Camille Lescot

Centre National de la Recherche Scientifique

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Philippe Dauban

Institut de Chimie des Substances Naturelles

Florence Collet

Laboratoire de Mécanique et Génie Civil

J.‐C. Berthet

CEA Paris-Saclay

Thibault Cantat

CEA Paris-Saclay

Pascal Retailleau

Institut de Chimie des Substances Naturelles

P. Thuéry

Université Paris-Saclay

Benjamin Darses

Université Grenoble Alpes

Solène Savourey

Université Paris-Saclay

Troels Skrydstrup

Aarhus University

Guillaume Lefèvre

Marie Curie

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Centre National de la Recherche Scientifique

Chimie ParisTech

Université Paris Sciences et Lettres

Université Paris-Saclay

Université Paris Cité

Institut de Chimie des Substances Naturelles

Aarhus University

CEA Paris-Saclay

Commissariat à l'Énergie Atomique et aux Énergies Alternatives

Sorbonne Paris Cité

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Efficient Fluoride-Catalyzed Conversion of CO₂ to CO at Room Temperature

Journal of the American Chemical Society (2014)

Camille Lescot Dennis U. Nielsen Ilya S. Makarov Anders T. Lindhardt Kim Daasbjerg

A protocol for the efficient and selective reduction of carbon dioxide to carbon monoxide has been developed. Remarkably, this oxygen abstraction step can be performed with only the presence of catalytic cesium fluoride and a stoichiometric amount of a disilane in DMSO at room temperature. Rapid reduction of CO2 to CO could be achieved in only 2 h, which was observed by pressure measurements. To quantify the amount of CO produced, the reduction was coupled to an aminocarbonylation reaction using the two-chamber system, COware. The reduction was not limited to a specific disilane, since (Ph2MeSi)2 as well as (PhMe2Si)2 and (Me3Si)3SiH exhibited similar reactivity. Moreover, at a slightly elevated temperature, other fluoride salts were able to efficiently catalyze the CO2 to CO reduction. Employing a nonhygroscopic fluoride source, KHF2, omitted the need for an inert atmosphere. Substituting the disilane with silylborane, (pinacolato)BSiMe2Ph, maintained the high activity of the system, whereas the structurally related bis(pinacolato)diboron could not be activated with this fluoride methodology. Furthermore, this chemistry could be adapted to 13C-isotope labeling of six pharmaceutically relevant compounds starting from Ba13CO3 in a newly developed three-chamber system.

Disilane

Reactivity

Stoichiometry

Inert gas

Isopentane

Selective Reduction

10.1021/ja502911e

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Citations (130)

Intermolecular Alkene Aziridination: An Original and Efficient Cu^I···Cu^I Dinuclear Catalyst Deriving from a Phospha‐Amidinate Ligand

European Journal of Organic Chemistry (2012)

Noel Nebra Camille Lescot Philippe Dauban Sonia Mallet‐Ladeira Blanca Martín‐Vaca

Abstract Mononuclear and dinuclear Cu I complexes 1 and 2 derived from the phospha‐amidinate ligands [ t Bu 2 P(NSiMe 3 ) 2 ] – and [Ph 2 P(NSiMe 3 ) 2 ] – , respectively, have been evaluated in the catalytic aziridination of olefins using PhI=NTs (Ts = p ‐tolylsulfonyl) as the nitrene source. Dinuclear complex 2 featuring bridging NPN ligands and weak Cu ··· Cu interactions proved to be a robust and efficient catalyst. Aziridines could be obtained in good to excellent yields for a broad range of alkenes within 12 h at room temperature using 5 mol‐% Cu and 1.2 to 2.4 equiv. PhINTs with respect to the alkene. Complex 2 performed best with styrenes and methyl acrylate. The presence of weak Cu ··· Cu interactions in 2 is uncommon in catalytic aziridination reactions, and some interesting parallels with the widespread dinuclear Rh(II) catalysts can be drawn.

Alkene

Nitrene

10.1002/ejoc.201201478

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Citations (23)

CCDC 857499: Experimental Crystal Structure Determination

The Cambridge Structural Database (2013)

Camille Lescot Benjamin Darses Florence Collet Pascal Retailleau Philippe Dauban

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

10.5517/ccxs987

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CCDC 857498: Experimental Crystal Structure Determination

The Cambridge Structural Database (2013)

Camille Lescot Benjamin Darses Florence Collet Pascal Retailleau Philippe Dauban

10.5517/ccxs976

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CCDC 901290: Experimental Crystal Structure Determination

The Cambridge Structural Database (2013)

Noel Nebra Camille Lescot P. Dauban S. Mallet-Ladeira Blanca Martín‐Vaca

10.5517/ccz7vwx

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CCDC 1050106: Experimental Crystal Structure Determination

The Cambridge Structural Database (2016)

Camille Lescot Solène Savourey P. Thuéry Guillaume Lefèvre J.‐C. Berthet

10.5517/cc147qdh

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CCDC 1050105: Experimental Crystal Structure Determination

The Cambridge Structural Database (2016)

Camille Lescot Solène Savourey P. Thuéry Guillaume Lefèvre J.‐C. Berthet

Crystal (programming language)

10.5517/cc147qcg

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ChemInform Abstract: Organocatalyzed CO₂ Trapping Using Alkynyl Indoles.

ChemInform (2015)

Xin Zhuo Camille Lescot Stig D. Friis Kim Daasbjerg Troels Skrydstrup

Abstract This first organocatalyzed trapping of CO 2 gives access to new heterocyclic structures.

10.1002/chin.201539115

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CCDC 1050108: Experimental Crystal Structure Determination

The Cambridge Structural Database (2016)

Camille Lescot Solène Savourey P. Thuéry Guillaume Lefèvre J.‐C. Berthet

Crystal (programming language)

10.5517/cc147qgk

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ChemInform Abstract: Efficient Fluoride‐Catalyzed Conversion of CO₂ to CO at Room Temperature.

ChemInform (2014)

Camille Lescot Dennis U. Nielsen Ilya S. Makarov Anders T. Lindhardt Kim Daasbjerg

Abstract A mild protocol including CsF as catalyst and (Ph 2 MeSi) 2 as oxygen accepting reagent is developed to convert carbon dioxide to carbon monoxide.

10.1002/chin.201442082

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