Vincent Ritleng | Université de Strasbourg (original) (raw)

Papers by Vincent Ritleng

Catalysis Science & Technology, 2013

ABSTRACT The in situ generated nickel hydride complex, [Ni(Mes2NHC)HCp], and its cationic analogu... more ABSTRACT The in situ generated nickel hydride complex, [Ni(Mes2NHC)HCp], and its cationic analogue, [Ni(Mes2NHC)(NCMe)Cp](PF6), are efficient and chemoselective pre-catalysts for the hydrosilylation of both aldimines and ketimines under mild conditions.

Organometallics, Nov 14, 2011

Chemical Communications, 2014

Please note that technical editing may introduce minor changes to the text and/or graphics, which... more Please note that technical editing may introduce minor changes to the text and/or graphics, which may alter content. The journal's standard Terms & Conditions and the Ethical guidelines still apply. In no event shall the Royal Society of Chemistry be held responsible for any errors or omissions in this Accepted Manuscript or any consequences arising from the use of any information it contains.

Journal of the American Chemical Society, Sep 10, 2010

Nickel joins the fairly exclusive list of metals that can activate nitrile C-H bonds. We report t... more Nickel joins the fairly exclusive list of metals that can activate nitrile C-H bonds. We report the first example of the C-H activation of an acetonitrile ligand on a nickel center. The acetonitrile ligand formally loses a proton and undergoes a sharp flip to give a cyanomethyl ligand that is coordinated to the nickel atom. Structures of an initial N-bound acetonitrile-nickel complex and of a final cyanomethyl-nickel complex are both presented. JA105368P Figure 2. Molecular structure of 3. Key atoms are labeled. Only H atoms of the cyanomethyl ligand are shown (as isotropic spheres). Selected distances (Å) and angles (deg):

ACS Catalysis, Jan 27, 2015

An ovel nickel N-heterocyclic carbene catalyzed cross-coupling reaction of aryl aldehydes with bo... more An ovel nickel N-heterocyclic carbene catalyzed cross-coupling reaction of aryl aldehydes with boronic esters for the synthesis of aryl ketones was developed. This reaction provides am ild, practical method toward aryl ketones,w hich are versatile intermediates and building blocks in organic synthesis.

Catalysts, Jan 12, 2019

NiCp † L(NHC)] (+) complexes (Cp † = Cp (η 5-C 5 H 5), Cp* (η 5-C 5 Me 5); NHC = N-heterocyclic c... more NiCp † L(NHC)] (+) complexes (Cp † = Cp (η 5-C 5 H 5), Cp* (η 5-C 5 Me 5); NHC = N-heterocyclic carbene; L = Cl − or NCMe) have been tested as pre-catalysts for the direct arylation of benzothiazole in the presence of an alkoxide. Only the pentamethylcyclopentadienyl derivative, [NiCp*Cl(IMes)] (IMes = 1,3-bis(2,4,6-trimethylphenylimidazol-2-ylidene), enabled low conversion to the desired coupling product with phenyl iodide as the electrophilic coupling partner. In contrast, all cyclopentadienyl complexes proved to be inactive. 1 H NMR studies of the "catalytic" reaction mixtures demonstrate that they cleanly convert to an unreactive C(2)-benzothiazolyl derivative, whose identity has been confirmed by an independent synthesis and characterization. The latter constitutes a potential energy well that quenches all further reactivity, and provides a rare example of C(2)-metallated azolyl complex.

Organometallics, Jun 27, 2011

Since the first isolation of a stable imidazol-2-ylidene as a free ligand, 1 N-heterocyclic carbe... more Since the first isolation of a stable imidazol-2-ylidene as a free ligand, 1 N-heterocyclic carbenes (NHCs) have become an important class of ligands in organometallic chemistry. 2 The easy preparation and handling of their precursors and their high modularity, as well as their strong σ-donor properties, 3 which allow them to form strong NHCÀmetal bonds that prevent ligand dissociation, 4 have made them popular as supporting ligands in transition-metal catalysis. 2,5 Nickel NHC systems offer significant potential advantages, including a lower cost and a reduced tendency to deposit metallic nanoparticles, 6 as compared to many noble metal NHC systems, but they have been less studied than palladium, ruthenium, or even rhodium NHC systems. Nevertheless, nickel NHC catalysts have now found applications in a vast number of organic transformations, including notably CÀC cross-coupling reactions, 7À10 the amination of arylamines, 11 and [2 þ 2 þ 2] cycloadditions. 12 Moreover, nickel NHC complexes are capable of activating small molecules such as O 2 13 and CO 2 , 14 as well as the fairly unreactive CÀS and CÀC bonds in sulfoxides 15 and organonitriles, 16 respectively. We recently described the base-promoted CÀH activation of a labile acetonitrile ligand on a nickel NHC center. This reaction results in the acetonitrile ligand formally losing a proton and doing a sharp flip to give a nickel cyanomethyl complex

