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- Title
Synthesis and Reactivity of Ferrocenyl-Substituted Allylamine Derivatives.
- Authors
Bouchene, Rafika; Daran, Jean‐Claude; Bouacida, Sofiane; Manoury, Eric
- Abstract
[(2-Ferrocenylvinyl)methyl]dimethylamine ( 2) was obtained in good yields and with perfect regio- and stereoselectivity by reaction of dimethylmethylideneammonium salts with vinylferrocene. After methylation of amine 2, [(2-ferrocenylvinyl)methyl]trimethylammonium iodide ( 4) was obtained in high yields and used to transfer the ferrocene-containing allyl group to various amines. By controlling reaction conditions, various linear and branched ferrocenyl-substituted allylamines could be obtained with good yields and selectivities. When anilines were used as substrates against ammonium salt 4, compounds originating from Friedel-Crafts reactions were also obtained, with complete regioselectivity towards the para position.
- Subjects
FERROCENE derivatives; ALLYLAMINE derivatives; REACTIVITY (Chemistry); DIMETHYLAMINE; METHYLIDENES; AMMONIUM salts; FRIEDEL-Crafts reaction; SUBSTITUTION reactions
- Publication
European Journal of Inorganic Chemistry, 2017, Vol 2017, Issue 2, p340
- ISSN
1434-1948
- Publication type
Article
- DOI
10.1002/ejic.201600860