C(sp3)–Cl Bond Activation Promoted by a POP-Pincer Rhodium(I) Complex

The complex [RhCl(κ3P,O,P-{xant(PiPr2)2})] (1; xant(PiPr2)2 = 9,9-dimethyl-4,5-bis(diisopropylphosphino)xanthene) activates C(sp3)–Cl bonds of mono- and dichloroalkanes and catalyzes the dehalogena...

• Publication year

  2019

• Venue

  Organometallics

• Publication date

  2019-08-01

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1021/ACS.ORGANOMET.9B00409
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• Dehydropolymerization of H3B·NMeH2 Using a [Rh(DPEphos)]+ Catalyst: The Promoting Effect of NMeH2

  2019cited by this paper
• Iridium-Promoted B-B Bond Activation: Preparation and X-ray Diffraction Analysis of a mer-Tris(boryl) Complex.

  2019cited by this paper
• Cross-coupling reactions catalysed by palladium pincer complexes. A review of recent advances

  2019cited by this paper
• Transition-Metal (Pd, Ni, Mn)-Catalyzed C-C Bond Constructions Involving Unactivated Alkyl Halides and Fundamental Synthetic Building Blocks.

  2019cited by this paper
• Cycloosmathioborane Compounds: Other Manifestations of the Hückel Aromaticity.

  2019cited by this paper
• Rhodium-Mediated Dehydrogenative Borylation–Hydroborylation of Bis(alkyl)alkynes: Intermediates and Mechanism

  2019cited by this paper
• Recent Advances in Catalysis with Transition‐Metal Pincer Compounds

  2018cited by this paper
• Osmium Complexes With POP Pincer Ligands

  2018cited by this paper
• Cross-Coupling and Related Reactions: Connecting Past Success to the Development of New Reactions for the Future.

  2018cited by this paper
• Rh(iii)-Catalysed solvent-free hydrodehalogenation of alkyl halides by tertiary silanes.

  2018cited by this paper
• Iron-Catalyzed Suzuki–Miyaura Cross-Coupling

  2018cited by this paper
• POP-type ligands: Variable coordination and hemilabile behaviour

  2018cited by this paper
• Recent Advances in Palladium‐Catalyzed Cross‐Coupling Reactions at ppm to ppb Molar Catalyst Loadings

  2018cited by this paper
• β-Borylalkenyl Z–E Isomerization in Rhodium-Mediated Diboration of Nonfunctionalized Internal Alkynes

  2018cited by this paper
• Reactions of an Osmium(IV)-Hydroxo Complex with Amino-Boranes: Formation of Boroxide Derivatives

  2018cited by this paper
• Pyridyl-Directed C–H and C–Br Bond Activations Promoted by Dimer Iridium-Olefin Complexes

  2018cited by this paper
• Rhodium-Catalyzed Regioselective Silylation of Alkyl C-H Bonds for the Synthesis of 1,4-Diols.

  2018cited by this paper
• Dehydrogenation of Formic Acid Promoted by a Trihydride-Hydroxo-Osmium(IV) Complex: Kinetics and Mechanism

  2018cited by this paper
• Activation of SF6 at a Xantphos-Type Rhodium Complex

  2018cited by this paper
• mer, fac, and Bidentate Coordination of an Alkyl-POP Ligand in the Chemistry of Nonclassical Osmium Hydrides.

  2017cited by this paper
• Selective C–Cl Bond Oxidative Addition of Chloroarenes to a POP–Rhodium Complex

  2017cited by this paper
• Influence of the Ligand of Palladium(0) Complexes on the Rate of the Oxidative Addition of Aryl and Activated Alkyl Bromides: Csp2−Br versus Csp3−Br Reactivity and Selectivity

  2017cited by this paper
• Enantiospecific and Iterative Suzuki-Miyaura Cross-Couplings.

  2017cited by this paper
• Dehydropolymerization of H3B·NMeH2 To Form Polyaminoboranes Using [Rh(Xantphos-alkyl)] Catalysts.

  2017cited by this paper
• Palladium-Catalyzed Suzuki–Miyaura Cross-Coupling in Continuous Flow

  2017cited by this paper
• Irradiation-Induced Heck Reaction of Unactivated Alkyl Halides at Room Temperature.