Dalton Transactions, 2010

Cationic half-sandwich nickel complexes of general formula [Ni(NHC)(NCMe)(eta(5)-C5R5)](PF6) [NHC... more Cationic half-sandwich nickel complexes of general formula [Ni(NHC)(NCMe)(eta(5)-C5R5)](PF6) [NHC = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr) a, 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (IMes) b; R = H, Me] were prepared from the reaction of their neutral homologues [Ni(NHC)Cl(eta(5)-C5R5)] with 1 equiv. of KPF6 in acetonitrile at room temperature. The new cationic complexes [Ni(IPr)(NCMe)(eta(5)-C5Me5)](PF6) 3a, [Ni(IMes)(NCMe)(eta(5)-C5Me5)](PF6) 3b and [Ni(IMes)(NCMe)(eta(5)-C5H5)](PF6) 4b were obtained in high yield and were fully characterized by 1H and 13C NMR spectroscopy, IR spectroscopy, elemental analyses, and in the case of 3a by a single-crystal X-ray diffraction study. The neutral analogue of 3a, [Ni(IPr)Cl(eta(5)-C5Me5)] 1a was also structurally characterized. Their geometries were compared and no significant structural differences were observed. Nevertheless solution NMR spectroscopy established that the acetonitrile ligand of the cationic species is labile in solution. This results in the absence of any rotational significant barrier about the nickel-carbene carbon bond at ambient temperature in solution in the sterically congested cationic complexes 3a and 3b, in contrast to their neutral analogues 1a and [Ni(IMes)Cl(eta(5)-C5Me5)] 1b. The neutral and the cationic complexes catalyzed the cross-coupling of phenylboronic acid with aryl halides in the absence of co-catalysts or reductants. Surprisingly, the neutral or cationic nature of the complexes proved to have almost no influence on the reaction yields and rates. However, complexes bearing the bulky electron-rich pentamethylcyclopentadienyl ligand were much more active than those bearing the cyclopentadienyl ligand, and TOF of up to 190 h(-1), a high rate for nickel(II) complexes under similar conditions, were observed with these species.

Dalton Transactions, 2008

Organometallics, Nov 28, 2011

ABSTRACT Cationic cyclopentadienyl mixed bis-N-heterocyclic carbene (NHC) nickel complexes of the... more ABSTRACT Cationic cyclopentadienyl mixed bis-N-heterocyclic carbene (NHC) nickel complexes of the general formula [Ni(NHC)(NHC')Cp](PF6) (NHC/NHC' = 1,3-bis(2,4,6- trimethylphenyl)imidazol-2-ylidene (Mes(2)NHC) a, 1,3-dimethyl-imidazol-2-ylidene (Me2NHC) b, 1-isopropyl-3-methyl-imidazol-2-ylidene (iPr-NHC-Me) c; Cp = eta(5)-C5H5) were prepared by the reaction of the cationic monocarbene complex [Ni(Mes(2)NHC)-(NCMe)Cp](PF6) 1a or [Ni(Me2NHC)(NCMe)Cp](BF4) 1b with the appropriate free carbene. The new mixed bis(carbene) complexes [Ni(Mes(2)NHC)(Me2NHC)Cp](PF6) 2ab, [Ni(Mes(2)NHC)(iPr-NHC-Me)Cp](PF6) 2ac, and [Ni(Me2NHC)(iPr-NHC-Me)CpRBF4) 2bc were obtained in moderate-to-high yields and were fully characterized by H-1 and C-13 NMR spectroscopies, elemental analyses, and, in the case of 2ab, by a single-crystal X-ray diffraction study. The monocarbene precursor 1b was also structurally characterized. The mixed bis-NHC complexes 2ab and 2ac were tested as catalysts for the Suzuki-Miyaura cross-coupling of phenylboronic acid with 4'-bromoacetophenone, and their activities were compared to that of related monocarbene CpNi complexes.

