Aza Macrocycle that selectively binds lithium ion with color change

Aza Macrocycle that selectively binds lithium ion with color change
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氮杂大环选择性结合锂离子并发生颜色变化

DOI:
10.1021/ja00331a074
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发表时间:
1984
影响因子:
15
通讯作者:
Y. Arai
Y. Arai
中科院分区:
化学1区
文献类型:
--
作者:
S. Ogawa;R. Narushima;Y. Arai

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当3的混合物用70%的硫酸处理时,得到红色的二丁基大环4,熔点154-155C,基本上是定量的。与2的最大区别是,4的电子光谱明显依赖于溶剂:在二氯甲烷中为红色,在甲醇中为无色(图1)。在非极性溶剂中,完全共轭的2(1FF)-吡啶亚甲基结构4占优势,而在极性溶剂中,吡啶结构5占优势。8
When the mixtureof 3 was treated with 70% sulfuric acid, it gave the red dibutyl macrocycle 4, mp 154-155 C, in essentially quantitative yield. The great difference from 2 is that the elec-tronic spectrum of 4 is remarkably solventdependent: red in methylene chloride and colorless in methanol (Figure 1). Fully conjugated 2 (1FF)-pyridylidene structure 4 is thought to predominate in nonpolar solvent, whereas pyridine structure 5 pre-dominates in polar solvent. 8