Synthesis and anion binding properties of phthalimide-containing corona[6]arenes
Synthesis and anion binding properties of phthalimide-containing corona[6]arenes
复制标题
含邻苯二甲酰亚胺晕[6]芳烃的合成及阴离子结合性能
DOI：
10.3762/bjoc.15.193
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发表时间：
2019-08-21
影响因子：
2.7
通讯作者：
Wang, Mei-Xiang
中科院分区：
文献类型：
--
作者：
Gu, Meng-Di;Lu, Yao;Wang, Mei-Xiang
通过3，6-二羟基邻苯二甲酰亚胺与3，6-二氯四嗪在温和条件下的一锅法大环缩合反应，高效、方便地合成了官能化的O_6-冠[3]芳烃[3]四氮杂。新的大环在溶液中以快速相互转化的构象的混合物形式存在，而在固体中它们采用三个邻苯二甲酰亚胺单元的顺式、反式构象。合成的O6-冠醚[3]芳烃[3]四嗪作为缺电子大环主体，由于阴离子与四嗪环之间的阴离子-π非共价相互作用，在气相和固相中对络合阴离子的构象进行了自调节。
Functionalized O6-corona[3]arene[3]tetrazines were synthesized efficiently and conveniently by means of a macrocyclic condensation reaction between N-functionalized 3,6-dihydroxyphthalimides and 3,6-dichlorotetrazine under mild conditions in a one-pot reaction manner. The novel macrocycles exist as a mixture of rapidly interconvertible conformers in solution while in the solid state they adopt the conformation in which three phthalimide units are cis,trans-orientated. Acting as electron-deficient macrocyclic hosts, the synthesized O6-corona[3]arene[3]tetrazines self-regulated conformational structures to complex anions in the gas phase and in the solid state owing to the anion–π noncovalent interactions between anions and the tetrazine rings.