由二茂铁亚胺环钯催化的Suzuki偶联反应合成具有发光性能的3-芳基噻吩  

Synthesis of 3-Arylthiophenes with Luminescent Property via Suzuki Cross-coupling Reaction Catalyzed by Cyclopalladated Ferrocenylimine

作　　者：张金莉[1] 吴养洁[1] 李敬亚[1] 杜晨霞[1] 郑菊梅[1] 麦松威[2] 宋毛平[1] 

机构地区：[1]郑州大学化学系河南省化学生物与有机化学重点实验室,河南省高等学校应用化学重点实验室,郑州450052 [2]香港中文大学化学系

出　　处：《高等学校化学学报》2007年第12期2311-2315,共5页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20472074);河南省优秀人才创新基金(批准号:0621001100)资助

摘　　要：3-芳基取代噻吩大多是电致发光材料的前体化合物.催化剂摩尔分数为0.5%的二茂铁亚胺环钯化合物在DMF/K3PO4/80℃条件下,能够有效地催化3-噻吩硼酸同芳基碘和芳基溴的Suzuki反应,方便地合成系列3-芳基噻吩衍生物.此方法操作简便,不需要加入过量的3-噻吩硼酸,催化剂用量小.化合物3b,3c和3d的发射光谱和激发光谱表明,此类化合物具有潜在的发光应用性能.Aryl-substituted thiophenes are important fine chemicals and can constitute ubiquitous fragments of the active semiconducting layer in organic field effect transistors（OFETs）. Among the variety of useful methods for the synthesis of these kinds of compounds, palladium-catalyzed Suzuki cross-coupling reaction received more researchers＇ attentions. Cyclopalladated ferrocenylimines catalyzed Suzuki cross-coupling reaction of aryl iodides, bromides with 3-thienylboronic acid was carried out in DMF at 80℃ in the presence of K3PO4 and without the protection of inert gas. This method has the advantage of low loadings both of catalyst and 3-thienylboronic acid, simple and easy handling procedure. By using this method the synthesis of 3-arylthiophenes could be readily achieved. The emission and excitation spectra of compounds 3b, 3c, 3d confirmed that 3-arylsubstituted thiophenes were a kind of potential organic LEDs materials.

关 键 词：二茂铁亚胺环钯化合物 SUZUKI反应 3-噻吩硼酸 3-芳基噻吩 发射光谱 激发光谱 

分 类 号：O621.3[理学—有机化学] O621.22[理学—化学]