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Concept

Tetrakis(triphenylphosphine)palladium(0)

Related publications (28)

Modular Synthesis of Benzocyclobutenes via Pd(II)-Catalyzed Oxidative [2+2] Annulation of Arylboronic Acids with Alkenes

Jieping Zhu, Anne-Clémence Corminboeuf, Qian Wang, Simone Gallarati, Takuji Fujii

Benzocyclobutenes (BCBs) are highly valuable compounds in organic synthesis, medicinal chemistry, and materials science. However, catalytic modular synthesis of functionalized BCBs from easily accessible starting materials remains limited. We report herein ...

2022

New Strategies for the Functionalization of Alkenes Exploiting Tethering Chemistry and Ring Strain

Bastian Antoine Rodolphe Claude Muriel

Amino alcohols, cyclopropanes and nitriles are privileged structural motifs found in the scaffold of natural products and bioactive compounds. In addition, they are versatile building blocks in organic chemistry. The development of new and increasingly eff ...

EPFL2021

Palladium Catalysed Intramolecular Carbo-oxygenation of Propargylic Amines to Access 1,2-Amino Alcohols and alpha-Amino Ketones via in situ Tether Formation

Phillip Gulliver Dominic Greenwood

a-Amino ketones and 1,2-amino alcohols are important structural motifs in organic chemistry, that can be observed in natural products, pharmaceutically and bioactive compounds. For these reasons, they constitute privileged targets for the development of ne ...

EPFL2020

Efficient reductive amination of HMF with well dispersed Pd nanoparticles immobilized in a porous MOF/polymer composite

Jeremy Luterbacher, Emad Oveisi, Wendy Lee Queen, Shuliang Yang, Daniel Teav Sun, Olga Trukhina, Vikram Vinayak Karve

Aminated derivatives of 5-hydroxymethylfurfural (HMF) and furfural are critical intermediates for the pharmaceutical industry. The state-of-the-art catalysts currently used for these syntheses are mostly homogeneous in nature, motivating the design of recy ...

2020

Spatially Resolved Production of Platinum Nanoparticles in Metallosupramolecular Polymers

Emad Oveisi, Stephen Schrettl

Nanocomposites consisting of a polymer matrix and metallic nanoparticles can merge the functional, structural, and mechanical properties of the two components and are useful for applications that range from catalysis to soft electronics. Gaining spatial co ...

AMER CHEMICAL SOC2020

Water as a Hydride Source in Palladium-Catalyzed Enantioselective Reductive Heck Reactions

Jieping Zhu, Qian Wang, Wangqing Kong

Pd-catalyzed intramolecular asymmetric carbopalladation of N-aryl acrylamides followed by reduction of C(sp3)-Pd intermediate using diboron–water as a hydride source afforded enantioenriched 3,3-disubstituted oxindoles in high yields and enantioselectiviti ...

Wiley-Blackwell2017

Palladium-Catalyzed Enantioselective Narasaka-Heck Reaction/Direct C−H Alkylation of Arenes: Iminoarylation of Alkenes

Jieping Zhu, Qian Wang, Xu Bao

A palladium-catalyzed reaction of g,d-unsaturated oxime esters with oxadiazoles afforded dihydropyrroles in good to excellent yields through an intramolecular iminopalladation/intermolecular direct heteroarene C-H alkylation cascade. This unprecedented imi ...

Wiley-Blackwell2017

Catalytic Enantioselective Double Carbopalladation/C−H Functionalization with Statistical Amplification of Product Enantiopurity: A Convertible Linker Approach

Jieping Zhu, Qian Wang, Shuo Tong, Aurore Kamilia Limouni

Combining a catalytic enantioselective reaction with dimerization in a single operation is an efficient way to upgrade the enantiomeric excesses (ee) of the product. Palladium-catalyzed reaction of N-(2-iodophenyl)-N-methyl methacrylamide derivatives with ...

Wiley-Blackwell2017

In Situ Tethering Strategies for the 3-Component Synthesis of Vicinal Amino Alcohols and Diamines via Pd-Catalyzed Carboetherification and Carboamination

Ugo Jonathan Orcel

Vicinal amino alcohols and diamines are privileged motifs in organic chemistry. As such, they have been targets of choice for exploring and developing novel and more efficient strategies in organic synthesis. In this context, the difunctionalization of ole ...

EPFL2017

α-Oxo-Ketenimines from Isocyanides and α-Haloketones: Synthesis and Divergent Reactivity

Jieping Zhu, Qian Wang, Mathias Mamboury

The palladium-catalyzed reaction of a-haloketones with isocyanides afforded -oxo-ketenimines through alpha-hydride elimination of the beta-oxo-imidoyl palladium intermediates. Reaction of these relatively stable alpha-oxo ketenimines with nucleophiles suc ...

