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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
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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.
出处 《有机化学》 SCIE CAS CSCD 北大核心 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
关键词 三唑卡宾 反应性质 钯配合物 α-芳基化反应 triazolium carbene reaction property palladium(Ⅱ) complex α-arylation
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