An efficient synthetic approach towards new 5,5'-diaryl-2,2'-bipyridine-based fluorophores  

作　　者：Alexey P.Krinochkin Dmitry S.Kopchuk Nikolay V.Chepchugov Grigory A.Kim Igor S.Kovalev Matiur Rahman Grigory V.Zyryanov Adinath Majee Vladimir L.Rusinov Oleg N.Chupakhin 

机构地区：[1]Ural Federal University,Yekaterinburg 620002,Russian Federation [2]Postovsky Institute of Organic Synthesis of RAS(Ural Division),Yekaterinhurg 620990,Russian Federation [3]Department of Chemistry,Visva-Bharati(A Central University),Santiniketan 731235,India

出　　处：《Chinese Chemical Letters》2017年第5期1099-1103,共5页中国化学快报（英文版）

基　　金：supported by the Russian Science Foundation(No.15-13-10033)

摘　　要：An efficient approach has been developed for the synthesis of 5,5＇-diaryl-2,2＇-bipyridines via their 1,2,4-triazine analogues.The notable advantages of the present method are：The possibility of varying the aromatic substituents in the positions 5 and 5＇ of bipyridine core and the possibility for obtaining 2,2＇-bipyridines bearing a fused cyclopentene core to increase the solubility in organic solvents.These 5,5＇-diaryl-2,2＇-bipyridines exhibited an intense emission in a range of ca.422-521 nm in acetonitrile solution;depending on the nature of the aromatic substituents and the presence of annulated cyclopentene fragments.Apart from that,the significant bathochromic shifts of the both absorption and emission maxima were observed in comparison with a number of previously described similar structures.In some cases the significant increasing of the fluorescence quantum yields took place.An efficient approach has been developed for the synthesis of 5,5＇-diaryl-2,2＇-bipyridines via their 1,2,4-triazine analogues.The notable advantages of the present method are：The possibility of varying the aromatic substituents in the positions 5 and 5＇ of bipyridine core and the possibility for obtaining 2,2＇-bipyridines bearing a fused cyclopentene core to increase the solubility in organic solvents.These 5,5＇-diaryl-2,2＇-bipyridines exhibited an intense emission in a range of ca.422-521 nm in acetonitrile solution;depending on the nature of the aromatic substituents and the presence of annulated cyclopentene fragments.Apart from that,the significant bathochromic shifts of the both absorption and emission maxima were observed in comparison with a number of previously described similar structures.In some cases the significant increasing of the fluorescence quantum yields took place.

关 键 词：2 2＇-Bipyridines 1 2 4-Triazines Aza-Diels-Alder reaction Fluorescence 

分 类 号：O626.32[理学—有机化学]