Remarkable enhancement of aerobic epoxidation reactivity for olefins catalyzed by μ-oxo-bisiron(III) porphyrins under ambient conditions

被引:57
|
作者
Zhou, Xian-Tai [1 ]
Tang, Qing-Hua [2 ]
Ji, Hong-Bing [1 ]
机构
[1] Sun Yat Sen Univ, Sch Chem & Chem Engn, Guangzhou 510275, Guangdong, Peoples R China
[2] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Peoples R China
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
mu-Oxo dimeric iron(III) porphyrins; Olefins; Epoxidation; Dioxygen; MESO-TETRAPHENYLPORPHYRIN CHLORIDE; MOLECULAR-OXYGEN; HYDROGEN-PEROXIDE; MILD CONDITIONS; SELECTIVE OXIDATION; MANGANESE-PORPHYRIN; UNFUNCTIONALIZED OLEFINS; ASYMMETRIC EPOXIDATION; ALKENE EPOXIDATION; CARBONYL-COMPOUNDS;
D O I
10.1016/j.tetlet.2009.09.061
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
With mu-oxo dimeric iron(III) porphyrins [((FeTPP)-T-III)(2)O] as a catalyst, isobutylaldehyde as co-reductant, and dioxygen as oxidant, an efficient model system for epoxidation of olefins has been developed Compared with mono-metalloporphyrins as catalyst, a remarkable enhancement of reactivity was obtained for the present olefin epoxidation system. in which the turnover number (TON) of the catalyst has doubled from about 700 million to 1400 million Moreover. a plausible mechanism involving both binuclear and mono-nuclear intermediate has been proposed (C) 2009 Elsevier Ltd All rights reserved I
引用
收藏
页码:6601 / 6605
页数:5
相关论文
共 4 条
  • [1] Manganese porphyrin immobilized on montmorillonite: a highly efficient and reusable catalyst for the aerobic epoxidation of olefins under ambient conditions
    Zhou, Xiantai
    Ji, Hongbing
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2012, 16 (09) : 1032 - 1039
  • [2] Biomimetic Aerobic Epoxidation of Alkenes Catalyzed by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower Seeds Oil as a Co-Substrate
    Jiang, Jun
    Chen, Hong-Yu
    Zhou, Xian-Tai
    Chen, Ya-Ju
    Xue, Can
    Ji, Hong-Bing
    ACS OMEGA, 2020, 5 (10): : 4890 - 4899
  • [3] Aerobic oxidation of benzylic aldehydes to acids catalyzed by iron (III) meso-tetraphenylporphyrin chloride under ambient conditions
    Zhou, Man Tai
    Ji, Hong Bing
    Yuan, Qiu Lan
    Xu, Jian Chang
    Pei, Li Yja
    Wang, Le Fu
    CHINESE CHEMICAL LETTERS, 2007, 18 (08) : 926 - 928
  • [4] Direct aerobic liquid phase epoxidation of propylene catalyzed by Mn(III) porphyrin under mild conditions: evidence for the existence of both peroxide and Mn(IV)-oxo species from in situ characterizations
    Li, Yang
    Zhou, Xiantai
    Chen, Shaoyun
    Luo, Rongchang
    Jiang, Jun
    Liang, Zhongxiu
    Ji, Hongbing
    RSC ADVANCES, 2015, 5 (38): : 30014 - 30020