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Concept

Azo coupling

Related publications (20)

Isolation, Characterisation and Reactivity of N-Heterocyclic Diazoolefins

Paul Varava

Examples for applications of nitrous oxide in organic synthesis remain rare up until today. First mayor contributions of our group were published in 2012, when nitrous oxide was successfully captured by N-heterocyclic carbenes. Subsequent studies investiga ...

EPFL2022

Synthetic chemistry with nitrous oxide and triazenes

Iris Roswitha Landman

Nitrous oxide (N2O) has gained much interest because of its physiological effects ("laughing gas") and its negative environmental impact ("greenhouse gas", "ozone-depleting substance"): It has a lifetime of more than 100 years in the atmosphere. Its persis ...

EPFL2022

Learning the Exciton Properties of Azo-dyes

Anne-Clémence Corminboeuf, Alberto Fabrizio, Sergio Vela Llausi, Ksenia Briling

The ab initio determination of electronic excited state (ES) properties is the cornerstone of theoretical photochemistry. Yet, traditional ES methods become impractical when applied to fairly large molecules, or when used on thousands of systems. Machine l ...

AMER CHEMICAL SOC2021

Engaging 1-Alkynyl Triazenes in Transition Metal-Catalyzed and Fluorinative Transformations

Jin Fay Tan

Triazenes have garnered great attention for their anti-cancer properties and versatility in organic chemistry. Recently, a novel synthesis of 1-alkynyl triazenes was reported. This thesis describes the compatibility, reactivity and applications of 1-alkyny ...

EPFL2021

The Photoisomerization Pathway(s) of Push‐Pull Phenylazoheteroarenes

Anne-Clémence Corminboeuf, Sergio Vela Llausi

Azoheteroarenes are the most recent derivatives targeted to further improve the properties of azo‐based photoswitches. Their light‐induced mechanism for trans‐cis isomerization is assumed to be very similar to that of the parent azobenzene. As such, they i ...

2020

Vinyl and Alkynyl Triazenes: Synthesis, Reactivity, and Applications

Kay Severin, Abdusalom Suleymanov

Aromatic compounds containing triazenyl groups (N3RR′) have a profound impact on synthetic organic and medicinal chemistry. In contrast, the chemistry of vinyl and alkynyl triazenes was a largely uncharted territory until recently. The situation has change ...

Wiley-VCH Verlag GmbH2021

Aliphatic Carboxylic Acids as Coupling Partners in Carbon-Heteroatom Bond-Forming Reactions

Runze Mao

Carboxylic acids are one of the most suitable starting materials for synthesis. They are readily available and therefore inexpensive, stable and non-toxic. Many carboxylic acids can be obtained directly from natural resources, thus avoiding the extraction ...

EPFL2020

Dyes, Radicals and Nitrous Oxide Adducts Derived from N-Heterocyclic Carbenes

Léonard Yannick Maurice Eymann

N-Heterocyclic carbenes are able to form covalent adducts with nitrous oxide (N2O) under ambient conditions. This thesis summarizes the studies of these adducts and their reactivity. A ditopic carbanionic N-heterocyclic carbene was found to react with nit ...

EPFL2018

Investigations of the Chemistry of 1-Alkynyltriazenes

Florian Gérald Abela

The chemistry of aromatic triazenes is well known, and has been explored for more than a century. These compounds have emerged as very useful intermediates, because of their unique reactivity. This functionality can notably be used to access many other fun ...

EPFL2018

Divergent Asymmetric Synthesis of Polycyclic Compounds via Vinyl Triazenes

Rosario Scopelliti, Kay Severin, Nicolai Cramer, Gregor Kiefer, Abdusalom Suleymanov, David Kossler, Florian Gérald Abela

Vinyl triazenes were obtained by enantioselective [2+2] cycloaddition reactions of bicyclic alkenes with 1-alkynyl triazenes in the presence of a RuII catalyst with a chiral cyclopentadienyl ligand. These triazenes serve as unique vinyl cation surrogates. ...

