Selective epoxidation of olefins by vanadylporphyrin [VIVO(TPP)] and electron deficient nonplanar β-octabromovanadylporphyrin [VIVO(TPPBr8)]

被引：8
作者：
Maurya, Mannar R. [1 ]
Prakash, Ved [1 ]
Sankar, Muniappan [1 ]
机构：
[1] Indian Inst Technol Roorkee, Dept Chem, Roorkee 247667, Uttar Pradesh, India
来源：
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES | 2022年 / 26卷 / 03期
关键词：
vanadyl porphyrins; olefins; epoxidation; catalysis; TOF; nonplanar; HIGHLY EFFICIENT; CATALYZED OXIDATION; PORPHYRIN; COMPLEXES; SULFIDES; ELECTROCHEMISTRY; PEROXIDE; ALKENES;
D O I：
10.1142/S108842462250002X
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Meso-tetraphenylporphyrinatooxidovanadium(IV) [(VO)-O-IV(TPP)] (1) and 2,3,7,8,12,13, 17,18-octabromo-meso-tetraphenylporphyrinatooxidovanadium(IV) [(VO)-O-IV(TPPBr8)] (2) were synthesized and characterized by various spectroscopic techniques. 1 and 2 were utilized as efficient catalysts for the selective epoxidation of olefins. Catalyst 2 shows very high catalytic activity (TOF = 8783-13108 h(-1)) as compared to 1 (TOF = 2175-3296 h(-1)). The catalysts are recyclable, as their recyclability was checked for four cycles and show only minor reduction of their efficiency.
引用
收藏
页码：187 / 194
页数：8
相关论文
共 39 条
  • [1] A SIMPLIFIED SYNTHESIS FOR MESO-TETRAPHENYLPORPHIN
    ADLER, AD
    LONGO, FR
    FINARELLI, JD
    GOLDMACH.J
    ASSOUR, J
    KORSAKOF.L
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (02) : 476 - +
  • [2] Computational rationalization of the dependence of the enantioselectivity on the nature of the catalyst in the vanadium-catalyzed oxidation of sulfides by hydrogen peroxide
    Balcells, D
    Maseras, F
    Ujaque, G
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) : 3624 - 3634
  • [3] OCTABROMOTETRAPHENYLPORPHYRIN AND ITS METAL DERIVATIVES - ELECTRONIC-STRUCTURE AND ELECTROCHEMICAL PROPERTIES
    BHYRAPPA, P
    KRISHNAN, V
    [J]. INORGANIC CHEMISTRY, 1991, 30 (02) : 239 - 245
  • [4] Bryliakov K., 2014, Environmentally Sustainable Catalytic Asymmetric Oxidations
  • [5] Vanadyl -tetrabromoporphyrin: synthesis, crystal structure and its use as an efficient and selective catalyst for olefin epoxidation in aqueous medium
    Dar, Tawseef Ahmad
    Tomar, Reshu
    Mian, Rasel Mohammad
    Sankar, Muniappan
    Maurya, Mannar Ram
    [J]. RSC ADVANCES, 2019, 9 (18): : 10405 - 10413
  • [6] Robust and electron deficient oxidovanadium(IV) porphyrin catalysts for selective epoxidation and oxidative bromination reactions in aqueous media
    Dar, Tawseef Ahmad
    Uprety, Bhawna
    Sankar, Muniappan
    Maurya, Mannar R.
    [J]. GREEN CHEMISTRY, 2019, 21 (07) : 1757 - 1768
  • [7] Vanadium compounds as therapeutic agents: Some chemical and biochemical studies
    Faneca, H.
    Figueiredo, V. A.
    Tomaz, Isabel
    Goncalves, Gisela
    Avecilla, Fernando
    de Lima, M. C. Pedroso
    Geraldes, Carlos F. G. C.
    Pessoa, Joao Costa
    Castro, M. Margarida C. A.
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2009, 103 (04) : 601 - 608
  • [8] Fate of the porphyrin cofactors during the light-dependent turnover of catalase and of the photosystem II reaction-center protein D1 in mature rye leaves
    Feierabend, J
    Dehne, S
    [J]. PLANTA, 1996, 198 (03) : 413 - 422
  • [9] A journey into the electrochemistry of vanadium compounds
    Galloni, Pierluca
    Conte, Valeria
    Floris, Barbara
    [J]. COORDINATION CHEMISTRY REVIEWS, 2015, 301 : 240 - 299
  • [10] Encapsulation of SALEN- and SALHD-Mn(III) complexes in an Al-pillared clay for bicarbonate-assisted catalytic epoxidation of cyclohexene
    Garcia, Ana M.
    Moreno, Viviana
    Delgado, Sonia X.
    Ramirez, Alfonso E.
    Vargas, Luis A.
    Vicente, Miguel A.
    Gil, Antonio
    Galeano, Luis A.
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2016, 416 : 10 - 19
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