  2017cited by this paper
• C ? H Activation Coupling Reactions

  2017cited by this paper
• Elongated σ-Borane versus σ-Borane in Pincer–POP–Osmium Complexes

  2017cited by this paper
• Influence of R–NHC Coupling on the Outcome of R–X Oxidative Addition to Pd/NHC Complexes (R = Me, Ph, Vinyl, Ethynyl)

  2017cited by this paper
• Osmium(II) Complexes Containing a Dianionic CCCC-Donor Tetradentate Ligand

  2016cited by this paper
• Ammonia Borane Dehydrogenation Promoted by a Pincer-Square-Planar Rhodium(I) Monohydride: A Stepwise Hydrogen Transfer from the Substrate to the Catalyst.

  2016cited by this paper
• Dehalogenation of organic halides in aqueous media by hydrogen transfer from formate catalyzed by water-soluble Ru(II)-N-heterocyclic carbene complexes

  2016cited by this paper
• Polyhydrides of Platinum Group Metals: Nonclassical Interactions and σ-Bond Activation Reactions.

  2016cited by this paper
• Correction to Rh–POP Pincer Xantphos Complexes for C–S and C–H Activation. Implications for Carbothiolation Catalysis

  2015cited by this paper
• Csp3—Csp3 Homocoupling Reaction of Benzyl Halides Catalyzed by Rhodium.

  2015cited by this paper
• A CH2Cl2 complex of a [Rh(pincer)](+) cation.

  2015cited by this paper
• C-H bond activation reactions in ketones and aldehydes promoted by POP-pincer osmium and ruthenium complexes

  2015cited by this paper
• P–C-Activated Bimetallic Rhodium Xantphos Complexes: Formation and Catalytic Dehydrocoupling of Amine–Boranes**

  2015cited by this paper
• POP–Rhodium-Promoted C–H and B–H Bond Activation and C–B Bond Formation

  2015cited by this paper
• Tutorial on Oxidative Addition

  2015cited by this paper
• Conclusive evidence on the mechanism of the rhodium-mediated decyanative borylation.

  2015cited by this paper
• Oxidative Addition of Chlorohydrocarbons to a Rhodium Tris(pyrazolyl)borate Complex

  2015cited by this paper
• Non-symmetric pincer ligands: complexes and applications in catalysis.

  2015cited by this paper
• Exploring the mechanism of the hydroboration of alkenes by amine–boranes catalysed by [Rh(xantphos)]

  2014cited by this paper
• Csp3-csp3 homocoupling reaction of benzyl halides catalyzed by rhodium.

  2014cited by this paper
• Kinetico-mechanistic studies on CX (X = H, F, Cl, Br, I) bond activation reactions on organoplatinum(II) complexes

  2014cited by this paper
• POP-pincer ruthenium complexes: d(6) counterparts of osmium d(4) species.

  2014cited by this paper
• C-Cl bond activation and catalytic hydrodechlorination of hexachlorobenzene by cobalt and nickel complexes with sodium formate as a reducing agent.

  2014cited by this paper
• Mechanistic studies of the dehydrocoupling and dehydropolymerization of amine-boranes using a [Rh(Xantphos)]⁺ catalyst.

  2014cited by this paper
• Copper-catalyzed/promoted cross-coupling of gem-diborylalkanes with nonactivated primary alkyl halides: an alternative route to alkylboronic esters.

  2014cited by this paper
• Selectively catalytic hydrodefluorination of perfluoroarenes by Co(PMe3)4 with sodium formate as reducing agent and mechanism study.

  2013cited by this paper
• Kinetic and electrochemical studies of the oxidative addition of demanding organic halides to Pd(0): the efficiency of polyphosphane ligands in low palladium loading cross-couplings decrypted.

  2013cited by this paper
• POP-pincer silyl complexes of group 9: rhodium versus iridium.

  2013cited by this paper
• Dehydrogenative boron homocoupling of an amine-borane.

  2013cited by this paper
• POP-pincer osmium-polyhydrides: head-to-head (Z)-dimerization of terminal alkynes.

  2013cited by this paper
• Synthesis of alkyl aryl ketones by Pd/light induced carbonylative cross-coupling of alkyl iodides and arylboronic acids.

  2013cited by this paper
• Transition-metal-catalyzed Suzuki-Miyaura cross-coupling reactions: a remarkable advance from palladium to nickel catalysts.

  2013cited by this paper
• Xantphos-type complexes of group 9: rhodium versus iridium.

  2013cited by this paper
• Intermolecular Alkyne Hydroacylation. Mechanistic Insight from the Isolation of the Vinyl Intermediate That Precedes Reductive Elimination

  2012cited by this paper
• Palladium-catalyzed cross-coupling: a historical contextual perspective to the 2010 Nobel Prize.

