0000000001298997

AUTHOR

Peter R. Schreiner

showing 17 related works from this author

Defying Stereotypes with Nanodiamonds: Stable Primary Diamondoid Phosphines

2016

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.

room-temperaturemolecular tripoddeactivated aryl chlorideshomogeneous catalysts010402 general chemistryDiamondoidselective preparationchemistry01 natural sciencesMedicinal chemistryChemical reaction[ CHIM ] Chemical Scienceschemistry.chemical_compoundOrganic chemistry[CHIM]Chemical SciencesarylationAlkylNanodiamonds ; Diamondoid Phosphines ; diamantane ; adamantane ; adamantylphosphinechemistry.chemical_classification010405 organic chemistryChemistryligandsArylOrganic Chemistrypalladiumphosphorylated adamantanes3. Good health0104 chemical sciencesChemical bondDensity functional theoryDiamantanePhosphine
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Nanodiamond‐Palladium Core–Shell Organohybrid Synthesis: A Mild Vapor‐Phase Procedure Enabling Nanolayering Metal onto Functionalized sp 3 ‐Carbon

2018

NanocompositeMaterials scienceVapor phasechemistry.chemical_element02 engineering and technology010402 general chemistry021001 nanoscience & nanotechnologyCondensed Matter PhysicsDiamondoid01 natural sciences0104 chemical sciencesElectronic Optical and Magnetic MaterialsBiomaterialsMetalchemistryChemical engineeringvisual_artElectrochemistryvisual_art.visual_art_mediumSelf-assembly0210 nano-technologyNanodiamondCarbonPalladiumAdvanced Functional Materials
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Diamondoid Nanostructures as sp 3 ‐Carbon‐Based Gas Sensors

2019

Diamondoids, sp3 -hybridized nanometer-sized diamond-like hydrocarbons (nanodiamonds), difunctionalized with hydroxy and primary phosphine oxide groups, enable the assembly of the first sp3 -C-based chemical sensors by vapor deposition. Both pristine nanodiamonds and palladium nanolayered composites can be used to detect toxic NO2 and NH3 gases. This carbon-based gas sensor technology allows reversible NO2 detection down to 50 ppb and NH3 detection at 25-100 ppm concentration with fast response and recovery processes at 100 °C. Reversible gas adsorption and detection is compatible with 50 % humidity conditions. Semiconducting p-type sensing properties are achieved from devices based on prim…

Phosphine oxideMaterials science010405 organic chemistrychemistry.chemical_elementGeneral ChemistryChemical vapor deposition010402 general chemistryDiamondoid01 natural sciencesCatalysis0104 chemical scienceschemistry.chemical_compoundAdsorptionchemistryChemical engineeringHybrid materialCarbonPhosphinePalladiumAngewandte Chemie International Edition
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Nanodiamonds: Emergence of Functionalized Diamondoids and Their Unique Applications

2015

chemistry.chemical_compoundMaterials sciencechemistryAdamantaneNanotechnologyDiamondoidDetonation nanodiamondDiamantane
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Selective Preparation of Diamondoid Phosphonates

2014

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.

Phosphonic acid derivativeschemistry.chemical_compoundchemistryOrganic ChemistryTrifluoroacetic acidOrganic chemistrySequence (biology)DiamondoidDiamantaneThe Journal of Organic Chemistry
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The functionalization of nanodiamonds (diamondoids) as a key parameter of their easily controlled self-assembly in micro- and nanocrystals from the v…

2014

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 …

Truncated octahedronMaterials scienceNanocrystalSurface modificationGeneral Materials ScienceSublimation (phase transition)NanotechnologySelf-assemblyChemical vapor depositionNanodiamondDiamondoidNanoscale
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Palladium‐Catalyzed C2−H Arylation of Unprotected (N−H)‐Indoles “On Water” Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine O…

2018

Phosphine oxidePrimary (chemistry)010405 organic chemistryChemistryOrganic Chemistrychemistry.chemical_elementHomogeneous catalysis010402 general chemistry01 natural sciencesMedicinal chemistryCatalysis0104 chemical sciencesCatalysisInorganic Chemistrychemistry.chemical_compoundPhysical and Theoretical ChemistryPhosphinePalladiumChemCatChem
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Diamondoids: functionalization and subsequent applications of perfectly defined molecular cage hydrocarbons

2014

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…

chemistry.chemical_classificationChemistryAdamantaneMolecular electronicsGeneral ChemistryPolymerDiamondoidCatalysischemistry.chemical_compoundComputational chemistryOrganocatalysisMaterials ChemistrySurface modificationMoleculeOrganic chemistryDiamantaneNew J. Chem.
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CCDC 1054568: Experimental Crystal Structure Determination

2016

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersadamantan-1-yl(diphenyl)phosphine sulfideExperimental 3D Coordinates
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CCDC 1875843: Experimental Crystal Structure Determination

2019

Related Article: Oana Moncea, Juan Casanova-Chafer, Didier Poinsot, Lukas Ochmann, Clève D. Mboyi, Houssein O. Nasrallah, Eduard Llobet, Imen Makni, Molka El Atrous, Stéphane Brandès, Yoann Rousselin, Bruno Domenichini, Nicolas Nuns, Andrey A. Fokin, Peter R. Schreiner, Jean-Cyrille Hierso|2019|Angew.Chem.,Int.Ed.|58|9933|doi:10.1002/anie.201903089

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters9-phosphinopentacyclo[7.3.1.1412.027.0611]tetradecan-4-olExperimental 3D Coordinates
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CCDC 1009244: Experimental Crystal Structure Determination

2014

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

Space GroupCrystallographyCrystal Systemnonacyclo[11.7.1.1^618^.0^116^.0^211^.0^38^.0^419^.0^817^.0^1015^]docos-6-ylphosphonic dichlorideCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1009245: Experimental Crystal Structure Determination

2014

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterspentacyclo[7.3.1.1^412^.0^27^.0^611^]tetradec-1-ylphosphonic dichlorideExperimental 3D Coordinates
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CCDC 1054567: Experimental Crystal Structure Determination

2016

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

Space GroupCrystallographyCrystal Systempentacyclo[7.3.1.1412.027.0611]tetradec-4-ylphosphonic dichlorideCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1054565: Experimental Crystal Structure Determination

2016

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

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(9-chloropentacyclo[7.3.1.1412.027.0611]tetradec-4-yl)phosphonic dichlorideExperimental 3D Coordinates
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CCDC 1054566: Experimental Crystal Structure Determination

2016

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

Space GroupCrystallographyCrystal Systemadamantan-1-yl(diphenyl)phosphine oxideCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1009243: Experimental Crystal Structure Determination

2014

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

Space GroupCrystallographyCrystal SystemCrystal Structureundecacyclo[9.9.1.1^113^.1^37^.1^319^.1^59^.1^515^.0^29^.0^417^.0^1325^.0^1724^]hexacos-7-ylphosphonic dichlorideCell ParametersExperimental 3D Coordinates
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CCDC 1054569: Experimental Crystal Structure Determination

2016

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

Space GroupCrystallographyCrystal Systemtribenzyl(9-hydroxypentacyclo[7.3.1.1412.027.0611]tetradec-4-yl)phosphonium bromideCrystal StructureCell ParametersExperimental 3D Coordinates
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