Citation: Xiaochuan Zou, Kaiyun Shi, Cun Wang. Chiral Mn^Ⅲ(Salen) supported on tunable phenoxyl group modified zirconium poly (styrene-phenylvinylphosphonate)-phosphate as an efficient catalyst for epoxidation of unfunctionalized olefins[J]. Chinese Journal of Catalysis, ;2014, 35(9): 1446-1455. doi: 10.1016/S1872-2067(14)60064-4 shu

Chiral Mn^Ⅲ(Salen) supported on tunable phenoxyl group modified zirconium poly (styrene-phenylvinylphosphonate)-phosphate as an efficient catalyst for epoxidation of unfunctionalized olefins

Xiaochuan Zou ^a,b,, ,
Kaiyun Shi ^a ,
Cun Wang ^a

1.
a Department of Biological and Chemical Engineering, Chongqing University of Education, Chongqing 400067, China;

Corresponding author: Xiaochuan Zou,
Received Date: 30 January 2014
Available Online: 21 February 2014
Fund Project:

We have developed a series of chiral Mn^Ⅲ(Salen) (chiral Jacobsen's catalyst) catalysts that were axially supported onto zirconium poly(styrene-phenylvinylphosphonate)-phosphate through tunable phenoxyl linkers of varying steric hindrance, and evaluated their performance as catalysts (Cat₁-Cat₃) for the epoxidation of unfunctionalized olefins using m-chloroperbenzoic acid as an oxidant. The corresponding non-supported analogues (Cat₄-Cat₆) were also prepared and tested under similar conditions. The results demonstrated that the incorporation of substituents at the ortho-positions of the tunable phenoxyl linkers had a critical effect on the catalytic activity. Furthermore, the enantioselectivity increased as the steric hindrance imposed by the linker increased, although this also led to a decrease in the conversions under the same reaction conditions, especially for heterogeneous epoxidation. The heterogeneous system also displayed high ee values and conversions in the absence of the axial additive N-methylmorpholine N-oxide, which is commonly required to improve the catalytic activity of epoxidation reactions, especially for the epoxidation of α-methylstyrene. The reusability of the catalyst was also evaluated over 11 catalytic cycles, with no significant reduction observed in the catalytic activity or enantioselectivity after five runs.
- Zirconium,
- Poly(styrene-phenylvinylphosphonate)-phosphate,
- Chiral Jacobsen’s Catalyst,
- Tunable phenoxyl linker groups
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沈阳化工大学材料科学与工程学院沈阳 110142

Chiral MnⅢ(Salen) supported on tunable phenoxyl group modified zirconium poly (styrene-phenylvinylphosphonate)-phosphate as an efficient catalyst for epoxidation of unfunctionalized olefins

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通讯作者: 陈斌, bchen63@163.com

Chiral Mn^Ⅲ(Salen) supported on tunable phenoxyl group modified zirconium poly (styrene-phenylvinylphosphonate)-phosphate as an efficient catalyst for epoxidation of unfunctionalized olefins