吡啶氮桥联三唑卡宾反应性质及其Pd(Ⅱ)-配合物催化杂芳环与芳基溴的α-烷基化反应研究  

Study on Reactivity of Pyrido-annulated Triazol-3-ylidenes and Its Application of Pd(Ⅱ) Complex in α-Arylation of Caffeines with Aryl Bromide

作　　者：马亚军[1] 严彪[1] 郭政科[1] 赵明涛[1] 韩海飞[1] 程芬芬[1] 葛靖国[1] 王金龙[1] 张岗虎[1] 

机构地区：[1]榆林学院化学与化工学院,榆林719000

出　　处：《有机化学》2011年第3期368-373,共6页Chinese Journal of Organic Chemistry

基　　金：陕西省科技厅社会发展计划基金(No.2010K14-02-23)资助项目

摘　　要：报道了吡啶氮桥联的双环三唑鎓盐1在NaH,K2CO3为碱的条件下脱去质子,分别形成三唑卡宾2和吡啶氮桥联三唑卡宾二聚体4,研究了2和4与亲电试剂的反应性质,2与水的反应产物N-乙基-N'-吡啶基甲醛肼3经单晶衍射结构分析.考察了配体1的卡宾-Pd(Ⅱ)配合物催化咖啡因与芳基溴的α-芳基化反应,在优化催化反应条件下,比较了不同三唑鎓盐之间的催化活性.结果表明,三唑鎓盐1表现出优良的催化活性.The triazolium carbene 2 and the pyrido-annulated triazolium carbene enetetramine 4 were syn-thesized from the pyrido-annulated triazolium salt 1 by deproton under strong base NaH and weak base K2CO3.The reaction performances of the carbene 2 and its enetetramine 4 with electrophilic reagents had also been studied,and the X-ray single-crystal analysis of the product N-ehthyl-N-（pyridine-1-yl）formohy-drazide 3 was studied.Reaction condition effect was tested.The Pd（Ⅱ） complex of the triazolium carbene 2 turned out to be a powerful catalyst in direct α-arylation of caffeines with aryl bromide,which was compara-ble with or even superior to other well-established triazolylidenes already in the literature.

关 键 词：三唑卡宾 反应性质 钯配合物 α-芳基化反应 

分 类 号：O643.32[理学—物理化学]