新型蒽并冠醚的合成及主客体键合行为

Synthesis of Novel Anthracene Crown Ethers and the Guest Binding Behaviors

以9,10-二溴甲基蒽为原料,经过3步反应合成了2种新型蒽并冠醚;采用核磁共振波谱、紫外光谱和单晶X射线衍射等手段研究了蒽并冠醚与2种π-缺电子客体之间的键合行为.结果表明,蒽并冠醚与客体之间的键合作用主要是π-堆积作用.通过紫外光谱滴定法测得蒽并冠醚与客体之间的键合常数高于经典的苯并冠醚和萘并冠醚,表明蒽结构基团的引入改善了冠醚的主-客体键合能力.

Two crown ethers bearing anthracene aromatics were synthesized from 9,10-dibromomethyl anthracene via three steps. The host-guest binding behavior between new crown ethers and two π-electron-deficient guests was investigated by means of ~1 H NMR,UV-Vis spectroscopy and X-ray diffraction analysis. The results revealed that host-guest interaction between anthracene crown ethers and guests was mainly contributed byπ-stacking. The association constants determined by UV-Vis spectrum. The result showed anthracene crown ethers had better binding ability than classical bezo-and naphtho-crown ethers,which indicated the introduction of anthracene aromatics could improve the host-guest binding ability of crown ethers significantly.