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含光学活性联二萘酚基团可溶性高分子手性配体的合成及其不对称加成反应
THE SYNTHESIS OF SOLUBLE POLYMER-SUPPORTED CHIRAL BINOL LIGANDS AND ASYMMETRIC ADDITION REACTIONS
【Abstract】 Soluble polymeric chiral binaphthol (BINOL) ligands have been synthesized through copolymerization of 3,3′-bis(hydroxymethyl)-2,2′-bis(methoxymethy leneoxy)-1,1′-binaphthyl,1,6-dihydroxyhexane and 1,4-benzene dicarbonyl chloride followed by deprotection of methoxymethyleneoxy groups by iPrOH/HCl,and their application in the enantioselective addition of diethylzinc to benzaldehyde was investigated.All soluble polymeric chiral BINOL ligands were characterized by IR、 1H-NMR、GPC and elemental analysis,which clearly demonstrated the formation of polymeric chiral BINOL ligands.These soluble polymeric chiral ligands were found to be effective in the addition of diethylzinc to benzaldehyde either in the presence or in the absence of Ti(Oi Pr)4 with higher catalytic activities and lower enantioselectivities.In the latter case,the dendritic chiral BINOL ligands showed much higher catalytic activity and a little higher enantioselectivity than BINOLs.
【Key words】 1; 1′-BINOL; Chiral polymeric catalyst; Synthesis; Asymmetric catalysis; Reaction;
- 【文献出处】 高分子学报 ,Acta Polymerica Sinica , 编辑部邮箱 ,2006年02期
- 【分类号】O631.3
- 【被引频次】2
- 【下载频次】238