The synthesis of trans-1-n-hexyl-cis-2,3-dideuterio cyclopropane and cis-1-n-hexyl-cis-2,3-dideuterio cyclopropane are reported. These specifically deuterated cyclopropanes were reacted with tetrachloro(diethylene)diplatinum to yield the product (dichloro(2-n-hexylpropane-1,3-diyl)platinum) of addition of Pt11 across the cyclopropyl C2C3 bond. It was shown by nmr spectroscopic analysis of the deuterated cyclopropanes and the bispyridine derivatives of the adducts that the Pt11–cyclopropane reaction was stereospecific and involved retention of configuration at both reacting carbons. This outcome is interpreted in terms of a concerted cycloaddition mechanism.
Untersuchungen der Stereochemie der Reaktion von n‐Hexylcyclopropan (II) (X : H) mit dem Pt(II)‐Dirneren (I) unter Verwendung von 2,3‐deuterierten cis‐Hexyl‐ und trans‐Hexyl‐Derivaten (II) (X: D) zeigen, daß die Bildung der komplexen Produkte (III) unter Einschiebung von Pt in die C2‐C3 ‐Bindung und unter Retention der Konfiguration beider C‐Atome erfolgt.
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