0000000000367751

AUTHOR

Raisa I. Yurchenko

showing 10 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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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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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 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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