4.8 Article

A Viewpoint on Chemical Reductions of Carbon-Oxygen Bonds in Renewable Feedstocks Including CO2 and Biomass

期刊

ACS CATALYSIS
卷 7, 期 3, 页码 2107-2115

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.6b03581

关键词

-

资金

  1. CEA
  2. CNRS
  3. CHARMMMAT Laboratory of Excellence
  4. European Research Council [336467]
  5. Foundation Louis D.-Institut de France
  6. European Research Council (ERC) [336467] Funding Source: European Research Council (ERC)

向作者/读者索取更多资源

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.8
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Chemistry, Multidisciplinary

Reductive depolymerization of polyesters and polycarbonates with hydroboranes by using a lanthanum(iii) tris(amide) catalyst

Marie Kobylarski, Jean-Claude Berthet, Thibault Cantat

Summary: Homogeneous reductive depolymerization of polyesters and polycarbonates with hydroboranes can be achieved using f-metal complex catalysts, resulting in the transformation of these polymeric materials into valuable alcohol compounds with high selectivity.

CHEMICAL COMMUNICATIONS (2022)

Article Chemistry, Inorganic & Nuclear

The Role of (tBuPOCOP)Ir(I) and Iridium(III) Pincer Complexes in the Catalytic Hydrogenolysis of Silyl Triflates into Hydrosilanes

Gabriel Durin, Jean-Claude Berthet, Emmanuel Nicolas, Pierre Thuery, Thibault Cantat

Summary: This study reports the catalytic hydrogenolysis of R3SiOTf species to R3SiH in the presence of a base using hydride complexes. The mechanisms of these reactions were examined using DFT studies, revealing different active species for the reduction of Si-OTf and Si-Cl bonds.

ORGANOMETALLICS (2022)

Article Chemistry, Physical

Additive-free selective methylation of secondary amines with formic acid over a Pd/In2O3 catalyst

Caroline Genre, Idir Benaissa, Timothe Godou, Mathieu Pinault, Thibault Cantat

Summary: Formic acid is used as the only source of carbon and hydrogen in the methylation of aromatic and aliphatic amines to methylamines. The reaction proceeds over a solid Pd/In2O3 catalyst via a formylation/transfer hydrogenation pathway without the need for any additive.

CATALYSIS SCIENCE & TECHNOLOGY (2022)

Article Chemistry, Multidisciplinary

Metal-Free Catalytic Hydrogenolysis of Silyl Triflates and Halides into Hydrosilanes

Gabriel Durin, Albane Fontaine, Jean-Claude Berthet, Emmanuel Nicolas, Pierre Thuery, Thibault Cantat

Summary: The metal-free catalytic hydrogenolysis of silyl triflates and halides to hydrosilanes is achieved using arylborane Lewis acids as catalysts. The catalyst acts as a Frustrated Lewis Pair and is able to split H-2 and generate a boron hydride intermediate capable of reducing (pseudo)halosilanes. This metal-free organocatalytic system competes with metal-based catalysts and enables the formation of a variety of hydrosilanes at room temperature in high yields under low hydrogen pressure.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

Article Chemistry, Multidisciplinary

Selective Reduction of Secondary Amides to Imines Catalysed by Schwartz's Reagent

Liam J. Donnelly, Jean-Claude Berthet, Thibault Cantat

Summary: This study describes a zirconium-catalyzed synthesis of imines through the reductive deoxygenation of secondary amides, achieving high yields and excellent chemoselectivity. The reaction utilizes Schwartz's reagent and (EtO)(3)SiH as a mild stoichiometric reductant, with stoichiometric mechanistic investigations suggesting the regeneration of the active catalyst through the metathesis of Si-H and Zr-OR sigma-bonds.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

Article Chemistry, Multidisciplinary

Alkyl Formates as Transfer Hydroalkylation Reagents and Their Use in the Catalytic Conversion of Imines to Alkylamines

Etienne Crochet, Lucile Anthore-Dalion, Thibault Cantat

Summary: Investigation was conducted on the reactivity of alkyl formates as novel transfer hydroalkylation reagents in the transfer hydroalkylation of imines. By using a ruthenium-based catalyst and LiI as promoter to cleave the C-O sigma-bond of the formate scaffold, tertiary amines were produced with divergent regioselectivity compared to previously reported strategies.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023)

Article Chemistry, Multidisciplinary

Organopotassium-Catalyzed Silylation of Benzylic C(sp3)-H Bonds

Baptiste Neil, Lamine Saadi, Louis Fensterbank, Clement Chauvier

Summary: Benzylsilanes are widely used as stable synthetic intermediates in organic synthesis, but are mainly produced by stoichiometric procedures. Catalytic alternatives for silylation of benzylic C(sp(3))-H bonds are scarce due to the need for specialized directing groups and catalytic systems to compete with the kinetically-favored silylation of C(sp(2))-H bonds. In this study, we report the first general and catalytic-in-metal undirected silylation of benzylic C(sp(3))-H bonds under ambient, transition metal-free conditions using stable tert-butyl-substituted silyldiazenes (tBu-N=N-SiR3) as silicon source. The high activity and selectivity of the catalytic system is attributed to the facile generation of organopotassium reagents, including tert-butylpotassium.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023)