Wiley-Blackwell2017

Divergent Access to (1,1) and (1,2)-Azidolactones from Alkenes using Hypervalent Iodine Reagents

Jérôme Waser, Stefano Nicolai, Franck Le Vaillant, Thibaut Christian Courant, Sébastien Pierre Louis Alazet

A versatile synthesis of azidolactones through azidation and cyclization of carboxylic acids onto alkenes has been developed. Based on either photoredox or palladium catalysis, (1,1) and (1,2) azido lactones can be selectively synthesized. The choice of ca ...

2017

Enantioselective Total Syntheses of (−)-Rhazinilam, (−)-Leucomidine B, and (+)-Leuconodine F

Jieping Zhu, Qian Wang, Zhengren Xu, Dylan Jean Robert Dagoneau

A divergent total synthesis of three structurally distinct natural products from imine 9 was accomplished through an approach featuring: 1) a Pd-catalyzed decarboxylative cross-coupling, and 2) heteroannulation of 9 with bromoacetaldehyde and oxalyl chlori ...

Wiley-Blackwell2016

Synthesis, structure, and catalytic properties of palladium complexes containing bis(phosphino)-amine ligands

Kurt Schenk, Farzaneh Fadaei Tirani

Two N,N-bis(diphenylphosphino)-amine ligands [amine = 4-aminomorpholine (L-1) or 1-amino-4-methylpiperazine (L-2)] and their Pd(II) complexes were synthesised and characterised by IR and NMR spectroscopies. The structures of ligand L-1 and both complexes C ...

Elsevier Science Sa2016

Pd-Nanoparticles Confined Within Hollow Polymeric Framework as Effective Catalysts for the Synthesis of Fine Chemicals

Lioubov Kiwi

Encapsulation of metal nanoclusters in porous solid polymer materials is a promising approach to combine the outstanding properties of both, heterogeneous and homogeneous catalysts. We report heterogeneous nano-engineered catalysts containing Pd-nanopartic ...

Springer/Plenum Publishers2016

Designing interactions across interfaces in ionic liquids

Valentin Michael Manzanares

Ionic liquids (ILs) have attracted much attention because of their unusual charac- teristics (vapor pressure, condictivity, etc.). Furthermore, they can be designed to display desired properties specific to an application (task-specific ionic liquid, TSILs ...

EPFL2016

Solvation of Palladium Clusters in an Ionic Liquid: A QM/MM Molecular Dynamics Study

Paul Joseph Dyson

The mechanism of solvation and stabilization of palladium nanoparticles in the 1,3-dimethylimidazolium tetrafluoroborate ionic liquid (IL) has been studied using a combination of density functional theory and molecular dynamics (MD) simulations-with hybrid ...

Amer Chemical Soc2016

Synthesis and Antiproliferative Activity of New Ruthenium Complexes with Ethacrynic-Acid-Modified Pyridine and Triphenylphosphine Ligands

Paul Joseph Dyson, Tina Riedel, Emilia Paunescu

Pyridine- and phosphine-based ligands modified with ethacrynic acid (a broad acting glutathione transferase inhibitor) were prepared and coordinated to ruthenium(II)-arene complexes and to a ruthenium(III) NAMI-A type complex. All the compounds (ligands an ...

Amer Chemical Soc2015

Access to beta-Lactams by Enantioselective Palladium(0)-Catalyzed C(sp(3))-H Alkylation

Nicolai Cramer, Tanguy Jean Daniel Saget, Julia Pedroni, Michele Boghi

beta-Lactams are very important structural motifs because of their broad biological activities as well as their propensity to engage in ring-opening reactions. Transitionmetal- catalyzed C-H functionalizations have emerged as strategy enabling yet uncommon ...

Wiley-Blackwell2014

Functionalized Carbon Nanostructures from Oligoyne Carboxylates

Stephen Schrettl

Functional nanostructured carbon materials, including two-dimensionally extended nanosheets, offer intriguing perspectives for applications in emerging technologies such as hydrogen storage, lithium storage, transition metal free catalysis, or solar abso ...

EPFL2014

Metal-based Chemosensors for Carbohydrates and Biologically Important Ligands

Vera Janowski

Chemosensors based on indicator displacement were developed for the optical detection of different analytes in aqueous solution. The sensing of carbohydrates, including glucose, in aqueous solution at pH 7.4 was achieved by a fluorescent indicator displace ...

EPFL2012