不对称树枝状咔唑类衍生物的合成  

Synthesis of asymmetric dendritic carbazole derivatives

作　　者：偶辉 刘课艳 董雪芬[1] 王彭敏 石先莹[1] 

机构地区：[1]陕西师范大学化学化工学院,陕西省大分子科学重点实验室,陕西西安710119

出　　处：《陕西师范大学学报（自然科学版）》2014年第6期50-53,59,共5页Journal of Shaanxi Normal University：Natural Science Edition

基　　金：国家自然科学基金资助项目(20906059;21272145);中央高校基本科研业务费专项资金项目(GK201102005;GK261001095)

摘　　要：以1,4-二溴苯和1,8-二碘联苯为原料分别与咔唑发生乌尔曼偶联反应制得两种相应的成对偶联分子,用NBS作为溴化试剂与这两种分子反应制得新型的多溴代产物:3,3′,6-三溴-1,4-双咔唑基苯、3,3′,6,6′-四溴-1,4-双咔唑基苯和3,3′,6-三溴-1,8-双咔唑基联苯.该溴化物与咔唑在铜催化下发生乌尔曼偶联反应制得3种新颖的树枝状咔唑类衍生物:3,3′,6-三(N-咔唑基)-1,4-双咔唑基苯、3,3′,6,6’-四(N-咔唑基)-1,4-双咔唑基苯、3,3′,6-三(N-咔唑基)-1,8-双咔唑基联苯.通过核磁、质谱分别对所合成的化合物进行了表征.Three kinds of novel dendritic carbazole derivatives were designed and synthesized via three steps using 1,8-diiodobiphenyl and 1,4-dibromobenzene as starting material.In this process,two pairs of conjugate molecules,which were obtained through Ullmann coupling reaction between phenyldihalide and carbazole,reacted with NBS to generate three multi-brominated intermediates：3,3′,6-tribromo-1, 4-bis-carbazolyl-benzene,3,3′,6,6′-tetrabromo-1,4-bis-carbazolyl-benzene,3,3′,6- tribromo-1,4-bis-carbazolyl-biphenyl.Then,the desired novel dendritic carbazole derivatives including 3,3′,6-Tri（N-car-bazolyl）-1,4-bis-carbazolyl-benzene,3,3′,6,6′-Tetra （N-carbaolyl）-1,4-bis-carbazolybenzene,3,3′,6-Tri（N-carbazolyl）-1,8-bis-carbazolyl-biphenyl were formed through Ullmann coupling again with multi-brominated compounds and carbazole.The intermediates and target products were characterized by 1 H NMR,13 C NMR and MS.

关 键 词：咔唑衍生物 乌尔曼偶联反应 树枝状分子 

分 类 号：O626.1[理学—有机化学]