Optisch aktives 1,3-Diferrocenyl-1,3-diphenyl-allen |
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Authors: | Karl Schlögl Michael Widhalm |
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Institution: | (1) Institut für Organische Chemie, Universität Wien, A-1090 Wien, Österreich |
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Abstract: | The title compound 2 was prepared by thermal dehydration of 1,3-diferrocenyl-1,3-diphenyl-propenol (24) with 70% yield.24 was accessible from 1,3-diferrocenyl-propanedione-1,3 (25) in two steps with 10% overall yield: Treatment of25 with phenyllithium gave 1,3-diferrocenyl-3-phenyl-propenone (8) which after repeated reaction with phenyllithium afforded24.Partial optical resolution of2 was achieved by chromatography on triacetyl cellulose in ethanol, whereby both (+)- and (–)-2 were obtained with different enantiomeric purities as could be deduced from the CD-spectra with -values of +0.18 and –1.64, resp., at 480 nm.Attempts to prepare 1,3-diferrocenyl-allene and 1,3-diferrocenyl-1-phenyl-allene failed. In this context several 1,3-diferrocenyl-propenols,-propenones,-propenes,-propanones,-propanes and-butadienes were obtained.62. Mitt.:M. Benedikt undK. Schlögl, Mh. Chem.109, 805 (1978). |
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Keywords: | Chromatographic Resolution on Acetylcellulose Circular Dichroism 1 3-Diferrocenylbutadienes 1 3-Diferrocenylpropanes 1 3-Diferrocenylpropenes 1 3-Diferrocenylpropenols |
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