Halogenated tetraphenyl porphyrin; iodosylbenzene an efficient catalytic system for olefin epoxidation

被引:3
作者
Aggrawal, Dau D. [1 ]
Bhat, Daisy [2 ]
机构
[1] SOS Chem Jiwaji Univ, Gwalior 474011, MP, India
[2] RD Fdn Grp Inst NH 58, Ghaziabad 201204, UP, India
关键词
epoxidation; porphyrin catalysis; olefins; ENANTIOSELECTIVE EPOXIDATION; ALKENE EPOXIDATION; METAL; METALLOPORPHYRIN; COMPLEXES; LIGANDS;
D O I
10.1142/S1088424615500935
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Olefin epoxidation using o-phenyl and beta-pyrrole substituted tetraphenyl porphyrin complexes of Fe(III) and Mn(III) as catalysts and yIodosylbenzene as oxidant was studied. Excellent yields of epoxide and secondary oxidation products were observed. Effect of pyridine, imadizole, sodium lauryl sulphate, and solvent variation was also studied. Effect of substituents on catalytic activity of the porphyrin complex is also explained. o-phenyl substituted complexes gave better yield of epoxide as compared to b-pyrrole substituted complexes.
引用
收藏
页码:1123 / 1129
页数:7
相关论文
共 33 条
[1]   Zeolite-like metal-organic frameworks as platforms for applications:: On metalloporphyrin-based catalysts [J].
Alkordi, Mohamed H. ;
Liu, Yunling ;
Larsen, Randy W. ;
Eubank, Jarrod F. ;
Eddaoudi, Mohamed .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (38) :12639-+
[2]   OCTABROMOTETRAPHENYLPORPHYRIN AND ITS METAL DERIVATIVES - ELECTRONIC-STRUCTURE AND ELECTROCHEMICAL PROPERTIES [J].
BHYRAPPA, P ;
KRISHNAN, V .
INORGANIC CHEMISTRY, 1991, 30 (02) :239-245
[3]   Chiral oxoperoxomolybdenum(VI) complexes for enantioselective olefin epoxidation: Some mechanistic and stereochemical reflections [J].
Burke, Anthony J. .
COORDINATION CHEMISTRY REVIEWS, 2008, 252 (1-2) :170-175
[4]  
Cataman ST, 2009, J MOL CATAL A-CHEM, V300, P89
[5]   Asymmetric epoxidation of unsaturated hydrocarbons catalyzed by ruthenium complexes [J].
Chatterjee, Debabrata .
COORDINATION CHEMISTRY REVIEWS, 2008, 252 (1-2) :176-198
[6]   Aerobic oxidative cleavage of cinnamaldehyde to benzaldehyde catalyzed by metalloporphyrins under mild conditions [J].
Chen, Hongyan ;
Ji, Hongbing ;
Zhou, Xiantai ;
Xu, Jianchang ;
Wang, Lefu .
CATALYSIS COMMUNICATIONS, 2009, 10 (06) :828-832
[7]   REGIOSELECTIVE AND ENANTIOSELECTIVE EPOXIDATION CATALYZED BY METALLOPORPHYRINS [J].
COLLMAN, JP ;
ZHANG, XM ;
LEE, VJ ;
UFFELMAN, ES ;
BRAUMAN, JI .
SCIENCE, 1993, 261 (5127) :1404-1411
[8]  
Daisy B, 2007, ASIAN CHEM LETT, V11, P235
[9]  
Daisy R, 1997, J TRAN MET CHEM, V22, P225
[10]   Polyhaloporphyrins: Unusual ligands for metals and metal-catalyzed oxidations [J].
Dolphin, D ;
Traylor, TG ;
Xie, LY .
ACCOUNTS OF CHEMICAL RESEARCH, 1997, 30 (06) :251-259