Selective oxidation of terminal aryl and aliphatic alkenes to aldehydes catalyzed by iron(III) porphyrins with triflate as a counter anion

被引：56
作者：
Chen, Guo-Qiang [1 ]
Xu, Zhen-Jiang [1 ]
Zhou, Cong-Ying [2 ,3 ]
Che, Chi-Ming [1 ,2 ,3 ]
机构：
[1] Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai, Peoples R China
[2] Univ Hong Kong, Dept Chem, State Key Lab Synthet Chem, Hong Kong, Hong Kong, Peoples R China
[3] Univ Hong Kong, Open Lab Chem Biol, Inst Mol Technol Drug Discovery & Synth, Hong Kong, Hong Kong, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 39期
关键词：
EPOXIDATION-ISOMERIZATION; SUBSTITUTED EPOXIDES; RUTHENIUM PORPHYRIN; MOLECULAR-OXYGEN; METALLOPORPHYRIN; REARRANGEMENT; REGIOSELECTIVITY; OLEFINATION;
D O I：
10.1039/c1cc13574k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
[Fe(Por)CF3SO3] (Por = porphyrin dianion) can efficiently catalyze selective oxidation of terminal aryl alkenes and aliphatic alkenes to aldehydes in good to high yields under mild conditions.
引用
收藏
页码：10963 / 10965
页数：3
相关论文
共 35 条
[1]   Generation of phosphoranes derived from phosphites.: A new class of phosphorus ylides leading to high E selectivity with semi-stabilizing groups in Wittig olefinations [J].
Aggarwal, VK ;
Fulton, JR ;
Sheldon, CG ;
de Vicente, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) :6034-6035
[2]  
Bhaduri S., 2000, HOMOGENEOUS CATALYSI
[3]   A NOVEL CHEMICAL TRANSFORMATION OF 3-VINYL-4-SUBSTITUTED-2-AZETIDINONES - STUDIES ON LACTAMS .77. [J].
BOSE, AK ;
KRISHNAN, L ;
WAGLE, DR ;
MANHAS, MS .
TETRAHEDRON LETTERS, 1986, 27 (49) :5955-5958
[4]   Synthetic aspects of stereoselective hydroformylation [J].
Breit, B .
ACCOUNTS OF CHEMICAL RESEARCH, 2003, 36 (04) :264-275
[5]   A practical and mild method for the highly selective conversion of terminal alkenes into aldehydes through epoxidation-isomerization with ruthenium(IV)-porphyrin catalysts [J].
Chen, J ;
Che, CM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (37) :4950-4954
[6]   X-ray snapshots for metalloporphyrin axial ligation [J].
Chen, Lin X. ;
Zhang, Xiaoyi ;
Wasinger, Erik C. ;
Lockard, Jenny V. ;
Stickrath, Andrew B. ;
Mara, Michael W. ;
Attenkofer, Klaus ;
Jennings, Guy ;
Smolentsev, Grigory ;
Soldatov, Alexander .
CHEMICAL SCIENCE, 2010, 1 (05) :642-650
[7]   Iron(III) and ruthenium(II) porphyrin complex-catalyzed selective olefination of aldehydes with ethyl diazoacetate [J].
Chen, Y ;
Huang, L ;
Ranade, MA ;
Zhang, XP .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (09) :3714-3717
[8]   Efficient rearrangement of epoxides catalyzed by a mixed-valent iron trifluoroacetate [Fe3O(O2CCF3)6(H2O)3] [J].
Erturk, Erkan ;
Gollu, Mehmet ;
Demir, Ayhan S. .
TETRAHEDRON, 2010, 66 (13) :2373-2377
[9]   CATALYTIC-OXIDATION OF ALK-1-ENES TO ALDEHYDES [J].
FERINGA, BL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (12) :909-910
[10]   Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions [J].
Hayashi, T ;
Yamasaki, K .
CHEMICAL REVIEWS, 2003, 103 (08) :2829-2844
1234