Organometallics, May 14, 1999

Cycloruthenated complexes of the type [(η 6 -C 6 H 6 )Ru(C N)CH 3 CN] + PF 6 - (C N = C 6 H 4 -2-... more Cycloruthenated complexes of the type [(η 6 -C 6 H 6 )Ru(C N)CH 3 CN] + PF 6 - (C N = C 6 H 4 -2-CH 2 NMe 2 , (R)-(+)-C 6 H 4 -2-CH(Me)NMe 2 , C 6 H 2 -3,4-(OCH 3 ) 2 -2-CH 2 NMe 2 ) are readily obtained by the intramolecular C−H activation of N,N-dimethylbenzylamine ...

ChemInform, Sep 18, 2014

From Acetone Metalation to the Catalytic -Arylation of Acyclic Ketones with NHC-Nickel(II) Compl... more From Acetone Metalation to the Catalytic -Arylation of Acyclic Ketones with NHC-Nickel(II) Complexes.-The inexpensive, easy-to-handle, and air-stable catalyst is successfully applied in the title reaction. Cyclic indanone does not react under this conditions and acetophenone gives only aldol condensation products [reaction of (Xc)]. Mechanistic studies suggests a radical pathway.-(HENRION,

ChemInform, May 20, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Organometallics, Dec 20, 2002

ABSTRACT Ethene has been reacted under mild conditions with the benzene cycloruthenated dimethyl-... more ABSTRACT Ethene has been reacted under mild conditions with the benzene cycloruthenated dimethyl-(phenylmethyl)amine compounds [Ru(η 6 -C 6 H 6){2-(CH 2 NMe 2 -κN)-C 6 H 4 -κC 1 }L] + (1a, L) Cl -; 1b, L) NCMe), obtained via intramolecular C-H activation. The stoichiometric arylated olefin dimethyl((2-ethenylphenyl)methyl)amine (2) and/or new organometallic species result-ing from the overall insertion of one carbon atom into the Ru-C bond, [Ru(η 6 -C 6 H 6){1-(CHMe-κC)-2-(CH 2 NMe 2 -κN)-C 6 H 4 }L] + (3a, L) Cl -; 3b, L) NCMe), have been obtained in varying proportions according to the reaction conditions and to the nature of the starting complex. The six-membered metallacycles were found as a single pair of enantiomers of R Ru R C and S Ru S C configurations, as established by 1 H NOE experiments. In solution under an argon atmosphere, 3a rearranged to the more stable five-membered ruthenacycle [Ru(η 6 -C 6 H 6){2-(CH 2 NMe 2 -κN)-3-Et-C 6 H 3 -κC 1 }Cl] (4a). Under ethene pressure, the intramolecular rear-rangement is followed by a second ethene insertion into the Ru-C bond, leading to the formation of [Ru(η 6 -C 6 H 6){1-(CHMe-κC)-2-(CH 2 NMe 2 -κN)-3-Et-C 6 H 3 }Cl] (5a), the overall reaction being the result of a double C-H activation. A molecule of propene has also been inserted into the Ru-C bond of 1a. Diastereo-and regiospecific double insertion leading to the formation of [Ru(η 6 -C 6 H 6){1-(CHEt-κC)-2-(CH 2 NMe 2 -κN)-3-iPr-C 6 H 3 }Cl] (7a) has been observed. Ethene insertion performed on the benzene ruthenacycle 1a in deuterated methanol led to stereospecific deuterium incorporation in the six-membered metallacycle 3a at both carbon atoms of the CHMe unit. These data militate in favor of the reversibility of most elementary steps of the insertion process.

European Journal of Inorganic Chemistry, 2010

... Carmen Cuncillos Carmona 1 ,; Sarah Clapham 2 ,; Mathieu Gonidec 1 ,; Vincent Ritleng 1 ,; Pi... more ... Carmen Cuncillos Carmona 1 ,; Sarah Clapham 2 ,; Mathieu Gonidec 1 ,; Vincent Ritleng 1 ,; Pierre Braunstein 2 ,; Richard Welter 3 ... 1 Laboratoire de Chimie Organométallique Appliquée, UMR 7509 CNRS, Ecole Européenne de Chimie, Polymères et Matériaux, Université de ...

