6533b7dafe1ef96bd126f6d8
RESEARCH PRODUCT
Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines
Jean-cyrille HiersoJean-cyrille HiersoRaisa I. YurchenkoAndrey A. FokinDidier PoinsotJonathan BeckerEkaterina D. ButovaHeike HausmannMaria A. GunawanMaria A. GunawanOana MonceaHélène CatteyPeter R. SchreinerMarina ŠEkutorsubject
room-temperaturemolecular tripoddeactivated aryl chlorideshomogeneous catalysts010402 general chemistryDiamondoidselective preparationchemistry01 natural sciencesMedicinal chemistryChemical reaction[ CHIM ] Chemical Scienceschemistry.chemical_compoundOrganic chemistry[CHIM]Chemical SciencesarylationAlkylNanodiamonds ; Diamondoid Phosphines ; diamantane ; adamantane ; adamantylphosphinechemistry.chemical_classification010405 organic chemistryChemistryligandsArylOrganic Chemistrypalladiumphosphorylated adamantanes3. Good health0104 chemical sciencesChemical bondDensity functional theoryDiamantanePhosphinedescription
International audience; Direct unequal C-H bond difunctionalization of phosphorylated diamantane was achieved in high yield from the corresponding phosphonates. Reduction of the functionalized phosphonates provides access to novel primary and secondary alkyl/aryl diamantane phosphines. The prepared primary diamantyl phosphines are quite air stable compared to their adamantyl and especially alkyl or aryl analogues. This finding is corroborated by comparing the singly occupied molecular orbital energy levels of the corresponding phosphine radical cations obtained by density functional theory computations.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-08-25 |