Journalartikel

Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines


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

Jahr der Veröffentlichung2016

Seiten8759-8769

ZeitschriftThe Journal of Organic Chemistry

Bandnummer81

Heftnummer19

Open Access StatusGreen

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

VerlagAmerican 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.




Zitierstile

Harvard-ZitierstilMoncea, 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-ZitierstilMoncea, 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



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