Abstract
Starting from1-(dimethylaminomethyl)-2-iodo-ferrocene (3) [2.2](1,2)ferrocenophane (2) was prepared in an 8-step synthesis with 17% overall yield. Both from the oxoderivative12 and the ferrocenophane2 puretrans-isomers (12b and2b, resp.) were obtained; the former (12b) was reduced to a separable mixture ofexo andendo 1-hydroxy-ferrocenophanes13a andb, resp. (∼ 3:7), the configurations of which were assigned by the LIS-method.
X-ray crystal structure analysis of2b revealed a centrosymmetrical chair conformation. From1H- and13C-NMR spectra both for2b and for the hydroxyderivatives13 a rigidexo-exo chair conformation was deduced.
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Herrn Prof. Dr.E. Wünsch, München, mit den besten Wünschen zum 60. Geburtstag gewidmet.
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Paulus, H., Schlögl, K. & Weissensteiner, W. Synthese, Kristallstruktur und Konformation vontrans-[2.2](1,2)Ferrocenophan und seinen 1-Hydroxyderivaten. Monatsh Chem 114, 799–808 (1983). https://doi.org/10.1007/BF01134191
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DOI: https://doi.org/10.1007/BF01134191