Publications associées à Vinyl halide

Synthesis of hyperbranched polyarylethenes by consecutive C–H vinylation reactions

Kay Severin, Albert Ruggi, Anastasia Gitlina

A novel procedure for the synthesis of polyarylethenes is described. Consecutive C–H vinylation reactions of tetraphenylethene with a triphenylethenyl triazene give hyperbranched polyarylethenes of variable sizes. The vinylation reactions are mediated by a ...

2023

New Vinylation and Alkynylation Strategies with Hypervalent Iodine Reagents and Diazo Compounds

Guillaume Dominique Pisella

The development of a sequential copper-catalyzed oxy-alkynylation/intramolecular [4+2] cycloaddition of allenes and arenes was investigated at first. This one-pot protocol allowed the construction of complex polycylic architectures with high efficiency fro ...

EPFL2021

The Genesis of Molecular Volcano Plots

Matthew Wodrich, Anne-Clémence Corminboeuf, Michael Markus Busch, Boodsarin Sawatlon

For the past two decades, linear free energy scaling relationships and volcano plots have seen frequent use as computational tools that aid in understanding and predicting the catalytic behavior of heterogeneous and electrocatalysts. Based on Sabatier's pr ...

2021

NOVEL TRIAZENES AND SOLID STATE LUMINOGENS

Abdusalom Suleymanov

Triazenes are very useful compounds in organic synthesis, materials science, and medicine. Among numerous reported triazene derivatives, aryl triazenes are the most investigated. Triazenes with alkynyl, vinyl, and alkyl groups were, until recently, largely ...

EPFL2020

Study of Deactivation in Suzuki Reaction of Polymer-Stabilized Pd Nanocatalysts

Lioubov Kiwi

This work is addressed to the phenomenon of catalyst deactivation taking place during the repeated uses in the reaction of Suzuki-Miyaura (S-M) cross-coupling, which is widely applied in industry for C-C bond formation. Ligandless catalysts based on Pd(0) ...

2020

"Doubly Orthogonal" Labeling of Peptides and Proteins

Jérôme Waser, Beat Fierz, Nora Guidotti, Raphaël Michel Henri Simonet-Davin, Romain Gaëtan Tessier

Herein, we report a cysteine bioconjugation methodology for the introduction of hypervalent iodine compounds onto biomolecules. Ethynylbenziodoxolones (EBXs) engage thiols in small organic molecules and cysteine-containing peptides and proteins in a fast a ...

2019

Improved mechanical dispersion or use of coupling agents? Advantages and disadvantages for the properties of fluoropolymer/ceramic composites

Sara Dalle Vacche, Véronique Michaud, Yves Leterrier, Dragan Damjanovic

The aim of this work is to investigate the influence of interfacial chemistry on the properties of fluoropolymer composites, independent of effects derived from changes in morphology, in particular particle dispersion state. A comparative study of solvent ...

2018

Total Synthesis of Alstilobanine C, Undulifoline and Alstilobanine B

Nicolas David Gaeng

The total synthesis of pentacyclic monoterpene indole alkaloids is the focus of this thesis. Total syntheses of (±)-alstilobanine C, (±)-undulifoline and (±)-alstilobanine B, three natural products from the Ulean family of alkaloids, were accomplished. The ...

EPFL2018

Improving the Thermodynamic Profiles of Potential Suzuki-Miyaura Cross-Coupling Catalysts by Altering the Electrophilic Coupling Component

Matthew Wodrich, Anne-Clémence Corminboeuf

As a heavily used technique for forming new C-C bonds, developing new catalysts and reaction conditions for Suzuki-Miyaura cross-coupling reactions is desirable. Here, using volcano plots, the influence of the electrophilic coupling component in catalytic ...

Wiley-VCH Verlag2018

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

Mild synthesis of mercaptonitriles from vinyl nitriles and their cyclization reactions

Frank Nüesch, Antonia Neels

Thiol-ene addition of thioacetic acid A is widely used in the synthesis of thiols from vinyl precursors, but so far has not been conducted on non-conjugated vinyl nitriles. The challenge when vinyl nitriles are used is to selectively conduct the thiol-ene ...

