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Kay Severin

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Publications associées (216)

Identification of a Heteroleptic Pd6L6L′6 Coordination Cage by Screening of a Virtual Combinatorial Library

Kay Severin, Rosario Scopelliti, Sylvain Alexandre Marie Sudan, Farzaneh Fadaei Tirani, Suzanne Maria Jansze, Rujin Li

The design of structurally defined heteroleptic coordination cages is a challenging task, and only few examples are known to date. Here we describe a selection approach that allowed the identification of a novel hexanuclear Pd cage containing two types of ...

2021

Alkynyl triazenes enable divergent syntheses of 2-pyrones

Kay Severin, Nicolai Cramer, Jin Fay Tan, Carl Thomas Bormann

The 2-pyrone motif occurs frequently in bioactive natural products and is appreciated as synthetic intermediates. However, only few methods allow for diversifying functional group modifications on this relevant heterocycle. The distinct properties of 1-alk ...

2021

Tuning the Size and Geometry of Heteroleptic Coordination Cages by Varying the Ligand Bent Angle

Kay Severin, Rosario Scopelliti, Farzaneh Fadaei Tirani, Rujin Li

Spherical assemblies of the type [PdnL2n]2n+ can be obtained from PdII salts and curved N-donor ligands, L. It is well established that the bent angle, α, of the ligand is a decisive factor in the self-assembly process, with larger angles leading to comple ...

2021

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

Nitrous oxide as a diazo transfer reagent: the synthesis of triazolopyridines

Kay Severin, Farzaneh Fadaei Tirani, Iris Roswitha Landman

Nitrous oxide is a potential diazo transfer reagent, but its applications in organic chemistry are scarce. Here, we show that triazolopyridines and triazoloquinolines are formed in the reactions of metallated 2-alkylpyridines or 2-alkylquinolines with N2O. ...

Royal Society of Chemistry2021

Synthesis, structural characterization, and coordination chemistry of imidazole-based alkylidene ketenes

Kay Severin, Rosario Scopelliti, Farzaneh Fadaei Tirani, Paul Varava, Wolfram Feuerstein

Alkylidene ketenes typically display high intrinsic reactivity, impeding isolation on a preparative scale. Herein, we report the synthesis of alkylidene ketenes by reaction of imidazole-based diazoolefins with carbon monoxide. The good thermal stability of ...

Royal Society of Chemistry2021

Bronsted and Lewis acid adducts of triazenes

Kay Severin, Rosario Scopelliti, Farzaneh Fadaei Tirani, Abdusalom Suleymanov, Frederick Mark Chadwick, Iris Roswitha Landman

The synthetic utility of triazenes rests on the fact that the triazene function can be cleaved by BrOnsted or Lewis acids, liberating diazonium compounds. However, the preferred coordination site of the acid is still a matter of debate. We have analyzed tr ...

2020

Incorporation of Clathrochelate-Based Metalloligands in Metal-Organic Frameworks by Solvent-Assisted Ligand Exchange

Kay Severin, Rosario Scopelliti, Farzaneh Fadaei Tirani, José Luis Bila, Ophélie Marie Planes, Pascal Alexander Schouwink

Iron(II) cage complexes with terminal 4-pyridyl groups can be incorporated in metal-organic frameworks (MOFs) via solvent-assisted ligand exchange (SALE). Paddle -wheeled MOFs with N,N'-di-4-pyridylnaphthalenete-tracarboxydiimide pillars were used as start ...

2020

Synthesis of Tetraarylethene Luminogens by C−H Vinylation of Aromatic Compounds with Triazenes

Kay Severin, Rosario Scopelliti, Albert Ruggi, Farzaneh Fadaei Tirani, Abdusalom Suleymanov, Martin Tim Doll

Wiley-VCH Verlag GmbH2020

Triazene-Activated Donor–Acceptor Cyclopropanes: Ring-Opening and (3 + 2) Annulation Reactions

Kay Severin, Rosario Scopelliti, Jérôme Waser, Farzaneh Fadaei Tirani, Abdusalom Suleymanov, Bastian Antoine Rodolphe Claude Muriel, Eliott Hugo Joran Le Du, Zhaowen Dong

Donor–acceptor cyclopropanes substituted with 3,3-dialkyltriazenyl groups are described herein. The strong electron-donating character of the triazene renders the cyclopropanes highly reactive, allowing for catalyst-free ring-opening reactions with methano ...

2020

Alkynyl Triazenes as Fluoroalkyne Surrogates: Regioselective Access to 4-Fluoro-2-pyridones by a Rh(III)-Catalyzed C–H Activation–Lossen Rearrangement–Wallach Reaction

Kay Severin, Nicolai Cramer, Jin Fay Tan, Carl Thomas Bormann

Fluorinated pyridones are an important scaffold displaying relevant biological activities. Efficient assembly strategies of pyridones are transition metal-catalyzed C–H annulations with alkynes. The inaccessibility and extreme lability of fluoro alkynes re ...

