The synthesis and complexing properties of chiral diaza crown ethers and cryptands incorporating D-mannopyranoside units
The synthesis and complexing properties of chiral diaza crown ethers and cryptands incorporating D-mannopyranoside units
复制标题
手性二氮杂冠醚和含有 D-吡喃甘露糖苷单元的穴状配体的合成和络合特性
DOI：
10.1080/00958979209407948
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发表时间：
1992
影响因子：
1.9
通讯作者：
N. Spencer
中科院分区：
文献类型：
--
作者：
M. Pietraszkiewicz;N. Spencer
用标准方法合成了几种以D-甘露糖为手性来源的手性大环分子受体。已设计了三种类型的宿主分子：具有连接基团的二氮杂冠醚，以及具有收敛结合位点的宿主(或两者)。在有机溶剂中，所有主体与伯铵离子(RS)和碱金属羧酸盐(SR)络合时均表现出对映体选择性。具有收敛结合位点的宿主具有较高的对映体选择性。通过提取实验和核磁共振波谱观察到了后者。
Several chiral macrocyclic molecular receptors based on D-mannose as a source of chirality, have been synthesized by standard methods. Three types of host molecules have been designed: cryptands, diaza crown ethers with ligating groups, and hosts (or both types) with convergent binding sites. All hosts displayed enantioselectivity upon complexation with primary ammonium cations (RS), and alkali metal carboxylates (SR) in organic solvents. Hosts featuring convergent binding sites exhibited higher enantioselectivity. The latter was observed by extraction experiments followed by NMR spectroscopy.