Publications associées à Imine

Molecular imine cages with π-basic Au3(pyrazolate) faces

Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Noga Eren

One tetrahedral and two trigonal prismatic cages with π-basic Au3(pyrazolate)3 faces were obtained by connection of pre-formed gold complexes via dynamic covalent imine chemistry. The parallel arrangement of the Au3(pyrazolate)3 complexes in the prismatic ...

2024

N-Terminal Selective C-H Azidation of Proline-Containing Peptides: a Platform for Late-Stage Diversification

Jérôme Waser, Raphaël Michel Henri Simonet-Davin, Emmanuelle Madeline Dominique Allouche

A methodology for the C-H azidation of N-terminal proline-containing peptides was developed employing only commercially available reagents. Peptides bearing a broad range of functionalities and containing up to 6 amino acids were selectively azidated at th ...

2022

Metal-Stabilized Boronate Ester Cages

Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Erica Giraldi

Molecular cages with arylboronate ester caps at the vertices are described. The cages were obtained by metal-templated polycondensation reactions of a tris(2-formylpyridine oxime) ligand with arylboronic acids. Suited templates are triflate or triflimide s ...

2021

Schiff base ligands derived from 1,2-bis(2 '-nitro-/amino-phenoxy)-3-R-benzene and 2-hydroxy-1-naphthaldehyde and their Cu/Zn(II) complexes: synthesis, characterization, X-ray structures and computational studies

Rosario Scopelliti

1,2-Bis(2'-nitrophenoxy)-3-R-benzenes {R = H (1), CH3 (2) and OCH3 (3)} have been prepared from the S-N-Ar reaction between 1-fluoro-2-nitrobenzene and 3-R-catechol (aromatic diol), and are then reduced to the corresponding diamines 1,2-bis(2'-aminophenoxy ...

ROYAL SOC CHEMISTRY2021

Selective Acceptorless Dehydrogenation of Primary Amines to Imines by Core-Shell Cobalt Nanoparticles

Paul Joseph Dyson, Zhaofu Fei, Xinjiang Cui, Matthias Beller

Core-shell nanocatalysts are attractive due to their versatility and stability. Here, we describe cobalt nanoparticles encapsulated within graphitic shells prepared via the pyrolysis of a cationic poly-ionic liquid (PIL) with a cobalt(II) chloride anion. T ...

Wiley-VCH Verlag GmbH2020

Reactivity and biological activity of N,N,S-Schiff-base rhodium pentamethylcyclopentadienyl complexes

Paul Joseph Dyson, Lucinda Kate Batchelor

Neutral piano-stool complexes of the general formula [(eta(5)-C5Me5)Rh(L-OR)] (R = Me, 1; R = Et, 2; R = Pe(i), 3) have been prepared in alcohols (methanol, 1; ethanol, 2; isopropanol, 3) from the Schiff-base 5-methyl-4-{(pyridin-2-ylmethylene)amino}-4H-1, ...

ELSEVIER SCIENCE SA2020

Carbon Dioxide Reduction by Multimetallic Uranium(IV) Complexes Supported by Redox-Active Schiff Base Ligands

Rosario Scopelliti, Marinella Mazzanti, Marta Falcone, Nadir Jori

The synthesis, structure, and reactivity with CO2 and CS2 of new U(IV) complexes with a redox-active Schiff base are reported. The reaction of UI3 with the heptadentate Schiff base ligand 2,2',2 ''-tris(salicylideneimino)-triethylamine (trensal) did not le ...

2020

Acceptorless dehydrogenation and hydrogenation of N- and O-containing compounds on Pd3Au1(111) facets

Paul Joseph Dyson, Zhaofu Fei, Antoine Philippe Van Muyden, Zhangjun Huang, Xinjiang Cui, Tao Wang

Catalytic dehydrogenation and hydrogenation of amines and alcohols are important in the synthesis of fine chemicals. Despite several efficient homogeneous catalysts having been identified, highly active heterogeneous catalysts remain elusive, although they ...

2020

Facile One-Pot Assembly of Push-Pull Imines by a Selective C-F Substitution Process in Aryl Fluorides

Shubhajit Das

Herein, we report the synthesis of a series of push-pull imines by considering cyclic diamino substituent at the C-centre and fluoroaryl substituent at the N-centre. This has been achieved by a selective aromatic nucleophilic substitution of different fluo ...

