
    Bruch, Achim
    Fukazawa, Aiko
    Yamaguchi, Eriko
    Yamaguchi, Shigehiro
    Studer, Armido
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (50) : 12094 - 12098
  • [38] Synthesis, Photophysical Properties, and Toxicity of o-Xylene-Bridged Porphyrin Dimers
    Zhdanova, Kseniya A.
    Zaytsev, Andrey A.
    Gradova, Margarita A.
    Gradov, Oleg V.
    Lobanov, Anton V.
    Novikov, Alexander S.
    Bragina, Natal'ya A.
    INORGANICS, 2023, 11 (10)
  • [39] Synthesis and Photophysical Properties of Doubly β-to-β Bridged Cyclic ZnII Porphyrin Arrays
    Hao, Qingshan
    Zeng, Yi
    Yu, Tianjun
    Chen, Jinping
    Yang, Guoqiang
    Li, Yi
    CHEMISTRY-AN ASIAN JOURNAL, 2013, 8 (05) : 1015 - 1022
  • [40] Synthesis and photophysical properties of a series of thermally stable terphenyl-bridged bisbenzimidazoles
    Luo, Zhonghua
    Zhu, Hongjun
    Song, Guangliang
    Chang, Jin
    Liu, Rui
    DYES AND PIGMENTS, 2011, 88 (03) : 274 - 279