0000000000367756
AUTHOR
Maria A. Gunawan
Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines
International audience; 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.
Nanodiamond‐Palladium Core–Shell Organohybrid Synthesis: A Mild Vapor‐Phase Procedure Enabling Nanolayering Metal onto Functionalized sp 3 ‐Carbon
Nanodiamonds: Emergence of Functionalized Diamondoids and Their Unique Applications
Selective Preparation of Diamondoid Phosphonates
We present an effective sequence for the preparation of phosphonic acid derivatives of the diamondoids diamantane, triamantane, [121]tetramantane, and [1(2,3)4]pentamantane. The reactions of the corresponding diamondoid hydroxy derivatives with PCl3 in sulfuric or trifluoroacetic acid give mono- as well as didichlorophosphorylated diamondoids in high preparative yields.
The functionalization of nanodiamonds (diamondoids) as a key parameter of their easily controlled self-assembly in micro- and nanocrystals from the vapor phase.
We detail herein readily accessible processes to control previously unobserved robust self-assemblies of nanodiamonds (diamondoids) in micro- and nanocrystals from their mild vapor deposition. The chemical functionalization of uniform and discernible nanodiamonds was found to be a key parameter, and depending on the type of functional group (hydroxy, fluorine, etc.) and its position on the diamondoid, the structure of the discrete deposits can vary dramatically. Thus, well-defined anisotropic structures such as rod, needle, triangle or truncated octahedron shapes can be obtained, and self-assembled edifices of sizes ranging from 20 nm to several hundred micrometers formed with conservation …
Diamondoids: functionalization and subsequent applications of perfectly defined molecular cage hydrocarbons
The term “diamondoid” describes cage hydrocarbon molecules that are superimposable on the diamond lattice. Diamondoids that are formally built by face-fusing of adamantane units, namely diamantane, triamantane, tetramantane, etc., have fascinated chemists since the beginning of the last century. The functionalization of these perfectly defined (C,H)-molecules is described here. Thus, diamondoid halides and diamondoid alcohols are first rank precursors for amino and phosphine-substituted diamondoids that have proved to be highly useful in therapeutic applications and metal catalysis, respectively. The extent of functionalization and polyfunctionalization achieved for adamantane and diamantan…
CCDC 1054568: Experimental Crystal Structure Determination
Related Article: Oana Moncea, Maria A. Gunawan, Didier Poinsot, Hélène Cattey, Jonathan Becker, Raisa I. Yurchenko, Ekaterina D. Butova, Heike Hausmann, Marina Šekutor, Andrey A. Fokin, Jean-Cyrille Hierso, Peter R. Schreiner|2016|J.Org.Chem.|81|8759|doi:10.1021/acs.joc.6b01219
CCDC 1009244: Experimental Crystal Structure Determination
Related Article: Andrey A. Fokin, Raisa I. Yurchenko, Boryslav A. Tkachenko, Natalie A. Fokina, Maria A. Gunawan, Didier Poinsot, Jeremy E. P. Dahl , Robert M. K. Carlson , Michael Serafin , Hélène Cattey, Jean-Cyrille Hierso , and Peter R. Schreiner|2014|J.Org.Chem.|79|5369|doi:10.1021/jo500793m
CCDC 1009245: Experimental Crystal Structure Determination
Related Article: Andrey A. Fokin, Raisa I. Yurchenko, Boryslav A. Tkachenko, Natalie A. Fokina, Maria A. Gunawan, Didier Poinsot, Jeremy E. P. Dahl , Robert M. K. Carlson , Michael Serafin , Hélène Cattey, Jean-Cyrille Hierso , and Peter R. Schreiner|2014|J.Org.Chem.|79|5369|doi:10.1021/jo500793m
CCDC 1054567: Experimental Crystal Structure Determination
Related Article: Oana Moncea, Maria A. Gunawan, Didier Poinsot, Hélène Cattey, Jonathan Becker, Raisa I. Yurchenko, Ekaterina D. Butova, Heike Hausmann, Marina Šekutor, Andrey A. Fokin, Jean-Cyrille Hierso, Peter R. Schreiner|2016|J.Org.Chem.|81|8759|doi:10.1021/acs.joc.6b01219
CCDC 1054565: Experimental Crystal Structure Determination
Related Article: Oana Moncea, Maria A. Gunawan, Didier Poinsot, Hélène Cattey, Jonathan Becker, Raisa I. Yurchenko, Ekaterina D. Butova, Heike Hausmann, Marina Šekutor, Andrey A. Fokin, Jean-Cyrille Hierso, Peter R. Schreiner|2016|J.Org.Chem.|81|8759|doi:10.1021/acs.joc.6b01219
CCDC 1054566: Experimental Crystal Structure Determination
Related Article: Oana Moncea, Maria A. Gunawan, Didier Poinsot, Hélène Cattey, Jonathan Becker, Raisa I. Yurchenko, Ekaterina D. Butova, Heike Hausmann, Marina Šekutor, Andrey A. Fokin, Jean-Cyrille Hierso, Peter R. Schreiner|2016|J.Org.Chem.|81|8759|doi:10.1021/acs.joc.6b01219
CCDC 1009243: Experimental Crystal Structure Determination
Related Article: Andrey A. Fokin, Raisa I. Yurchenko, Boryslav A. Tkachenko, Natalie A. Fokina, Maria A. Gunawan, Didier Poinsot, Jeremy E. P. Dahl , Robert M. K. Carlson , Michael Serafin , Hélène Cattey, Jean-Cyrille Hierso , and Peter R. Schreiner|2014|J.Org.Chem.|79|5369|doi:10.1021/jo500793m
CCDC 1054569: Experimental Crystal Structure Determination
Related Article: Oana Moncea, Maria A. Gunawan, Didier Poinsot, Hélène Cattey, Jonathan Becker, Raisa I. Yurchenko, Ekaterina D. Butova, Heike Hausmann, Marina Šekutor, Andrey A. Fokin, Jean-Cyrille Hierso, Peter R. Schreiner|2016|J.Org.Chem.|81|8759|doi:10.1021/acs.joc.6b01219