新型手性N, N, N', N'', N''', N'''-六-[2-(1-羟丁基)]三乙四胺六乙酰胺的合成及其在 不对称氢硅化反应中的应用  

Synthesis of Novel Chiral Triethylenetetramine-N, N, N', N'', N''', N'''-hexa-[2-(1-hydroxybutanyl)] acetoamide and Their Application in Asymmetric Hydrosilylation

作　　者：李伟杰[1] 

机构地区：[1]韩山师范学院化学系,潮州

出　　处：《有机化学研究》2014年第2期13-17,共5页Journal of Organic Chemistry Research

摘　　要：在N2保护下,三乙四胺六乙酸分别与(R)- 或(S)-2-氨基-1-丁醇在145℃下反应16 h,合成了新的手性化合物(R)-(+)-或(S)-(-)-N, N, N', N'', N''', N'''-六-[2-(1-羟丁基)]三乙四胺六乙酰胺,产率分别为69.5%和71.3%。运用上述手性化合物与[Rh(COD)Cl]2作手性催化剂,探讨了其在苯乙酮的不对称氢硅化反应中的催化活性,结果显示其具有较明显的催化活性,但反应的对映选择性较低(仅为37%ee)。Triethylenetetramine-N, N, N', N'', N''', N'''-hexaacetic acid reacted with (R)- or (S)-2-amino-1-butanol for 16 h at 145?C under the protection of nitrogen atmosphere, and gave novel chiral compounds (R)-(+)- or (S)-(-)-triethylenetetramine-N, N, N', N'', N''', N'''-hexa-[2-(1-hydroxybutanyl)] acetoamide in the yields of 69.5% and 71.3%, respectively. With the above chiral compounds and [Rh(COD)Cl]2 as chiral catalysts, the asymmetric hydrosilylation of acetophenone was investigated. The experimental results showed that they had remarkable catalytic activities, but the enantioselectivities of the reaction were low (only 37%ee).

关 键 词：三乙四胺六乙酸 N  N  N'  N''  N'''  N'''-六-[2-(1-羟丁基)]三乙四胺六乙酰胺 合成 不对称氢硅化 

分 类 号：O62[理学—有机化学]