  2012cited by this paper
• Facile Oxidative Addition of Organic Halides to Heteroleptic and Homoleptic Pd0–N-Heterocyclic Carbene Complexes

  2011cited by this paper
• Palladium-catalyzed hydrodechlorination of ary chlorides and its mechanism

  2011cited by this paper
• Hexachlorocyclohexane (HCH) as new Stockholm Convention POPs—a global perspective on the management of Lindane and its waste isomers

  2011cited by this paper
• Oxidative Addition of Secondary C–X Bonds to Palladium(0): A Beneficial Anomeric Acceleration

  2011cited by this paper
• Large-scale applications of transition metal-catalyzed couplings for the synthesis of pharmaceuticals.

  2011cited by this paper
• Dehalogenation and Hydrogenation of Aromatic Compounds Catalyzed by Nanoparticles Generated from Rhodium Bis(imino)pyridine Complexes

  2010cited by this paper
• Reactions of Tris(oxazolinyl)phenylborato Rhodium(I) with C−X (X = Cl, Br, OTf) Bonds: Stereoselective Intermolecular Oxidative Addition

  2010cited by this paper
• Negishi alkyl-aryl cross-coupling catalyzed by Rh: efficiency of novel tripodal 3-diphenylphosphino-2-(diphenylphosphino)methyl-2-methylpropyl acetate ligand.

  2010cited by this paper
• Negishi Alkyl—Aryl Cross‐Coupling Catalyzed by Rh: Efficiency of Novel Tripodal 3‐Diphenylphosphino‐2‐(diphenylphosphino)methyl‐2‐methylpropyl Acetate Ligand.

  2010cited by this paper
• Single and double C-Cl-activation of methylene chloride by P,N-ligand coordinated rhodium complexes.

  2009cited by this paper
• Rh-Catalyzed Negishi Alkyl-Aryl Cross-Coupling Leading to α- or β-Phosphoryl-Substituted Alkylarenes.

  2009cited by this paper
• Selective C-H activation of haloalkanes using a rhodiumtrispyrazolylborate complex.

  2009cited by this paper
• A Kinetics Study of the Oxidative Addition of Bromobenzene to Pd(PCy3)2 (Cy = cyclohexyl) in a Nonpolar Medium: The Influence on Rates of Added PCy3 and Bromide Ion

  2009cited by this paper
• Rh-catalyzed Negishi alkyl-aryl cross-coupling leading to alpha- or beta-phosphoryl-substituted alkylarenes.

  2009cited by this paper
• A Second‐Generation Catalyst for Intermolecular Hydroacylation of Alkenes and Alkynes Using β‐S‐Substituted Aldehydes: The Role of a Hemilabile P—O—P Ligand.

  2007cited by this paper
• One-electron versus two-electron mechanisms in the oxidative addition reactions of chloroalkanes to amido-bridged rhodium complexes.

  2007cited by this paper
• A second-generation catalyst for intermolecular hydroacylation of alkenes and alkynes using beta-S-substituted aldehydes: the role of a hemilabile P-O-P ligand.

  2006cited by this paper
• Novel Rh catalysis in cross-coupling between alkyl halides and arylzinc compounds possessing ortho-COX (X = OR, NMe2, or Ph) groups.

  2006cited by this paper
• A highly active palladium catalyst for intermolecular hydroamination. Factors that control reactivity and additions of functionalized anilines to dienes and vinylarenes.

  2006cited by this paper
• Facile Ar-CF3 bond formation at Pd. Strikingly different outcomes of reductive elimination from [(Ph3P)2Pd(CF3)Ph] and [(Xantphos)Pd(CF3)Ph].

  2006cited by this paper
• With Ruthenium Complexes

  2005cited by this paper
• Sources and pathways of selected organochlorine pesticides to the Arctic and the effect of pathway divergence on HCH trends in biota: a review.

  2005cited by this paper
• Dehalogenation of Hexachlorocyclohexanes and Simultaneous Chlorination of Triethylsilane Catalyzed by Rhodium and Ruthenium Complexes

  2004cited by this paper
• A chiral bis(oxazoline) phosphine with a rigid backbone: Ligand synthesis and characterization of products obtained in highly diastereoselective reactions with a rhodium(I) complex and a tetrahedral RhRu3 cluster

  2004cited by this paper
• Bis(imino)carbazolide Complexes of Rhodium: Highly Nucleophilic Ligands Exerting a Dramatic Accelerating Effect on MeI Oxidative Addition

  2004cited by this paper
• Pd/C‐Catalyzed Transfer Reduction of Aryl Chlorides with Sodium Formate in Water

  2004cited by this paper
• Room-temperature Stille cross-couplings of alkenyltin reagents and functionalized alkyl bromides that possess beta hydrogens.