Journal of Chemical Education, Jun 1, 2007

Chemical Communications, 2013

Organometallics, Feb 2, 2012

Catalysis Science & Technology, 2013

ABSTRACT The in situ generated nickel hydride complex, [Ni(Mes2NHC)HCp], and its cationic analogu... more ABSTRACT The in situ generated nickel hydride complex, [Ni(Mes2NHC)HCp], and its cationic analogue, [Ni(Mes2NHC)(NCMe)Cp](PF6), are efficient and chemoselective pre-catalysts for the hydrosilylation of both aldimines and ketimines under mild conditions.

Organometallics, Nov 14, 2011

Chemical Communications, 2014

Please note that technical editing may introduce minor changes to the text and/or graphics, which... more Please note that technical editing may introduce minor changes to the text and/or graphics, which may alter content. The journal's standard Terms & Conditions and the Ethical guidelines still apply. In no event shall the Royal Society of Chemistry be held responsible for any errors or omissions in this Accepted Manuscript or any consequences arising from the use of any information it contains.

Journal of the American Chemical Society, Sep 10, 2010

Nickel joins the fairly exclusive list of metals that can activate nitrile C-H bonds. We report t... more Nickel joins the fairly exclusive list of metals that can activate nitrile C-H bonds. We report the first example of the C-H activation of an acetonitrile ligand on a nickel center. The acetonitrile ligand formally loses a proton and undergoes a sharp flip to give a cyanomethyl ligand that is coordinated to the nickel atom. Structures of an initial N-bound acetonitrile-nickel complex and of a final cyanomethyl-nickel complex are both presented. JA105368P Figure 2. Molecular structure of 3. Key atoms are labeled. Only H atoms of the cyanomethyl ligand are shown (as isotropic spheres). Selected distances (Å) and angles (deg):

ACS Catalysis, Jan 27, 2015

An ovel nickel N-heterocyclic carbene catalyzed cross-coupling reaction of aryl aldehydes with bo... more An ovel nickel N-heterocyclic carbene catalyzed cross-coupling reaction of aryl aldehydes with boronic esters for the synthesis of aryl ketones was developed. This reaction provides am ild, practical method toward aryl ketones,w hich are versatile intermediates and building blocks in organic synthesis.

Catalysts, Jan 12, 2019

NiCp † L(NHC)] (+) complexes (Cp † = Cp (η 5-C 5 H 5), Cp* (η 5-C 5 Me 5); NHC = N-heterocyclic c... more NiCp † L(NHC)] (+) complexes (Cp † = Cp (η 5-C 5 H 5), Cp* (η 5-C 5 Me 5); NHC = N-heterocyclic carbene; L = Cl − or NCMe) have been tested as pre-catalysts for the direct arylation of benzothiazole in the presence of an alkoxide. Only the pentamethylcyclopentadienyl derivative, [NiCp*Cl(IMes)] (IMes = 1,3-bis(2,4,6-trimethylphenylimidazol-2-ylidene), enabled low conversion to the desired coupling product with phenyl iodide as the electrophilic coupling partner. In contrast, all cyclopentadienyl complexes proved to be inactive. 1 H NMR studies of the "catalytic" reaction mixtures demonstrate that they cleanly convert to an unreactive C(2)-benzothiazolyl derivative, whose identity has been confirmed by an independent synthesis and characterization. The latter constitutes a potential energy well that quenches all further reactivity, and provides a rare example of C(2)-metallated azolyl complex.

Organometallics, Jun 27, 2011

Since the first isolation of a stable imidazol-2-ylidene as a free ligand, 1 N-heterocyclic carbe... more Since the first isolation of a stable imidazol-2-ylidene as a free ligand, 1 N-heterocyclic carbenes (NHCs) have become an important class of ligands in organometallic chemistry. 2 The easy preparation and handling of their precursors and their high modularity, as well as their strong σ-donor properties, 3 which allow them to form strong NHCÀmetal bonds that prevent ligand dissociation, 4 have made them popular as supporting ligands in transition-metal catalysis. 2,5 Nickel NHC systems offer significant potential advantages, including a lower cost and a reduced tendency to deposit metallic nanoparticles, 6 as compared to many noble metal NHC systems, but they have been less studied than palladium, ruthenium, or even rhodium NHC systems. Nevertheless, nickel NHC catalysts have now found applications in a vast number of organic transformations, including notably CÀC cross-coupling reactions, 7À10 the amination of arylamines, 11 and [2 þ 2 þ 2] cycloadditions. 12 Moreover, nickel NHC complexes are capable of activating small molecules such as O 2 13 and CO 2 , 14 as well as the fairly unreactive CÀS and CÀC bonds in sulfoxides 15 and organonitriles, 16 respectively. We recently described the base-promoted CÀH activation of a labile acetonitrile ligand on a nickel NHC center. This reaction results in the acetonitrile ligand formally losing a proton and doing a sharp flip to give a nickel cyanomethyl complex

