E. Klimova, T. Klimova, J. M. M. Stivalet
Apr 1, 2004
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Influential Citations
13
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Journal
European Journal of Organic Chemistry
Abstract
Dehydration of (E)- and (Z)-2-acetyl-1-ferrocenyl-3-methylbut-1-en-3-ols gave the corresponding (E)- and (Z)-2-acetyl-1-ferrocenyl-3-methylbuta-1,3-dienes, which have a cross-conjugated system of three double bonds. These heterotrienes readily afford the products of linear and cyclodimerization by following a cationic cyclodimerization mechanism; they also form Diels−Alder adducts with azodicarboxylic and maleic acid N-phenylimides. The spatial structures of (E)-2-acetyl-1-ferrocenyl-3-methylbuta-1,3-diene, (E,E)-1,5-diferrocenyl-2-isopropenyl-6-isopropylidene-3-methyl-1,3-octadiene-7-one, and 7-ferrocenyl-4-(ferrocenylmethylidene)-8-isopropylidene-1,3,5-trimethyl-9-oxabicyclo[3.3.1]non-2-ene were elucidated by X-ray diffraction analyses of single crystals. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)