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
摘要:
在N
2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)。
Abstract:
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).
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