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Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines (CROSBI ID 232025)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Moncea, Oana ; Gunawan, Maria A. ; Poinsot, Didier ; Cattey, Hélène ; Becker, Jonathan ; Yurchenko, Raisa I. ; Butova, Ekaterina D. ; Hausmann, Heike ; Šekutor, Marina ; Fokin, Andrey A. et al. Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines // Journal of organic chemistry, 81 (2016), 19; 8759-8769. doi: 10.1021/acs.joc.6b01219

Podaci o odgovornosti

Moncea, Oana ; Gunawan, Maria A. ; Poinsot, Didier ; Cattey, Hélène ; Becker, Jonathan ; Yurchenko, Raisa I. ; Butova, Ekaterina D. ; Hausmann, Heike ; Šekutor, Marina ; Fokin, Andrey A. ; Hierso, Jean-Cyrille ; Schreiner, Peter R.

engleski

Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines

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.

Nanodiamonds ; Diamondoid Phosphines ; diamantane ; adamantane ; adamantylphosphine

M.Š. would like to thank the Alexander-von-Humboldt Foundation for a Humboldt Research Fellowship for Postdoctoral Researchers.

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Podaci o izdanju

81 (19)

2016.

8759-8769

objavljeno

0022-3263

1520-6904

10.1021/acs.joc.6b01219

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