Synthesis, characterization and catalytic activity of chiral binaphthyl Schiff-base manganese complexes for the epoxidation of styrene

被引：13

作者：

Erdem, Ozlem ^{[1
]}

Guzel, Bilgehan ^{[1
]}

机构：

[1] Cukurova Univ, Arts & Sci Fac, Dept Chem, TR-01330 Adana, Turkey

来源：

INORGANICA CHIMICA ACTA | 2014年 / 418卷

关键词：

Schiff base; Salen manganese complexes; Catalyst; Epoxidation; SALEN-TYPE LIGANDS; ASYMMETRIC EPOXIDATION; ENANTIOSELECTIVE EPOXIDATION;

D O I：

10.1016/j.ica.2014.04.004

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Chiral binaphthyl Schiff base ligands were prepared by condensation of 2,2'-diamino-1,1'-binaphthalene with various salicylaldehydes. Ligands were coordinated with Mn(III) as catalysts. The catalytic efficiency of the complexes was tested on the epoxidation of styrene. The influences of the parameters such as reaction time, position of substituents with various oxidants on the epoxidation reactions were investigated. (C) 2014 Elsevier B. V. All rights reserved.

引用

页码：153 / 156

页数：4

共 18 条

[1] Synthesis and characterization of new chiral Schiff base complexes with diiminobinaphthyl or diiminocyclohexyl moieties as potential enantioselective epoxidation catalysts [J].

Bernardo, K ;

Leppard, S ;

Robert, A ;

Commenges, G ;

Dahan, F ;

Meunier, B .

INORGANIC CHEMISTRY, 1996, 35 (02) :387-396

[2] Mn(III) complexes of chiral 'salen' type ligands derived from carbohydrates in the asymmetric epoxidation of styrenes [J].

Borriello, C ;

Del Litto, R ;

Panunzi, A ;

Ruffo, F .

TETRAHEDRON-ASYMMETRY, 2004, 15 (04) :681-686

[3] Metal complexes of chiral binaphthyl Schiff-base ligands and their application in stereoselective organic transformations [J].

Che, CM ;

Huang, JS .

COORDINATION CHEMISTRY REVIEWS, 2003, 242 (1-2) :97-113

[4] Chiral manganese and iron complexes of binaphthyl Schiff bases: syntheses, crystal structures and asymmetric epoxidation of alkenes [J].

Cheng, MC ;

Chan, MCW ;

Peng, SM ;

Cheung, KK ;

Che, CM .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (19) :3479-3482

[5] Synthetic studies on optically active Schiff-base ligands derived from condensation of 2-hydroxyacetophenone and chiral diamines [J].

Gao, WT ;

Zheng, Z .

MOLECULES, 2002, 7 (07) :511-516

[6] Catalytic activities of Schiff base transition metal complexes [J].

Gupta, K. C. ;

Sutar, Alekha Kumar .

COORDINATION CHEMISTRY REVIEWS, 2008, 252 (12-14) :1420-1450

[7] A PRACTICAL METHOD FOR THE LARGE-SCALE PREPARATION OF [N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)1,2-CYCLOHEXANEDIAMINATO(2-)]MANGANESE(III) CHLORIDE, A HIGHLY ENANTIOSELECTIVE EPOXIDATION CATALYST [J].

LARROW, JF ;

JACOBSEN, EN ;

GAO, Y ;

HONG, YP ;

NIE, XY ;

ZEPP, CM .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (07) :1939-1942

[8] Synthesis, characterization and catalytic property of tetradentate Schiff-base complexes for the epoxidation of styrene [J].

Lu, XH ;

Xia, QH ;

Zhan, HJ ;

Yuan, HA ;

Ye, CP ;

Su, KA ;

Xu, G .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 250 (1-2) :62-69

[9]

OJIMA I, 2010, CATALYTIC ASYMMETRIC

[10] Unsymmetrical chiral salen Schiff base ligands - Synthesis and use in metal-based asymmetric epoxidation reactions [J].

Renehan, MF ;

Schanz, HJ ;

McGarrigle, EM ;

Dalton, CT ;

Daly, AM ;

Gilheany, DG .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 231 (1-2) :205-220

← 1 2 →