富烯与2-吡啶甲基理及2-喹啉甲基锂的反应含氮杂环取代二茂铁的合成  

Reactions of 6,6-Dialkylfulvenes with 6-Methyl-2-pyridylmethyllithium and 2-Quinolylmethyllithium Synthesis of Nitrogen-heterocyclic Substituted Ferrocene Derivatives

作　　者：贺峥杰[1] 舒学军[1] 陈寿山[1] 

机构地区：[1]南开大学元素有机化学研究所,天津300071

出　　处：《化学学报》1997年第6期605-610,共6页Acta Chimica Sinica

基　　金：国家自然科学基金资助项目

摘　　要：在四氢呋喃－乙醚溶剂中，６－甲基－２－吡啶甲基锂与６，６－二烷基富烯或６，６ｎ亚甲基富烯（ｎ＝４，５，６）均发生环外双键加成反应，在类似反应条件下，２－喹啉甲基锂与６－甲基－６－乙基富烯或６，６－五亚甲基富烯皆发生加反应加和α－攫氢的竞争反应，上述反应产生的取代环戊二烯基锂与二氯化铁配位，合成了一系列含氮杂环取代二茂铁衍生物，其结构经ＨＮＭＲ，元素分析和ＭＳ确证，在该类化合物的持谱裂解中。In mixed tetrahydrogenfuran - ether solvent, exocyclic double bond addition reactions of 6, 6 - dialkylfulvenes or 6,6- polymethylenefulvenes take place with 6 - methyl - 2 -pyridylmethyllithium. When 6 - methyl - 6 - ethylfulvene or 6,6 - pentamethylenefulvene reacts with 2 - quinolylmethyllithium under similar conditions, addition and a- hydrogen abstract occur competitively. A series of nitrogen - heterocyclic substituted ferrocene derivatives have been synthesized by complexation of substituted cyclopentadienyllithium obtained in above reactions with FeCl2. Their structures have been characterized by 1H NMR, elemental analysis and mass spectra In their MS breakdown mechanism, coordination of pyridyl moiety to iron atom is proposed.

关 键 词：富烯 吡啶甲基锂 喹啉甲基锂 二茂铁衍生物 

分 类 号：O627.11[理学—有机化学] O627.81[理学—化学]