Journal article

Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines


Authors listMoncea, O; Gunawan, MA; Poinsot, D; Cattey, H; Becker, J; Yurchenko, RI; Butova, ED; Hausmann, H; Sekutor, M; Fokin, AA; Hierso, JC; Schreiner, PR

Publication year2016

Pages8759-8769

JournalThe Journal of Organic Chemistry

Volume number81

Issue number19

Open access statusGreen

DOI Linkhttps://doi.org/10.1021/acs.joc.6b01219

PublisherAmerican Chemical Society


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.




Citation Styles

Harvard Citation styleMoncea, O., Gunawan, M., Poinsot, D., Cattey, H., Becker, J., Yurchenko, R., et al. (2016) Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines, The Journal of Organic Chemistry, 81(19), pp. 8759-8769. https://doi.org/10.1021/acs.joc.6b01219

APA Citation styleMoncea, O., Gunawan, M., Poinsot, D., Cattey, H., Becker, J., Yurchenko, R., Butova, E., Hausmann, H., Sekutor, M., Fokin, A., Hierso, J., & Schreiner, P. (2016). Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines. The Journal of Organic Chemistry. 81(19), 8759-8769. https://doi.org/10.1021/acs.joc.6b01219


Last updated on 2025-10-06 at 10:40