Synthesis of cyclic hydrocarbons via intramolecular coupling of bis-pentadienyl iron tricarbonyl cations |
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| Authors: | RS Sapienza PE Riley RE Davis R Pettit |
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| Institution: | The University of Texas at Austin, Department of Chemistry, Austin, Texas 78712 U.S.A. |
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| Abstract: | A general synthesis for the preparation of medium sized cycloalkanes having 1,2-butadienyl substituents is described. The reaction sequence involved acylation of butadiene-iron tricarbonyl with a diacid chloride, reduction of the resultant diketone to a diol derivative and conversion with HBF4 to an acyclic bis-pentadienyl Fe(C0)3 dicationic complex. Upon treatment with zinc the dication undergoes intramolecular ring closure to afford the bis-Fe(C0)3 complex of the 1,2-dibutadienyl cycloalkane. Five-, six- and ten-membered cyclolalkene derivatives have been prepared in this manner. |
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| Keywords: | Author to whom correspondence should be addressed |
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