Royal Soc Chemistry2016

A Structure-Activity Study of Nickel NNN Pincer Complexes for Alkyl-Alkyl Kumada and Suzuki-Miyaura Coupling Reactions

Rosario Scopelliti, Xile Hu, Marko Stojanovic, Thomas Clément Di Franco, Sébastien Carlos Keller

A new series of Ni NNN pincer complexes were synthesized and characterized. The main difference among these complexes is the substituents on the side arm amino group(s). No major structural difference was found except for the C-N-C angle of the various sub ...

Wiley-Blackwell2016

From Dimethylamine to Pyrrolidine: The Development of an Improved Nickel Pincer Complex for Cross-Coupling of Nonactivated Secondary Alkyl Halides

Rosario Scopelliti, Xile Hu, Thomas Clément Di Franco, Pablo Marcelo Perez Garcia, Alexandre Epenoy

Replacement of a dimethyl amino group of the amidobis(amine) nickel(II) pincer complex (1), [((N2N)-N-Me)-Ni-Cl], by a pyrrolidino group resulted in a new nickel(II) pincer complex (2), [((PNNN)-N-yr-N-Me)Ni-Cl]. Complex 2 is an efficient catalyst for Kuma ...

American Chemical Society2016

Suzuki-Miyaura cross-coupling of non-activated alkyl halides catalyzed by well-defined nickel pincer complexes

Thomas Clément Di Franco

Metal-catalyzed cross-coupling reactions are powerful and widespread methods for the carbon-carbon bond formation. Among the electrophile partners, non-activated alkyl halides remain challenging substrates because of their reluctance towards oxidative addi ...

EPFL2016

Iron- Catalyzed 1,2-Addition of Perfluoroalkyl Iodides to Alkynes and Alkenes

Xile Hu, Chi Wai Cheung, Tao Xu

Iron catalysis has been developed for the intermolecular 1,2-addition of perfluoroalkyl iodides to alkynes and alkenes. The catalysis has a wide substrate scope and high functional-group tolerance. A variety of perfluoroalkyl iodides including CF3I can be ...

Wiley-Blackwell2014

Enantioselective Total Syntheses of Leuconolam–Leuconoxine–Mersicarpine Group Monoterpene Indole Alkaloids

Qian Wang, Jieping Zhu, Zhengren Xu

A unified strategy allowing enantioselective total syntheses of (−)-mersicarpine, (−)-scholarisine G, (+)-melodinine E, (−)-leuconoxine, and (−)-leuconolam from a common cyclohexenone derivative was reported. The Suzuki−Miyaura reaction was used to couple ...

2013

Suzuki-Miyaura Cross-Coupling Reactions of Unactivated Alkyl Halides Catalyzed by a Nickel Pincer Complex

Xile Hu, Thomas Clément Di Franco, Nicolas Francis Michel Boutin

A nickel(II) pincer complex, [((N2N)-N-Me)Ni-Cl], was used to catalyze alkyl-alkyl and alkyl-aryl Suzuki-Miyaura coupling reactions of unactivated alkyl halides. The coupling of 9-alkyl-9-borabicyclo[3.3.1]nonane and 9-phenyl-9-borabicyclo[3.3.1]nonane rea ...

Georg Thieme Verlag2013

Access to Macrocycles with an endo Aryl ether and an endo Aryl-Aryl Bond, Development and Application

Qian Wang, Jieping Zhu

Macrocyclization methodologies allowing access to macrocycles having an endo ary ether and an endo ary-aryl bond, especially those based on an intramolecular SNAr reaction and the Suzuki-Miyaura reaction, were summarized. Total synthesis of complestatin, a ...

2011

Formal Homo-Nazarov and Other Cyclization Reactions of Activated Cyclopropanes

Jérôme Waser, Fides Benfatti, Filippo De Simone, Tanguy Jean Daniel Saget

The Nazarov cyclization of divinyl ketones gives access to cyclopentenones. Replacing one of the vinyl groups by a cyclopropane leads to a formal homo-Nazarov process for the synthesis of cyclohexenones. In contrast to the Nazarov reaction, the cyclization ...

2011

Biological reduction of chlorinated solvents: Batch-scale geochemical modeling

David Andrew Barry, Clare Robinson

Simulation of biodegradation of chlorinated solvents in dense non-aqueous phase liquid (DNAPL) source zones requires a model that accounts for the complexity of processes involved and that is consistent with available laboratory studies. This paper describ ...

Elsevier2010