Citation: Yan Jinyi, Yang Zhusheng, Yang Nianfa. Synthesis and Optical Properties of Helical Poly[(S)-3-hydroxyl- diphenylmethyl-3'-vinyl-2,2'-dihydroxy-1,1'-binaphthyl] and Its Use in Asymmetric Hetero-Diels-Alder Reaction[J]. Chinese Journal of Organic Chemistry, ;2016, 36(4): 812-817. doi: 10.6023/cjoc201510038 shu

Synthesis and Optical Properties of Helical Poly[(S)-3-hydroxyl- diphenylmethyl-3'-vinyl-2,2'-dihydroxy-1,1'-binaphthyl] and Its Use in Asymmetric Hetero-Diels-Alder Reaction

1.
Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105

Corresponding author: Yang Nianfa,
Received Date: 29 October 2015
Available Online: 10 December 2015
Fund Project: 国家自然科学基金(No.21172186) (No.21172186)高等学校博士学科点专项科研基金(No.20134301110004)资助项目. (No.20134301110004)

A novel binaphthol-based monomer, 3-hydroxydiphenylmethyl-3'-vinyl-2,2'-dihydroxy-1,1'-binaphthyl was synthesized and polymerized using azodiisobutyrodinitrile (AIBN) as an initiator to afford the polymer P-5. Polarimetry, UV-Vis and circular dichroism spectroscopy characterizations indicated that the polymer existed in the form of one-handed helical structure in solution. The application of helical polymer P-5 in catalytic asymmetric hetero-Diels-Alder (HDA) reaction between benzaldehyde and Danishefsky's diene has been studied, resulting in the target product with 71% ee. P-5can be easily recovered and reused without loss of catalytic activity.
- synthetichelical polymer,
- binaphthyl,
- hetero-Diels-Alder reaction,
- asymmetric catalysis
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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

Synthesis and Optical Properties of Helical Poly[(S)-3-hydroxyl- diphenylmethyl-3'-vinyl-2,2'-dihydroxy-1,1'-binaphthyl] and Its Use in Asymmetric Hetero-Diels-Alder Reaction

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

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通讯作者: 陈斌, bchen63@163.com