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Functional Group Migration in Reactions of 1,2‐Diferrocenyl‐3‐(methylthio)cyclopropenylium Iodide with CH Acids
Author(s) -
Klimova Elena I.,
García Marcos Martínez,
Berestneva Tatiana Klimova,
Alvarez Toledano Cecilio,
Toscano Ruben Alfredo,
Backinowsky Leon V.
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600413
Subject(s) - chemistry , diethyl malonate , malonic acid , malononitrile , malonate , medicinal chemistry , iodide , organic chemistry , catalysis
1,2‐Diferrocenyl‐3‐(methylthio)cyclopropenylium iodide reacts with malonic acid derivatives (diethyl malonate and malononitrile as the active methylene compounds) to give mainly the corresponding 3,4‐diferrocenyl‐2‐(methylthio)hexa‐2,4‐dienedioic acid and 2,3‐diferrocenyl‐4‐(methylthio)buta‐1,3‐diene‐1,1‐dicarboxylic acid derivatives as well as ethyl 2,3‐diferrocenyl‐4‐(methylthio)‐5‐oxocyclo‐1,3‐pentadiene‐1‐carboxylate or 2‐cyano‐3,4‐diferrocenyl‐5‐(methylthio)‐2,4‐cyclopentadien‐1‐imine. X‐ray diffraction data for diethyl (2 Z ,4 E )‐3,4‐diferrocenyl‐2‐(methylthio)hexa‐2,4‐dienedioate and 2,3‐diferrocenyl‐4‐(methylthio)buta‐1,3‐diene‐1,1‐dicarbonitrile are presented. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)