Selective Preparation of Diamondoid
Phosphonates

Fokin, Andrey A.; Yurchenko, Raisa
I.; Tkachenko, Boryslav A.; Fokina, Natalie A.; Gunawan, Maria A.; Poinsot, Didier; Dahl, Jeremy
E. P.; M. K. Carlson, Robert; Serafin, Michael; Cattey, Hélène; Hierso, Jean-Cyrille; Schreiner, Peter R.

doi:10.1021/jo500793m.s001

jo500793m_si_001.pdf (3.51 MB)

Selective Preparation of Diamondoid Phosphonates

journal contribution

posted on 2014-06-06, 00:00 authored 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.