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Selective Preparation of Diamondoid Phosphonates

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posted on 06.06.2014, 00:00 by Andrey A. Fokin, Raisa I. Yurchenko, Boryslav A. Tkachenko, Natalie A. Fokina, Maria A. Gunawan, Didier Poinsot, Jeremy E. P. Dahl, Robert M. K. Carlson, Michael Serafin, Hélène Cattey, Jean-Cyrille Hierso, Peter R. Schreiner
We present an effective sequence for the preparation of phosphonic acid derivatives of the diamondoids diamantane, triamantane, [121]­tetramantane, and [1­(2,3)­4]­pentamantane. The reactions of the corresponding diamondoid hydroxy derivatives with PCl3 in sulfuric or trifluoroacetic acid give mono- as well as didichlorophosphorylated diamondoids in high preparative yields.