β-Fluorinated porpholactones and metal complexes: synthesis, characterization and some spectroscopic studies

被引:18
作者
Hu, Ji-Yun [1 ]
Wu, Zhuo-Yan [1 ]
Chai, Ke [2 ]
Yang, Zi-Shu [1 ]
Meng, Yin-Shan [1 ]
Ning, Yingying [1 ]
Zhang, Jing [2 ]
Zhang, Jun-Long [1 ]
机构
[1] Peking Univ, Coll Chem & Mol Engn, State Key Lab Rare Earth Mat Chem & Applicat, Beijing Natl Lab Mol Sci, Beijing 100871, Peoples R China
[2] Univ Chinese Acad Sci, Coll Mat Sci & Optoelectron Technol, Beijing 100049, Peoples R China
来源
INORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 09期
关键词
PHOTOPHYSICAL PROPERTIES; ELECTRONIC-STRUCTURE; 1ST SYNTHESIS; C-H; PORPHYRIN; OXIDATION; DEFLUORINATION; LACTONIZATION; SUBSTITUENTS; DERIVATIVES;
D O I
10.1039/c7qi00375g
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
We describe the synthesis of beta-fluorinated porpholactones by oxidation of the fluorinated C=C bond of the pyrrolic subunit in porphyrin using the "RuCl3 + Oxone (R)" protocol. The electron-withdrawing effects of beta-fluorine on the absorption, fluorescence, phosphorescence and redox properties of the beta-fluoroporpholactones were studied. A potential application of the beta-fluoroporpholactones was demonstrated in sensitizing near-IR (NIR) emissive ytterbium, giving a high quantum yield (58%) and long luminescence time (525 mu s) in CD2Cl2.
引用
收藏
页码:1539 / 1545
页数:7
相关论文
共 50 条
  • [31] BODIPY Dyes Bearing Multibranched Fluorinated Chains: Synthesis, Structural, and Spectroscopic Studies
    Espinoza, Maria I. Martinez
    Sori, Lorenzo
    Pizzi, Andrea
    Terraneo, Giancarlo
    Moggio, Ivana
    Arias, Eduardo
    Pozzi, Gianluca
    Orlandi, Simonetta
    Dichiarante, Valentina
    Metrangolo, Pierangelo
    Cavazzini, Marco
    Bombelli, Francesca Baldelli
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (38) : 9078 - 9087
  • [32] Spectroscopic, potentiometric and thermodynamic studies of azo rhodanines and their metal complexes
    El-Sonbati, A. Z.
    El-Bindary, A. A.
    Abd El-Meksoud, S. A.
    Belal, A. A. M.
    El-Boz, R. A.
    [J]. JOURNAL OF MOLECULAR LIQUIDS, 2014, 199 : 538 - 544
  • [33] Polymer complexes. LXXVII. Synthesis, characterization, spectroscopic studies and immune response in cattle of quinoline polymer complexes
    El-Sonbati, A. Z.
    Diab, M. A.
    Mohamed, G. G.
    Saad, M. A.
    Morgan, Sh. M.
    El-Sawy, S. E. A.
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (08)
  • [34] Synthesis, characterization, catalytic and antimicrobial studies of ruthenium(III) complexes
    Thilagavathi, Natarajan
    Jayabalakrishnan, Chinnasamy
    [J]. CENTRAL EUROPEAN JOURNAL OF CHEMISTRY, 2010, 8 (04): : 842 - 851
  • [35] Transition Metal Complexes of Isonicotinoylhydrazone-4-diphenylaminobenzaldehyde: Synthesis, Characterization and Antimicrobial Studies
    Mitu, L.
    Ilis, M.
    Raman, N.
    Imran, M.
    Ravichandran, S.
    [J]. E-JOURNAL OF CHEMISTRY, 2012, 9 (01) : 365 - 372
  • [36] Synthesis, spectral characterization and biological studies of quinoline based ligands and their transition metal complexes
    Narayanachar
    Dhumwad, Shreedhar D.
    Suresh, D. K.
    [J]. MAIN GROUP CHEMISTRY, 2012, 11 (02) : 135 - 149
  • [37] Cobalt(III) Complexes of Some Antimalarial Drugs: Synthesis, Characterization, and in vitro Antiprotozoal Studies
    Ajibade, Peter A.
    Kolawole, Gabriel A.
    [J]. SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2010, 40 (04) : 273 - 278
  • [38] Synthesis and characterization of alkali metal iminophosphoranomethanide complexes
    Stevens, Matthew P.
    Liu, Yu
    Cooke, Kale
    Hawker, Rebecca R.
    Ortu, Fabrizio
    [J]. POLYHEDRON, 2024, 261
  • [39] Fluorinated benzimidazolium salts: Synthesis, characterization, molecular docking studies and inhibitory properties against some metabolic enzymes
    Zengin, Ramazan
    Gok, Yetkin
    Demir, Yeliz
    Sen, Betul
    Taskin-Tok, Tugba
    Aktas, Aydin
    Demirci, Ozlem
    Gulcin, Ilhami
    Aygun, Muhittin
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2023, 267
  • [40] Fluorine-19 NMR spectroscopic studies of phenyl-fluorinated iron tetraarylporphyrin complexes
    Song, B
    Yu, BS
    [J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2003, 24 (07) : 981 - 985