title: 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.
authors: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB), UMR-CNRS 6302, Université de Bourgogne Franche-Comté , 9 Avenue Alain Savary, 21078 Dijon, France.|Institut für Organische Chemie, Justus-Liebig-Universität , Heinrich-Buff-Ring 17, 35392 Giessen, Germany.
authors: Oana
authors: O
authors: Moncea
authors: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB), UMR-CNRS 6302, Université de Bourgogne Franche-Comté , 9 Avenue Alain Savary, 21078 Dijon, France.|Institut für Organische Chemie, Justus-Liebig-Universität , Heinrich-Buff-Ring 17, 35392 Giessen, Germany.
authors: Maria A
authors: MA
authors: Gunawan
authors: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB), UMR-CNRS 6302, Université de Bourgogne Franche-Comté , 9 Avenue Alain Savary, 21078 Dijon, France.
authors: Didier
authors: D
authors: Poinsot
authors: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB), UMR-CNRS 6302, Université de Bourgogne Franche-Comté , 9 Avenue Alain Savary, 21078 Dijon, France.
authors: Hélène
authors: H
authors: Cattey
authors: Institut für Anorganische und Analytische Chemie, Justus-Liebig-Universität , Heinrich-Buff-Ring 17, 35392 Giessen, Germany.
authors: Jonathan
authors: J
authors: Becker
authors: Department of Organic Chemistry, Kiev Polytechnic Institute , Pr. Pobedy 37, 03056 Kiev, Ukraine.
authors: Raisa I
authors: RI
authors: Yurchenko
authors: Department of Organic Chemistry, Kiev Polytechnic Institute , Pr. Pobedy 37, 03056 Kiev, Ukraine.
authors: Ekaterina D
authors: ED
authors: Butova
authors: Institut für Organische Chemie, Justus-Liebig-Universität , Heinrich-Buff-Ring 17, 35392 Giessen, Germany.
authors: Heike
authors: H
authors: Hausmann
authors: Institut für Organische Chemie, Justus-Liebig-Universität , Heinrich-Buff-Ring 17, 35392 Giessen, Germany.
authors: Marina
authors: M
authors: Šekutor
authors: Institut für Organische Chemie, Justus-Liebig-Universität , Heinrich-Buff-Ring 17, 35392 Giessen, Germany.|Department of Organic Chemistry, Kiev Polytechnic Institute , Pr. Pobedy 37, 03056 Kiev, Ukraine.
authors: Andrey A
authors: AA
authors: Fokin
authors: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB), UMR-CNRS 6302, Université de Bourgogne Franche-Comté , 9 Avenue Alain Savary, 21078 Dijon, France.|Institut Universitaire de France (IUF) , 103 Bd. Saint Michel, 75005 Paris Cedex 5, France.
authors: Jean-Cyrille
authors: JC
authors: Hierso
authors: Institut für Organische Chemie, Justus-Liebig-Universität , Heinrich-Buff-Ring 17, 35392 Giessen, Germany.
authors: Peter R
authors: PR
authors: Schreiner