Article Chemistry, Physical

Catalytic Carbonylation of Acrylic Acid to Succinic Anhydride

Marie-Helene Pietraru, Nicolas Lentz, Louise Ponsard, Emmanuel Nicolas, Thibault Cantat

Summary: In order to reduce our reliance on fossil feedstock, alternative sources for polymeric materials have been sought in recent years. This study presents a new approach to the formation of a useful monomer for polyesters, succinic anhydride, through the catalytic carbonylation of bio-sourced acrylic acid. The use of an Earth-abundant metal catalyst, [Co-2(CO)(8)], along with a bidentate ligand, 1,2-bis(dicyclohexylphosphino)ethane (dcpe), and H-2, successfully tackles the challenging carbonylation of unsaturated carboxylic acids.

CHEMCATCHEM (2023)

Article Chemistry, Physical

Direct Synthesis of Mesoionic Carbene (MIC)-Stabilized Gold Nanoparticles from 1,2,3-Triazolium Salts

Alexandre Porcheron, Omar Sadek, Salem Ba Sowid, Nathalie Bridonneau, Laura Hippolyte, Dimitri Mercier, Philippe Marcus, Lukmonjon Mutalliev, Clement Chauvier, Corinne Chaneac, Louis Fensterbank, Francois Ribot

Summary: Significant progress has been made in stabilizing and functionalizing gold nanoparticles (AuNPs) using thiols and imidazolylidene N-heterocyclic carbene-capping ligands. This study introduces mesoionic carbene (MIC) ligands based on the 1,2,3-triazol-5-ylidene scaffold, which enables the efficient preparation of highly stable AuNPs through a simple one-pot protocol. The size of the AuNPs can be controlled by adjusting the Au/ligand ratio and the nature of the triazolium salts, facilitated by the easy synthesis of MIC precursors through click chemistry. Characterization using C-13 solid-state NMR and X-ray photoelectron spectroscopy confirms the presence of MICs exclusively on the surface of Au(0) nanoparticles.

CHEMISTRY OF MATERIALS (2023)

Article Chemistry, Multidisciplinary

Catalyst-free depolymerization of polycaprolactone to silylated monoesters and iodide derivatives using iodosilanes

Xin Liu, Marie Kobylarski, Jean-Claude Berthet, Thibault Cantat

Summary: This study reports the catalyst-free depolymerization of polycaprolactone with iodosilanes, leading to the formation of valuable functionalized monomer derivatives.

CHEMICAL COMMUNICATIONS (2023)

Article Chemistry, Multidisciplinary

Catalyst-free depolymerization of polycaprolactone to silylated monoesters and iodide derivatives using iodosilanes

Xin Liu, Marie Kobylarski, Jean-Claude Berthet, Thibault Cantat

Summary: Catalyst-free depolymerization of polycaprolactone with iodosilanes (Me3SiI and SiH2I2) can generate valuable functionalized monomer derivatives.

CHEMICAL COMMUNICATIONS (2023)

Article Chemistry, Multidisciplinary

Catalytic methoxylation of aryl halides using 13C- and 14C-labeled CO2

Alexia Ohleier, Antoine Sallustrau, Bouchaib Mouhsine, Fabien Caille, Davide Audisio, Thibault Cantat

Summary: This study reports a method for synthesizing high-value building blocks from carbon dioxide. By using a new nucleophilic labeled source, methoxyborane, a catalytic methoxylation reaction on aryl halides can be achieved directly, leading to the successful labeling of a series of substrates.

CHEMICAL COMMUNICATIONS (2022)

Article Chemistry, Multidisciplinary

Zirconium-catalysed hydrosilylation of esters and depolymerisation of polyester plastic waste

Marie Kobylarski, Liam J. Donnelly, Jean-Claude Berthet, Thibault Cantat

Summary: Cp2Zr(H)Cl has been used as a stoichiometric reagent for the reduction of unsaturated organic molecules. Recently, it has been developed as a catalyst by turnover of the [Zr]-X intermediates formed upon reaction with an organic substrate, using hydride reagents. In this study, a new catalytic pathway for the reduction of esters using Cp2Zr(H)Cl as the catalyst and a bench-stable silane, Me(OMe)(2)SiH (DMMS), as a mild stoichiometric reductant is reported. The methodology showed high yields of alcohols and proved effective for the depolymerisation of polyesters found in household plastic waste.

GREEN CHEMISTRY (2022)

Article Chemistry, Multidisciplinary

Silyl formates as hydrosilane surrogates for the transfer hydrosilylation of ketones

R. Martin Romero, Neethu Thyagarajan, Nora Hellou, Clement Chauvier, Timothe Godou, Lucile Anthore-Dalion, Thibault Cantat

Summary: This article presents a transfer hydrosilylation of ketones using silyl formates as hydrosilane surrogates under mild conditions. A total of 24 examples of ketones were successfully converted to their corresponding silyl ethers with yields ranging from 61% to 99% in the presence of a (PNP)-P-H-based ruthenium catalyst and silyl formate reagent. The crucial role of the ligand in the transformation was demonstrated.

CHEMICAL COMMUNICATIONS (2022)

暂无数据