Journal
TETRAHEDRON LETTERS
Volume 55, Issue 4, Pages 869-872Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.12.034
Keywords
Template catalysis; Glycerol; Ferrocenylmethyl ethers; Hydrogen bonding; Hexafluoroisopropanol; Antifungal activity
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Funding
- Oxon Italia SPA
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The direct high-yield synthesis without solvent and catalyst, under mild conditions, of eleven novel mono substituted ferrocenylmethyl ethers and amine derivatives from ferrocenemethanol and vicinal oxygenated alcohols and amines is here reported. The peculiar ability of these classes of non acidic compounds to favor the dehydrative nucleophilic substitution is attributed to the presence of vicinal oxygen atoms to the reactive group able to build a hydrogen bonding network with the reactant. The role of carbon dioxide and hexafluoroisopropanol was investigated to support the hypothesis that a template catalysis effect is occurring. The in vitro anti-fungal activity of some of these derivatives was tested on two plant fungi, BoUytis cinerea and Penicillium species, with moderate activity. (C) 2013 Elsevier Ltd. All rights reserved.
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