3,5-bis(ferrocenylmethylene)-1-methyl-4-methylenepiperidine. Synthesis and some chemical properties

被引：4
|
作者：
Klimova, EI
Garcia, MM
Klimova, T
Ramirez, LR
Stivalet, JMM
Meleshonkova, NN
机构：
[1] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
[2] Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04510, DF, Mexico
[3] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2000年 / 49卷 / 03期
关键词：
piperidine; triene; cyclodimerization; dimerization; fragmentation; allylic cation; ferrocene;
D O I：
10.1007/BF02494786
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
3,5-Bis(ferrocenylmethylene)-1-methyl-4-methylenepiperdine, a diferrocenyltriene with a fixed s-cisoid conformation of the exocyclic double bonds, was synthesized. On heating, this compound cyclodimerizes according to the [4+2]-cycloaddition scheme; it forms Diels-Alder adducts with azodicarboxylic and maleic acid N-phenylimides. The compound easily cyclodimerizes in the presence of acids by a proton cyclodimerization mechanism to give a spiro cyclodimer. The triene also adds a 3,5-bis(ferrocenylmethylene)-1,4-dimethyl-1-azonia-4-cyclohexyl salt to the terminal methylene group yielding linear and cyclic addition products.
引用
收藏
页码：514 / 519
页数：6
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