  2003cited by this paper
• Room-Temperature Alkyl—Alkyl Suzuki Cross-Coupling of Alkyl Bromides that Possess β Hydrogens.

  2002cited by this paper
• Facile Oxidative Addition of C−Cl Bonds to New Neutral and Cationic Rhodium(I)‐Bipyridine Complexes

  2002cited by this paper
• Metal-mediated reductive hydrodehalogenation of organic halides.

  2002cited by this paper
• Chemoselective transfer hydrodechlorination of aryl chlorides catalyzed by Cp*Rh complexes.

  2002cited by this paper
• Boronic acids: new coupling partners in room-temperature Suzuki reactions of alkyl bromides. Crystallographic characterization of an oxidative-addition adduct generated under remarkably mild conditions.

  2002cited by this paper
• Room-temperature alkyl-alkyl Suzuki cross-coupling of alkyl bromides that possess beta hydrogens.

  2001cited by this paper
• Dehalogenation of Polychloroarenes with Sodium Formate in Propan-2-ol Catalyzed by RhCl(PPh3)3.

  2001cited by this paper
• pH-Dependent Transfer Hydrogenation, Reductive Amination, and Dehalogenation of Water-Soluble Carbonyl Compounds and Alkyl Halides Promoted by Cp*Ir Complexes

  2001cited by this paper
• Dehalogenation of polychloroarenes with sodium formate in propan-2-ol catalyzed by RhCl(PPh3)3

  2001cited by this paper
• Simultaneous Dehalogenation of Polychloroarenes and Chlorination of HSiEt3 Catalyzed by Complexes of the Groups 8 and 9

  2000cited by this paper
• Dehalogenation of Polychloroarenes with HSiEt3 Catalyzed by an Homogeneous Rhodium−Triphenylphosphine System

  1999cited by this paper
• Oxidative addition of chlorinated solvents (e.g. CH2Cl2 and CHCl3) with rhodium(I) complexes; crystal structure of mer-[Rh(py)3(CH2Cl)Cl2]

  1999cited by this paper
• 11B NMR: A New Tool for the Determination of Hapticity of Tris(pyrazolyl)borate Ligands

  1998cited by this paper

• Advances in catalysis using Xantphos-like ligands; simplicity goes a long way

  2025cites this paper
• Rhodium-Promoted anti-Hydroboration of Terminal Alkynes via Combined Stoichiometric Reactions

  2024cites this paper
• Assessment of four rhodium(I) complexes bearing SNS ligands for the catalytic reaction of chemical CO2 conversion to obtain cyclic carbonates

  2024cites this paper
• Homo- and Cross-Coupling of Phenylacetylenes and α‑Hydroxyacetylenes Catalyzed by a Square-Planar Rhodium Monohydride

  2024cites this paper
• Controlling selectivity for dechlorination of poly(vinyl chloride) with (xantphos)RhCl.

  2023cites this paper
• Competition between N,C,N-Pincer and N,N-Chelate Ligands in Platinum(II)

  2023cites this paper
• Silyl-Osmium(IV)-Trihydride Complexes Stabilized by a Pincer Ether-Diphosphine: Formation and Reactions with Alkynes

  2022cites this paper
• Organometallic Pincer Complexes of Cobalt, Rhodium, and Iridium

  2022cites this paper
• C–Cl Oxidative Addition and C–C Reductive Elimination Reactions in the Context of the Rhodium-Promoted Direct Arylation

  2022cites this paper
• Oxidative Addition of C–Cl Bonds to a Rh(PONOP) Pincer Complex

  2022cites this paper
• Iridium Pincer Complexes: Coordination, Reactivity and Catalysis

  2021cites this paper
• Repercussion of a 1,3-Hydrogen Shift in a Hydride-Osmium-Allenylidene Complex

  2021cites this paper
• Reactions of POP-pincer rhodium(I)-aryl complexes with small molecules: coordination flexibility of the ether diphosphine

  2020cites this paper
• Kinetic Analysis and Sequencing of Si-H and C-H Bond Activation Reactions: Direct Silylation of Arenes Catalyzed by an Iridium-Polyhydride.

  2020cites this paper
• A Terminal Rh Methylidene from Activation of CH2Cl2

  2020cites this paper
• Direct C-H Borylation of Arenes Catalyzed by Saturated Hydride-Boryl-Iridium-POP Complexes: Kinetic Analysis of the Elemental Steps.

  2020cites this paper