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Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines

Abstract : 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.
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https://hal-univ-bourgogne.archives-ouvertes.fr/hal-01399442
Contributeur : Icmub - Université de Bourgogne <>
Soumis le : vendredi 18 novembre 2016 - 19:02:07
Dernière modification le : dimanche 23 juin 2019 - 11:00:03

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Oana Moncea, Maria A. Gunawan, Didier Poinsot, Hélène Cattey, Jonathan Becker, et al.. Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines. Journal of Organic Chemistry, American Chemical Society, 2016, 81 (19), pp.8759 - 8769. ⟨10.1021/acs.joc.6b01219⟩. ⟨hal-01399442⟩

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