Synthesis and structure of upper-rim 1,3-alternate tetraoxacalix[2]arene[2]triazine azacrowns and change of cavity in response to fluoride anion
Synthesis and structure of upper-rim 1,3-alternate tetraoxacalix[2]arene[2]triazine azacrowns and change of cavity in response to fluoride anion
复制标题
上环1,3-交替四氧萼[2]芳烃[2]三嗪氮杂冠的合成、结构及氟阴离子响应的空腔变化
DOI：
10.1021/jo0706168
复制
发表时间：
2007-07-06
影响因子：
3.6
通讯作者：
Wang, Mei-Xiang
中科院分区：
文献类型：
--
作者：
Hou, Bao-Yong;Wang, De-Xian;Wang, Mei-Xiang
由3,5-二羟基苯甲酸酯与三聚氰胺的分步片段偶联反应合成二胺与二氯四氧苄[2]-芳烃[2]-三嗪中间体的大环缩合反应，有效地构建了上环1,3-交替四氧苄[2]-芳烃[2]-三嗪氮杂冠。由于氨基与三嗪环的共轭形成，四氧杯[2]芳烃[2]三嗪偶氮冠存在于正异构体和反异构体的混合物中。荧光滴定和H-1 NMR研究表明，四恶杯[2]芳烃[2]三嗪氮杂冠与氟阴离子相互作用，导致宿主分子发生空腔变化。
The upper-rim 1,3-alternate tetraoxacalix[2]arene[2]triazine azacrowns were constructed effectively by macrocyclic condensation reaction of diamines with dichlorinated tetraoxacalix[2]arene[2]triazine intermediates that were synthesized from the stepwise fragment coupling reactions of 3,5-dihydroxybenzoic acid esters with cyanuric chlorides. Because of the formation of conjugation of amino groups with triazine rings, tetraoxacalix[2]arene[2]triazine azacrowns existed in a mixture of syn- and anti-isomeric forms. Both fluorescence titration and H-1 NMR spectroscopic study showed that tetraoxacalix[2]arene[2]triazine azacrowns interacted with fluoride anion, leading to cavity changes of the host molecules.