Application of Two Chiral BINOL Polymers in Asymmetric Epoxidation Reaction †

doi:10.7503/cjcu20190141

Abstract

Abstract:

Two chiral polymers based on binaphthol(BINOL) were synthesized. The polymer can be used as a chiral inducer to coordinate with ZnEt₂ to form a recoverable self-supporting catalyst, which could be used in the asymmetric catalytic reaction of α,β-unsaturated ketones. The target products of high yield and good enantioselectivity(e.e. value up to 99%) can be obtained under mild conditions. The catalytic activity was not reduced significantly after 4 or 5 cycles of recovery of the recovered polymers.

Key words: 1,1'-Bi-2-naphthol, Chiral polymer, Aromatic ketone, Asymmetric epoxidation, ZnEt₂

CLC Number:

O621

TrendMD:

LIU Feng, LI Qinfang, OUYANG Kunbing, YANG Nianfa. Application of Two Chiral BINOL Polymers in Asymmetric Epoxidation Reaction ^†[J]. Chem. J. Chinese Universities, 2019, 40(8): 1628.

Figures/Tables 7

References 38

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Recycling times	Poly-B^a		Poly-C^b
Recycling times	Yield^c(%)	e.e.^d(%)	Yield^c(%)	e.e.^d(%)
1	89	82	89	88
2	85	80	85	85
3	84	82	83	90
4	84	79	85	87
5	87	81	—	—

Recycling times	Poly-B^a		Poly-C^b
Recycling times	Yield^c(%)	e.e.^d(%)	Yield^c(%)	e.e.^d(%)
1	89	82	89	88
2	85	80	85	85
3	84	82	83	90
4	84	79	85	87
5	87	81	—	—