Aromatic foldamers with iminodicarbonyl linkers: Their structures and optical properties
Aromatic foldamers with iminodicarbonyl linkers: Their structures and optical properties
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DOI：
10.1021/jo048233m
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发表时间：
2005-02-18
影响因子：
3.6
通讯作者：
Kohmoto, S
中科院分区：
文献类型：
--
作者：
Masu, H;Sakai, M;Kohmoto, S
合成了由多个亚氨基二羰基连接基连接的含萘环的酰胺。这些分子迫使萘环被放置在彼此面对的位置，并且它们在溶液和结晶状态下都形成螺旋折叠体。通过单晶X射线衍射和H-1 NMR谱研究了它们的折叠结构。其吸收光谱和荧光光谱均随萘取代数的增加而发生红移。这种显著的变化是基于萘部分之间的分子内相互作用。通过在酰亚胺氮原子处引入手性助剂，可以控制折叠体的螺旋度，从而观察到诱导圆二色性。
Carboxamides possessing naphthalene rings connected by multiple iminodicarbonyl linkers were synthesized. These molecules forced the naphthalene rings to be placed in the positions facing each other, and they form helical foldamers both in solution and in the crystalline state. Their folding structures were investigated by single-crystal X-ray analysis and H-1 NMR spectroscopy. Their absorption and fluorescence spectra showed a red shift as the number of naphthalene moieties increased. This remarkable change is based on the intramolecular interaction between naphthalene moieties. Helicity of the foldamer can be controlled by the introduction of chiral auxiliaries at imide nitrogen atoms, which results in an observation of induced circular dichroism.