A highly potential analogue of Jacobsen catalyst with in-built phase transfer capability in enantioselective epoxidation of nonfunctionalized alkenes

被引：74

作者：

Kureshy, RI ^{[1
]}

Khan, NH ^{[1
]}

Abdi, SHR ^{[1
]}

Patel, ST ^{[1
]}

Iyer, PK ^{[1
]}

Subramanian, PS ^{[1
]}

Jasra, RV ^{[1
]}

机构：

[1] Cent Salt & Marine Chem Res Inst, Silicates & Catalysis Discipline, Bhavnagar 364002, Gujarat, India

来源：

JOURNAL OF CATALYSIS | 2002年 / 209卷 / 01期

关键词：

enantioselective; chiral; epoxidation; nonfunctionalized alkenes; phase transfer; homogeneous catalysis; manganese;

D O I：

10.1006/jcat.2002.3558

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：

A new analogue of Jacobsen Mn-III SALEN epoxidation catalysts having in-built phase transfer capability by means of introducing tertiary amino alkyl groups at the 5,5'-position of the Salen ligand were used as catalysts for the liquid-phase enantioselective epoxidation of 2,2-dimethyl-6-cyano chromene, indene, and styrene in the presence of O-coordinating axial bases with NaOCl as an oxidant under biphasic reaction conditions. Excellent conversions were obtained with catalyst loading in the range 0.4-2.0 mol% in all alkenes, but high chiral induction (EEs > 99%) was obtained only in the case of 2,2-dimethyl-6-cyano chromene. The enhanced activity of these complexes is attributed to the presence of t-alkyl amines in the Salen ligand, imparting in-built phase transfer capability to the catalyst. (C) 2002 Elsevier Science (USA).

引用

页码：99 / 104

页数：6

共 22 条

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