Summary.
The reaction of flavanone with Cr(CO)6 gives two diastereomeric complexes 1 (cis) and 2 (trans) with the general formula [Cr(CO)3(C15H12O2)]. Due to the existence of an asymmetric carbon atom in the γ-pyrone ring, the two isomers are chiral. Both complexes were characterized by elemental microanalysis as well as by IR, NMR, UV, and mass spectroscopy. The X-ray analysis of 1 has shown that the Cr(CO)3 tripod is complexed to the benzene ring in an eclipsed conformation. The phenyl group adopts a cis configuration with respect to the tricarbonylchromium moiety, and the γ-pyrone ring is oriented in a 1,2-diplanar conformation.
Zusammenfassung.
Die Umsetzung von Flavanon mit Cr(CO)6 ergibt zwei diastereomere Komplexe 1 und 2 der allgemeinen Formel [Cr(CO)3(C15H12O2)]. Wegen des asymmetrischen Kohlenstoffatoms im γ-Pyronring sind die beiden Isomeren chiral. Beide Komplexe wurden elementaranalytisch sowie IR-, NMR-, UV- und massenspektroskopisch charakterisiert. Die Röntgenstrukturanalyse von 1 zeigt, daßder Cr(CO)3-Dreifuß bezüglich des Benzolrings ekliptisch orientiert ist. Die Phenylgruppe ist relativ zur Tricarbonylchromkomponente cis-konfiguriert, während der γ-Pyronring eine 1,2-diplanare Konformation einnimmt.
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Received June 9, 1998. Accepted (revised) August 31, 1998
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Suys, D., Lepoivre, A., Lemiere, G. et al. Synthesis and Crystal Structure of Tricarbonyl(η6-flavanone)chromium(0). Monatshefte fuer Chemie 130, 305–311 (1999). https://doi.org/10.1007/PL00010211
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DOI: https://doi.org/10.1007/PL00010211