Publications de Alexander Tskhovrebov

Novel cationic 1,2,4-selenadiazoles: synthesis via addition of 2-pyridylselenyl halides to unactivated nitriles, structures and four-center SeMIDLINE HORIZONTAL ELLIPSISN contacts

2-Pyridylselenyl halides undergo facile coupling with a triple CN bond of unactivated nitriles. Unprecedented heterocyclization allowed the preparation of a novel class of cationic 1,2,4-selenadiazoles in remarkably high yields. Cationic 1,2,4-selenadiazol ...

ROYAL SOC CHEMISTRY2021

Synthesis of aminyl biradicals by base-induced Csp3–Csp3 coupling of cationic azo dyes

Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Andrzej Sienkiewicz, Euro Solari, Alberto Fabrizio, Alexander Tskhovrebov, Léonard Yannick Maurice Eymann, Ophélie Marie Planes, Paul Varava

2019

Palladium(II)-Stabilized Pyridine-2-Diazotates: Synthesis, Structural Characterization, and Cytotoxicity Studies

Paul Joseph Dyson, Alexander Tskhovrebov, Tina Riedel

Well-defined diazotates are scarce. Here we report the synthesis of unprecedented homoleptic palladium(II) diazotate complexes. The palladium(II)-mediated nitrosylation of 2-aminopyridines with NaNO2 results in the formation of metal-stabilized diazotates, ...

2018

Neutral Aminyl Radicals Derived from Azoimidazolium Dyes

Rosario Scopelliti, Kay Severin, Henrik Moodysson Rønnow, Matthew Wodrich, Andrzej Sienkiewicz, Ivica Zivkovic, Philip Pattison, Euro Solari, Laurent Alexis Clément Vannay, Alexander Tskhovrebov

The synthesis and characterization of a new class of neutral aminyl radicals is reported. Monoradicals were obtained by reduction of azoimidazolium dyes with potassium. Structural, spectroscopic, and computational data suggest that the spin density is cent ...

2016

Preparation of cationic azo compounds

Kay Severin, Alexander Tskhovrebov

The present invention relates to a novel method for preparing cationic azo compounds, which preferably can be used as dyes. Further, the invention relates to novel cationic azo compounds and the use of N2O in the synthesis of azo-imidazolium dyes. ...

2016

Synthesis of Azoimidazolium Dyes with Nitrous Oxide

Rosario Scopelliti, Kay Severin, Euro Solari, Alexander Tskhovrebov

A new method for the synthesis of industrially important azoimidazolium dyes is presented. The procedure is based on a reagent which is rarely used in the context of synthetic organic chemistry: nitrous oxide (“laughing gas”). N2O is first coupled to N-het ...

Wiley-Blackwell2015

Activation of Nitrous Oxide

Alexander Tskhovrebov

EPFL2014

Reactions of Grignard Reagents with Nitrous Oxide

Rosario Scopelliti, Kay Severin, Euro Solari, Alexander Tskhovrebov

The chemical activation of nitrous oxide (N2O) can be achieved by organocalcium, organosodium, and organolithium compounds. Grignard reagents, on the other hand, are believed to be inert. We demonstrate that this generalization is not correct. Some aliphat ...

American Chemical Society2014

Insertion of Zerovalent Nickel into the N–N Bond of N-Heterocyclic-Carbene-Activated N2O

Rosario Scopelliti, Kay Severin, Euro Solari, Alexander Tskhovrebov

Metal-mediated cleavage of the N–N bond is a rarely observed phenomenon in the chemistry of nitrous oxide (N2O). We demonstrate that, upon activation of N2O with N-heterocyclic carbenes, zerovalent nickel is able to insert into the N–N bond to give nitrosy ...

Amer Chemical Soc2013

Adducts of Nitrous Oxide and N-Heterocyclic Carbenes: Syntheses, Structures, and Reactivity

Rosario Scopelliti, Kay Severin, Euro Solari, Basile Vuichoud, Alexander Tskhovrebov

N-Heterocyclic carbenes (NHCs) react at ambient conditions with nitrous oxide to give covalent adducts. In the crystal, all compounds show a bent N2O group connected via the N-atom to the former carbene carbon atom. Most adducts are stable at room temperat ...

Amer Chemical Soc2013