2,2′-联吡啶取代的1,3,4-噁二唑硫醚的合成及晶体结构

Synthesis and crystal structures of 2,2′-bipyridine substitued 1,3,4-oxadiazole thioethers

利用基团拼合原理，将2，2′-联吡啶和硫醚结构引入到1，3，4-噁二唑母体结构中．以1，10-菲罗啉为原料，经过氧化、酯化、肼解以及环合等化学反应，合成了中间体2，2′-联吡啶-3，3′-二甲酰肼、2，2L联吡啶-3，3，-二（5-E1，3，4-噁二唑-2-硫酮]）以及4个2，2L联吡啶-3，3′-二（5-E1，3，4-噁二唑-2-硫醚]）系列目标化合物，其结构通过1HNMR和单晶X-射线衍射等进行表征．晶体结构分析表明：2，2′-联吡啶的3和3′位上取代基不同，2个吡啶环所在平面的偏转角度不同，1，3，4-噁二唑-2-硫醚结构能使2个吡啶环呈现较大的偏转角度．

A series of novel 2,2＇-bipyridine substituted 1,3,4-oxadiazole thioether were designed and synthesized by introducing 2,2＇-bipyridine moiety and thioether moiety to the structure of 1,3,4-ox- adiazole. Two intermediates, 2,2＇-Bipyridine-3,3＇-dicarbohydrazide and 2,2＇-bipyridine-3,3＇-di （5-1, 3,4-oxadiazole-2 （3 H）-thione and four target compounds, 2,2 ＇-bipyridine-3,3＇-di （5-1,3,4-oxadiazole-2 （3H）-thioethers were synthesized from 1,10-phenanthroline through oxidation, esterification, hydraz- inlysis, cyclization and etherifieation reactions, the structures of these compounds were characterized by 1H NMR and single crystal X-ray diffraction, respectively. Their crystal structures were also dis- cussed in details and torsion angles between the two pyridine ring planes of 2,2＇-bipyridine in the dif- ferent compounds were different due to the different 3,3＇-substituent groups.