6533b81ffe1ef96bd1278f92

RESEARCH PRODUCT

Selective Preparation of Diamondoid Phosphonates

Michael SerafinRobert M. K. CarlsonPeter R. SchreinerNatalie A. FokinaJeremy E. P. DahlMaria A. GunawanJean-cyrille HiersoRaisa I. YurchenkoHélène CatteyAndrey A. FokinBoryslav A. TkachenkoDidier Poinsot

subject

Phosphonic acid derivativeschemistry.chemical_compoundchemistryOrganic ChemistryTrifluoroacetic acidOrganic chemistrySequence (biology)DiamondoidDiamantane

description

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.

https://doi.org/10.1021/jo500793m