Wiley-VCH Verlag GmbH2017

Synthetic chemistry with nitrous oxide

Kay Severin

This review article summarizes efforts to use nitrous oxide (N2O, ‘laughing gas’) as a reagent in synthetic chemistry. The focus will be on reactions which are carried out in homogeneous solution under (relatively) mild conditions. First, the utilization o ...

Royal Society of Chemistry2015

Spherical superstructures of oxide nanoparticles for catalytic reactions in microchemical reactors

Martinus Adela Maria Gijs, Virendra Kumar Parashar, Josias Basil Wacker

We report the fabrication of spherical superstructures composed of SiO2 and TiO2 nanoparticles and their applications in catalyzing organic reactions. Assembling of the nanoparticles into superstructures is done by heating a water-in-oil micro-emulsion, wh ...

Elsevier Science Bv2015

Preparation and medical use of triazenes

Kay Severin, Gregor Kiefer

The present invention relates to a novel method for preparing triazenes. Further, the invention relates to novel triazenes and the use of N2O for preparing a compound comprising a triazene group. Further, the invention relates to the use of the novel triaz ...

2015

Synthesis of poly(ethylene-co-butylene)-block-poly(ethylene oxide) surfactant and its use in the synthesis of polyhydroxyethyl methacrylate nanoparticles containing azo-dye

Thomas Geiger, Yee Song Ko

A synthetic path to poly(ethylene-co-butylene)-block-poly(ethylene oxide), a substitute for the "KLE" surfactant was developed. For this purpose, mono hydroxyl end-functionalized poly(ethylene-co-butylene) (similar to 3800 g mol(-1)) was modified with a tr ...

Royal Soc Chemistry2014

New Acetylene Chemistry : Direct [alpha]-Alkynylation of Carbonyls with Ethynyl Benziodoxolones (EBX)

Davinia Fernández González

This thesis is divided in seven main chapters including an introduction about the state of the art in the field, four main chapters describing the main part of the work, a short insight on the implications of the presented results for other research projec ...

EPFL2011

Synthesis and characterization of ether-derivatized aminophosphines and their application in C-C coupling reactions

Paul Joseph Dyson, Rosario Scopelliti, Zhaofu Fei

Four new bis(phosphino)amine ligands (Ph2P)2N-C6H3-R, where R = 3,5-OMe (1), 2,5-OMe (2), 2,4-OMe (3) or 3,4-OMe (4), were prepd. via aminolysis of the corresponding dimethoxyanilines with 2 equiv. of diphenylphosphine chloride in the presence of tri-Et am ...

Elsevier2010

Effect of the electronic structure of carbon nanotubes on the selectivity of electrochemical functionalization

Klaus Kern, Marko Burghard, Kannan Balasubramanian

The functionalization of carbon nanotubes through electrochemical routes is gaining importance due to the high degree of control achievable and the ability to render the tubes with a variety of chemical and biological species. In this article, we report sy ...

2008

Highly dispersed PTFE/Co3O4 flexible films as photocatalyst showing fast kinetic performance for the discoloration of azo-dyes under solar irradiation

Albert Renken, Juan Kiwi, Lioubov Kiwi, Michaël Bensimon, Danièle Laub

Small nanosized clusters of Co3O4 coated on PTFE (polytetrafluoroethylene) flexible film is reported as a novel supported photocatalyst effective in the fast discoloration of the azo-dye Orange II under simulated solar radiation in the presence of oxone (2 ...

2007

Detoxification of diluted azo-dyes at biocompatible pH with the oxone/Co2+ reagent in dark and light processes

Albert Renken, Lioubov Kiwi

Accelerated bleaching and photobleaching of diluted solutions of Methyl Orange and other dyes occur only when Co2+-ions are present in solution mediating oxone (2KHSO(5)center dot KHSO4 center dot K2SO4) decomposition. The bleaching of Methyl Orange, Orang ...

2006

Stabilization mechanism of TiO2 on flexible fluorocarbon films as a functional photocatalyst

Albert Renken, Juan Kiwi, Lioubov Kiwi, Danièle Laub

The repetitive discoloration kinetics of the azo-dye Methyl Orange (taken as a model organic compound) was followed under solar simulated radiation (90 mW/cm2) to assess the performance of the TiO2/Tedlar® composite photocatalyst. The influence of solution ...

2006