2020

Synthesis of Indenyl Triazenes by Rhodium-Catalyzed Annulation Reactions

Kay Severin, Rosario Scopelliti, Florian Gérald Abela, Farzaneh Fadaei Tirani, Carl Thomas Bormann

The synthesis of vinyl triazenes by metal-catalyzed processes is attractive, but only few examples have been described so far. Here, we describe Rh-catalyzed [3+2] annulation reactions of arylboronic acid derivatives and alkynyl triazenes. These reactions ...

2020

Thermodynamics and kinetics of protonated merocyanine photoacids in water

Kay Severin, Rosario Scopelliti, Euro Solari, Cristian Pezzato, Farzaneh Fadaei Tirani, Stefano Zamuner, Cesare Berton, Daniel Maria Busiello

Metastable-state photoacids (mPAHs) are chemical species whose photo-activated state is long-lived enough to allow for proton diffusion. Liao's photoacid (1) represents the archetype of mPAHs, and is being widely used on account of its unique capability to ...

2020

SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes

Andrzej Sienkiewicz, Kay Severin, Rosario Scopelliti, Cristian Pezzato, Farzaneh Fadaei Tirani, Zhaowen Dong

Reactions between N-heterocyclic carbenes (NHCs) and the trityl cation, [Ph3C]+, give covalent adducts of type [NHC–CPh3]+ and/or [NHC–C6H5–CPh2]+. EPR spectroscopy, UV-Vis analyses, and trapping experiments imply that adduct formation involves carbene rad ...

2020

Two-Step Synthesis of Linear and Bent Dicarboxylic Acid Metalloligands with Lengths of up to 3 nm

Kay Severin, Rosario Scopelliti, Farzaneh Fadaei Tirani, Suzanne Maria Jansze, Ophélie Marie Planes

Nanometer-sized polycarboxylate ligands are interesting building blocks for metallasupramolecular chemistry, but access to these compounds is often limited by complicated synthetic pathways. Here, we describe a simple two-step protocol, which allows prepar ...

2020

Boronate Ester-Capped Helicates

Kay Severin, Rosario Scopelliti, Daniel Ortiz Trujillo, Farzaneh Fadaei Tirani, Adrien Bryan Depallens, Erica Giraldi

Triple‐stranded helicates were obtained by metal‐templated multicomponent reactions of bispyridyloxime ligands with arylboronic acids. The helicates feature two hexa‐coordinated MII ions (M=Fe, Zn, or Mn), which are embedded in a macrobicyclic ligand frame ...

2020

Porous networks based on iron(ii) clathrochelate complexes

Kay Severin, Rosario Scopelliti, Emilie Baudat, Farzaneh Fadaei Tirani, José Luis Bila, Andrea Luca Ramorini, Joffrey Vincent Michel Pijeat

Microporous networks based on boronate ester-capped iron(II) clathrochelate complexes are described. The networks were obtained by covalent cross-linking of tetrabrominated clathrochelate complexes via Suzuki–Miyaura polycross-coupling reactions with dibor ...

2019

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Kay Severin

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Identification of a Heteroleptic Pd6L6L′6 Coordination Cage by Screening of a Virtual Combinatorial Library

Alkynyl triazenes enable divergent syntheses of 2-pyrones

Tuning the Size and Geometry of Heteroleptic Coordination Cages by Varying the Ligand Bent Angle

Vinyl and Alkynyl Triazenes: Synthesis, Reactivity, and Applications

Nitrous oxide as a diazo transfer reagent: the synthesis of triazolopyridines

Synthesis, structural characterization, and coordination chemistry of imidazole-based alkylidene ketenes

Bronsted and Lewis acid adducts of triazenes

Incorporation of Clathrochelate-Based Metalloligands in Metal-Organic Frameworks by Solvent-Assisted Ligand Exchange

Synthesis of Tetraarylethene Luminogens by C−H Vinylation of Aromatic Compounds with Triazenes

Triazene-Activated Donor–Acceptor Cyclopropanes: Ring-Opening and (3 + 2) Annulation Reactions

Alkynyl Triazenes as Fluoroalkyne Surrogates: Regioselective Access to 4-Fluoro-2-pyridones by a Rh(III)-Catalyzed C–H Activation–Lossen Rearrangement–Wallach Reaction

Synthesis of Indenyl Triazenes by Rhodium-Catalyzed Annulation Reactions

Thermodynamics and kinetics of protonated merocyanine photoacids in water

SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes

Two-Step Synthesis of Linear and Bent Dicarboxylic Acid Metalloligands with Lengths of up to 3 nm

Boronate Ester-Capped Helicates

Porous networks based on iron(ii) clathrochelate complexes

The role of bridging ligands in dinitrogen reduction and functionalization by uranium multimetallic complexes

Synthesis of Heteroaryl Triazenes via Rh(III)-catalyzed Annulation Reactions with Alkynyl Triazenes

Palladium-Based Metal–Ligand Assemblies: The Contrasting Behavior upon Addition of Pyridine or Acid