Synthesis, characterization and catalytic properties of chiral BINOL functionalized mesoporous silicas for enantioselective Morita-Baylis-Hillman reaction
文献类型:期刊论文
作者 | Wang, Xiaomei1,2; Han, Peng1,2; Qiu, Xuepeng2; Ji, Xiangling1; Gao, Lianxun1,2 |
刊名 | CATALYSIS LETTERS
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出版日期 | 2008-08-01 |
卷号 | 124期号:3-4页码:418-427 |
关键词 | Chiral Organosilane Derivatives Binol Sba-15 As Support Chiral Bronsted Acids Enantioselective Morita-baylis-hillman Reaction |
ISSN号 | 1011-372X |
DOI | 10.1007/s10562-008-9495-4 |
英文摘要 | Several Chiral BINOL functionalized mesoporous silicas were prepared by post grafting of organosilane derivatives of (S)-BINOL (1,1'-bi-2-naphthol) on SBA-15 and characterized by (13)C CP/MAS NMR, FT-IR, UV-visible absorption spectra, elemental analysis, powder XRD, nitrogen adsorption-desorption isotherms and TEM techniques. Their catalytic properties were demonstrated in enantioselective Morita-Baylis-Hillman reaction of 3-phenylpropanal and cyclohexenone. Among them, 3BSBA-15 linked through the 3 position of BINOL exhibit higher enantioselectivity (26% e.e.) and yield (88%) which are similar to the homogeneous catalyst (S)-BINOL (27% e.e. and 92% yield) as Bronsted acids catalyst, while complex of 3BSBA-15 and calcium 3BSBA-15-Ca show lower enantioselectivity (21% e.e.) than its homogeneous complex (S)-BINOL-Ca (32% e.e.) as ligand catalyst. 3BSBA-15 and 3BSBA-15-Ca can be reused with no significant decrease in enantioselectivity and yield. |
语种 | 英语 |
WOS记录号 | WOS:000258528000039 |
出版者 | SPRINGER |
源URL | [http://ir.iccas.ac.cn/handle/121111/63597] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Ji, Xiangling |
作者单位 | 1.Chinese Acad Sci, State Key Lab Polymer Phys & Chem, Grad Sch, Changchun 130022, Peoples R China 2.Chinese Acad Sci, Lab Polymer Engn, Grad Sch, Changchun Inst Appl Chem, Changchun 130022, Peoples R China |
推荐引用方式 GB/T 7714 | Wang, Xiaomei,Han, Peng,Qiu, Xuepeng,et al. Synthesis, characterization and catalytic properties of chiral BINOL functionalized mesoporous silicas for enantioselective Morita-Baylis-Hillman reaction[J]. CATALYSIS LETTERS,2008,124(3-4):418-427. |
APA | Wang, Xiaomei,Han, Peng,Qiu, Xuepeng,Ji, Xiangling,&Gao, Lianxun.(2008).Synthesis, characterization and catalytic properties of chiral BINOL functionalized mesoporous silicas for enantioselective Morita-Baylis-Hillman reaction.CATALYSIS LETTERS,124(3-4),418-427. |
MLA | Wang, Xiaomei,et al."Synthesis, characterization and catalytic properties of chiral BINOL functionalized mesoporous silicas for enantioselective Morita-Baylis-Hillman reaction".CATALYSIS LETTERS 124.3-4(2008):418-427. |
入库方式: OAI收割
来源:化学研究所
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