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Synthesis of a C3-symmetric tris-imine via dynamic covalent bond formation between a trialdehyde and a triamine
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2017-10-26 , DOI: 10.1016/j.tetlet.2017.10.061
Keiko Nakada , Seiya Kondo , Yoshiteru Matsumoto , Masamichi Yamanaka

Dynamic covalent chemistry is an effective technique for the preparation of complex organic compounds. We succeeded in synthesizing a cage-shaped compound through the aggregation of two types of functional molecules. More specifically, a tris-imine 5 was quantitatively obtained by reacting a C3-symmetric trialdehyde 1 with a triamine 4 in acetonitrile in the presence of a trifluoroacetic acid catalyst. We also achieved the synthesis of the corresponding triamine 9 and the acetylated derivative 10 through reduction of the tris-imine CN double bonds and subsequent acetylation.



中文翻译:

通过三醛和三胺之间的动态共价键形成合成C 3对称的三亚胺

动态共价化学是制备复杂有机化合物的有效技术。我们通过两种功能分子的聚集成功地合成了笼状化合物。更具体地,通过在三氟乙酸催化剂存在下使C 3对称的三醛1与三胺4在乙腈中反应来定量获得三亚胺5。通过还原三亚胺C N双键并随后进行乙酰化,我们还实现了相应的三胺9和乙酰化衍生物10的合成。

更新日期:2017-10-26
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