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

被引:0
|
作者
E. I. Klimova
M. Martinez Garcia
T. Klimova
L. Ruiz Ramirez
J. M. Mendez Stivalet
N. N. Meleshonkova
机构
[1] Universidad Nacional Autonoma de Mexico,Facultad de Quimica
[2] Universidad Nacional Autonoma de Mexico,Instituto de Quimica
[3] M. V. Lomonosov Moscow State University,Department of Chemistry
来源
Russian Chemical Bulletin | 2000年 / 49卷
关键词
piperidine; triene; cyclodimerization; dimerization; fragmentation; allylic cation; ferrocene;
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学科分类号
摘要
3,5-Bis(ferrocenylmethylene)-1-methyl-4-methylenepiperidine, a diferrocenyltriene with a fixeds-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 acidN-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.
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页码:514 / 519
页数:5
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