Dalton Transactions, 2010

Cationic half-sandwich nickel complexes of general formula [Ni(NHC)(NCMe)(eta(5)-C5R5)](PF6) [NHC... more Cationic half-sandwich nickel complexes of general formula [Ni(NHC)(NCMe)(eta(5)-C5R5)](PF6) [NHC = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr) a, 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (IMes) b; R = H, Me] were prepared from the reaction of their neutral homologues [Ni(NHC)Cl(eta(5)-C5R5)] with 1 equiv. of KPF6 in acetonitrile at room temperature. The new cationic complexes [Ni(IPr)(NCMe)(eta(5)-C5Me5)](PF6) 3a, [Ni(IMes)(NCMe)(eta(5)-C5Me5)](PF6) 3b and [Ni(IMes)(NCMe)(eta(5)-C5H5)](PF6) 4b were obtained in high yield and were fully characterized by 1H and 13C NMR spectroscopy, IR spectroscopy, elemental analyses, and in the case of 3a by a single-crystal X-ray diffraction study. The neutral analogue of 3a, [Ni(IPr)Cl(eta(5)-C5Me5)] 1a was also structurally characterized. Their geometries were compared and no significant structural differences were observed. Nevertheless solution NMR spectroscopy established that the acetonitrile ligand of the cationic species is labile in solution. This results in the absence of any rotational significant barrier about the nickel-carbene carbon bond at ambient temperature in solution in the sterically congested cationic complexes 3a and 3b, in contrast to their neutral analogues 1a and [Ni(IMes)Cl(eta(5)-C5Me5)] 1b. The neutral and the cationic complexes catalyzed the cross-coupling of phenylboronic acid with aryl halides in the absence of co-catalysts or reductants. Surprisingly, the neutral or cationic nature of the complexes proved to have almost no influence on the reaction yields and rates. However, complexes bearing the bulky electron-rich pentamethylcyclopentadienyl ligand were much more active than those bearing the cyclopentadienyl ligand, and TOF of up to 190 h(-1), a high rate for nickel(II) complexes under similar conditions, were observed with these species.

Dalton Transactions, 2008

Organometallics, Nov 28, 2011

ABSTRACT Cationic cyclopentadienyl mixed bis-N-heterocyclic carbene (NHC) nickel complexes of the... more ABSTRACT Cationic cyclopentadienyl mixed bis-N-heterocyclic carbene (NHC) nickel complexes of the general formula [Ni(NHC)(NHC')Cp](PF6) (NHC/NHC' = 1,3-bis(2,4,6- trimethylphenyl)imidazol-2-ylidene (Mes(2)NHC) a, 1,3-dimethyl-imidazol-2-ylidene (Me2NHC) b, 1-isopropyl-3-methyl-imidazol-2-ylidene (iPr-NHC-Me) c; Cp = eta(5)-C5H5) were prepared by the reaction of the cationic monocarbene complex [Ni(Mes(2)NHC)-(NCMe)Cp](PF6) 1a or [Ni(Me2NHC)(NCMe)Cp](BF4) 1b with the appropriate free carbene. The new mixed bis(carbene) complexes [Ni(Mes(2)NHC)(Me2NHC)Cp](PF6) 2ab, [Ni(Mes(2)NHC)(iPr-NHC-Me)Cp](PF6) 2ac, and [Ni(Me2NHC)(iPr-NHC-Me)CpRBF4) 2bc were obtained in moderate-to-high yields and were fully characterized by H-1 and C-13 NMR spectroscopies, elemental analyses, and, in the case of 2ab, by a single-crystal X-ray diffraction study. The monocarbene precursor 1b was also structurally characterized. The mixed bis-NHC complexes 2ab and 2ac were tested as catalysts for the Suzuki-Miyaura cross-coupling of phenylboronic acid with 4'-bromoacetophenone, and their activities were compared to that of related monocarbene CpNi complexes.