WILEY-V C H VERLAG GMBH2020

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

An Enantioselective Cp x Rh(III)‐Catalyzed C−H Functionalization/Ring‐Opening Route to Chiral Cyclopentenylamines

Nicolai Cramer, Shouguo Wang

A chiral CpxRhIII catalyst system in situ generated from a CpxRhI(cod) precatalyst and bis(o‐toluoyl) peroxide as activating oxidant was developed for a C−H activation/ring‐opening sequence between aryl ketoxime ethers and 2,3‐diazabicyclo[2.2.1]hept‐5‐ene ...

Wiley-VCH Verlag GmbH2019

Cross-Coupling of Alkyl Redox-Active Esters with Benzophenone Imines: Tandem Photoredox and Copper Catalysis

Xile Hu, Runze Mao, Jonathan Balon

Alkyl amines are an important class of organic compounds in medicinal and materials chemistry. Until now very have been very few methods for the synthesis of alkyl amines by metal‐catalyzed cross‐coupling of alkyl electrophiles with nitrogen nucleophiles. ...

Wiley-VCH Verlag GmbH2018

Contributions to the Chemistry of N2O and 1-Alkynyltriazenes

Loïc Nicolas Jeanbourquin

This thesis describes the utilization of nitrous oxide N2O as an oxidant in oxidative cou-pling reactions and as a nitrogen atom donor in the synthesis of 1-alkynyltriazene and further reactivity of the latter. An overview of N2O and its reactivity is give ...

EPFL2018

Lewis acid catalyst-steered divergent synthesis of functionalized vicinal amino alcohols and pyrroles from tertiary enamides

Jieping Zhu, Shuo Tong

We report herein two Lewis acid catalyst-steered distinct reaction pathways of N-formylmethyl tertiary enamides. In the presence of a catalytic amount of AlCl3 and 4 angstrom molecular sieves, the stable N-formylmethyl tertiary enamides underwent sequentia ...

ROYAL SOC CHEMISTRY2018

Kinetics and mechanisms of nitrate and ammonium formation during ozonation of dissolved organic nitrogen

Urs von Gunten, Glen Andrew De Vera

Dissolved organic nitrogen (DON) is an emerging concern in oxidative water treatment because it exerts oxidant demand and may form nitrogenous oxidation/disinfection by-products. In this study, we investigated the reactions of ozone with DON with a special ...

Elsevier2017

Gold-Catalyzed Synthesis of 1,3-Diaminopyrazoles from 1-Alkynyltriazenes and Imines

Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Loïc Nicolas Jeanbourquin

A new procedure for the synthesis of highly substituted 1,3-diaminopyrazoles is described. As substrates, we have employed 1-alkynyltriazenes and imines. The formation of pyrazoles was achieved by two-fold C–N coupling reactions in the presence of (JohnPho ...

2017

Organocatalytic Nucleophilic Addition of Hydrazones to Imines: Synthesis of Enantioenriched Vicinal Diamines

Qian Wang, Jieping Zhu, Yang Wang

In the presence of a catalytic amount of chiral phosphoric acid, nucleophilic addition of N-monosubstituted hydrazones to N-Boc imines affords differentially protected vicinal diamines in the form of b-amino N,N’-dialkyldiazenes in excellent yields with hi ...

Wiley-Blackwell2017

In situ tether formation from amines and alcohols enabling highly selective Tsuji-Trost allylation and olefin functionalization

Jérôme Waser, Ugo Jonathan Orcel

The use of tethers allows to overcome reactivity and selectivity issues often encountered with intermolecular reactions. Although tethers have been successfully applied for decades, their installation and removal usually requires additional steps. This min ...

2017

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

Crystalline and Soft Materials Based on Dative Boron-Nitrogen Bonds

Nicolas Luisier

The thesis describes the utilization of dative boron-nitrogen bond is used for the construction of new materials. In chapter 2.1, the synthesis of new organogels based on bisimidazolyl ligands and diboronate esters is described. Gels with a critical gel co ...

EPFL2016