Baeyer-Villiger oxidation of myrtenal over hydrotalcites based catalysts: The role of structure type, metal content, preparation method and acid-base properties

被引:6
作者
Gorlova, Olga [1 ]
Palkova, Sara [1 ]
Kocik, Jaroslav [2 ]
Tisler, Zdenek [2 ]
Paterova, Iva [1 ]
机构
[1] ICT Prague, Dept Organ Technol, Tech 5, Prague 6, Czech Republic
[2] ORLEN UniCRE As, Revolucni 1521-84, Usti Nad Labem 40001, Czech Republic
关键词
Baeyer-Villiger oxidation; Myrtenal; Nopinone; Tin-modified mixed oxide; Hydrotalcite; MG-AL HYDROTALCITE; MOLECULAR-OXYGEN; KETONES; MCM-41; BETA; PERFORMANCE; CENTERS;
D O I
10.1016/j.apcata.2024.119573
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Nopinone is a fine chemical used in many areas of the chemical industry. A relatively new method of its synthesis is Baeyer-Villiger oxidation of myrtenal to 6,6-dimethyl-bicyclo[3,1,1]-hept-2-en-2-ol formate and its subsequent hydrolysis to nopinone. This study deals with preparing mixed oxides modified with tin and tested them as catalysts for this reaction. Besides the influence of different reaction conditions, the research was aimed at the influence of the catalyst type, the method of its modification and the amount of metal incorporated into its structure. The possibility of repeated use of the prepared catalysts was also tested. Total conversion of myrtenal and selectivity to nopinone of 93% was achieved after 2 h of the reaction using the catalyst based on mixed oxide with the molar ratio of Mg/Al ions equals 2 modified by 5 wt% of tin. This catalyst can be used repeatedly in at least three reaction cycles.
引用
收藏
页数:12
相关论文
共 42 条
  • [1] [Anonymous], 2020, Solvent Effects in Chemistry
  • [2] SYNTHESIS, CHARACTERIZATION, AND CATALYTIC ACTIVITY OF TI-MCM-41 STRUCTURES
    BLASCO, T
    CORMA, A
    NAVARRO, MT
    PARIENTE, JP
    [J]. JOURNAL OF CATALYSIS, 1995, 156 (01) : 65 - 74
  • [3] Cavarzan A., 2010, Mediated by PtII Catalysts, V1296, P1302
  • [4] Synthesis of Al-substituted MCM-41 and MCM-48 solid acids with mixed cationic-anionic surfactants as templates
    Chen, Fengxi
    Huang, Lin
    Yang, Xiaojun
    Wang, Zhan
    [J]. MATERIALS LETTERS, 2013, 109 : 299 - 301
  • [5] Supported hydrogensulfate ionic liquid catalysis in Baeyer-Villiger reaction
    Chrobok, Anna
    Baj, Stefan
    Pudlo, Wojciech
    Jarzebski, Andrzej
    [J]. APPLIED CATALYSIS A-GENERAL, 2009, 366 (01) : 22 - 28
  • [6] Mesoporous molecular sieve Sn-MCM-41 as Baeyer-Villiger oxidation catalyst for sterically demanding aromatic and α,β-unsaturated aldehydes
    Corma, A
    Iborra, S
    Mifsud, MA
    Renz, M
    [J]. ARKIVOC, 2005, : 124 - 132
  • [7] Lewis acidic Sn(IV) centers - grafted onto MCM-41 - as catalytic sites for the Baeyer-Villiger oxidation with hydrogen peroxide
    Corma, A
    Navarro, MT
    Renz, M
    [J]. JOURNAL OF CATALYSIS, 2003, 219 (01) : 242 - 246
  • [8] Sn-MCM-41 - a heterogeneous selective catalyst for the Baeyer-Villiger oxidation with hydrogen peroxide
    Corma, A
    Navarro, MT
    Nemeth, L
    Renz, M
    [J]. CHEMICAL COMMUNICATIONS, 2001, (21) : 2190 - 2191
  • [9] Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer-Villiger oxidations
    Corma, A
    Nemeth, LT
    Renz, M
    Valencia, S
    [J]. NATURE, 2001, 412 (6845) : 423 - 425
  • [10] Sn-based catalysts for Baeyer-Villiger oxidations by using hydrogen peroxide as oxidant
    Cui, Xiangzhi
    Shi, Jianlin
    [J]. SCIENCE CHINA-MATERIALS, 2016, 59 (08) : 675 - 700