Organometallics, May 14, 1999

Cycloruthenated complexes of the type [(η 6 -C 6 H 6 )Ru(C N)CH 3 CN] + PF 6 - (C N = C 6 H 4 -2-... more Cycloruthenated complexes of the type [(η 6 -C 6 H 6 )Ru(C N)CH 3 CN] + PF 6 - (C N = C 6 H 4 -2-CH 2 NMe 2 , (R)-(+)-C 6 H 4 -2-CH(Me)NMe 2 , C 6 H 2 -3,4-(OCH 3 ) 2 -2-CH 2 NMe 2 ) are readily obtained by the intramolecular C−H activation of N,N-dimethylbenzylamine ...

ChemInform, Sep 18, 2014

From Acetone Metalation to the Catalytic -Arylation of Acyclic Ketones with NHC-Nickel(II) Compl... more From Acetone Metalation to the Catalytic -Arylation of Acyclic Ketones with NHC-Nickel(II) Complexes.-The inexpensive, easy-to-handle, and air-stable catalyst is successfully applied in the title reaction. Cyclic indanone does not react under this conditions and acetophenone gives only aldol condensation products [reaction of (Xc)]. Mechanistic studies suggests a radical pathway.-(HENRION,

ChemInform, May 20, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Organometallics, Dec 20, 2002

ABSTRACT Ethene has been reacted under mild conditions with the benzene cycloruthenated dimethyl-... more ABSTRACT Ethene has been reacted under mild conditions with the benzene cycloruthenated dimethyl-(phenylmethyl)amine compounds [Ru(η 6 -C 6 H 6){2-(CH 2 NMe 2 -κN)-C 6 H 4 -κC 1 }L] + (1a, L) Cl -; 1b, L) NCMe), obtained via intramolecular C-H activation. The stoichiometric arylated olefin dimethyl((2-ethenylphenyl)methyl)amine (2) and/or new organometallic species result-ing from the overall insertion of one carbon atom into the Ru-C bond, [Ru(η 6 -C 6 H 6){1-(CHMe-κC)-2-(CH 2 NMe 2 -κN)-C 6 H 4 }L] + (3a, L) Cl -; 3b, L) NCMe), have been obtained in varying proportions according to the reaction conditions and to the nature of the starting complex. The six-membered metallacycles were found as a single pair of enantiomers of R Ru R C and S Ru S C configurations, as established by 1 H NOE experiments. In solution under an argon atmosphere, 3a rearranged to the more stable five-membered ruthenacycle [Ru(η 6 -C 6 H 6){2-(CH 2 NMe 2 -κN)-3-Et-C 6 H 3 -κC 1 }Cl] (4a). Under ethene pressure, the intramolecular rear-rangement is followed by a second ethene insertion into the Ru-C bond, leading to the formation of [Ru(η 6 -C 6 H 6){1-(CHMe-κC)-2-(CH 2 NMe 2 -κN)-3-Et-C 6 H 3 }Cl] (5a), the overall reaction being the result of a double C-H activation. A molecule of propene has also been inserted into the Ru-C bond of 1a. Diastereo-and regiospecific double insertion leading to the formation of [Ru(η 6 -C 6 H 6){1-(CHEt-κC)-2-(CH 2 NMe 2 -κN)-3-iPr-C 6 H 3 }Cl] (7a) has been observed. Ethene insertion performed on the benzene ruthenacycle 1a in deuterated methanol led to stereospecific deuterium incorporation in the six-membered metallacycle 3a at both carbon atoms of the CHMe unit. These data militate in favor of the reversibility of most elementary steps of the insertion process.

European Journal of Inorganic Chemistry, 2010

... Carmen Cuncillos Carmona 1 ,; Sarah Clapham 2 ,; Mathieu Gonidec 1 ,; Vincent Ritleng 1 ,; Pi... more ... Carmen Cuncillos Carmona 1 ,; Sarah Clapham 2 ,; Mathieu Gonidec 1 ,; Vincent Ritleng 1 ,; Pierre Braunstein 2 ,; Richard Welter 3 ... 1 Laboratoire de Chimie Organométallique Appliquée, UMR 7509 CNRS, Ecole Européenne de Chimie, Polymères et Matériaux, Université de ...

Journal of Chemical Education, Jun 1, 2007

Chemical Communications, 2013

Organometallics, Feb 2, 2012