4-(4-Nitrobenzyl)pyridine in Reaction with Diferrocenyl(methylthio)cyclopropenylium Iodide

Diferrocenyl(methylthio)cyclopropenylium iodide reactswith nitro compounds as CH-acids in the presence of triethylamine toyield both products with retention of the three-carbon ring and ringopeningproducts. Thus, 4-(4-nitrobenzyl)pyridine affords 1,2-diferrocenyl-3,3-dimethylthio- and 1,2-diferrocen...

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Detalhes bibliográficos
Autores: Eduardo Arturo Vázquez López, Marcos Flores, Juan Manuel Martínez Mendoza, Elena I. Klimova
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2007
País:México
Recursos:Universidad Nacional Autónoma de México
Repositorio:Redalyc-UNAM
OAI Identifier:oai:redalyc.org:47551104
Acesso em linha:https://www.redalyc.org/articulo.oa?id=47551104
Access Level:acceso abierto
Palavra-chave:Química
Ferrocene
butadiene
diferrocenyl
cyclopropenes
cyclopropenylium iodide
Descrição
Resumo:Diferrocenyl(methylthio)cyclopropenylium iodide reactswith nitro compounds as CH-acids in the presence of triethylamine toyield both products with retention of the three-carbon ring and ringopeningproducts. Thus, 4-(4-nitrobenzyl)pyridine affords 1,2-diferrocenyl-3,3-dimethylthio- and 1,2-diferrocenyl-3-[(4-nitrophenyl)(4-pyridyl)methylidene]cyclopropenes and acyclic compounds: 2,3-diferrocenyl-1,3,3-tris(methylthio)propene and 2,3- diferrocenyl-1-methylthio-4-(4-nitrophenyl)-4-(4-pyridyl)buta-1,3-diene. Theirstructures were established based on data from 1H and 13C NMR spectroscopyand X-ray diffraction analysis. The mechanistic aspects ofthese reactions are discussed.