Metal Triflates as Catalysts in Organic Synthesis: Determination of Their Lewis Acidity by Mass Spectrometry.

Lewis acids electrospray ionization homogeneous catalysis mass spectrometry metal triflates

Journal

ChemPlusChem
ISSN: 2192-6506
Titre abrégé: Chempluschem
Pays: Germany
ID NLM: 101580948

Informations de publication

Date de publication:
06 2022
Historique:
revised: 28 04 2022
received: 07 03 2022
pubmed: 20 5 2022
medline: 3 6 2022
entrez: 19 5 2022
Statut: ppublish

Résumé

Metal triflates have shown a large variety of possibilities as catalysts in organic reactions. Some selected examples of their catalytic activity, in particular in C-O and C-C bond formation are presented. A better understanding of the mode of interaction between these Lewis acids and organic functional groups as ligands should allow for an easier choice of a tailored metal cation for a given reaction. Electrospray ionization mass spectrometry enables the characterization and the quantification of the donor/acceptor interactions involved in the catalytic processes. Both gas-phase and solution-phase interactions between various metal triflates and organic functionalities were studied. Based on an original probabilistic model, ligand displacement experiments lead us to establish quantitative affinity scales of ligands toward the metal centers. The main structural effects governing the ranking are identified and discussed.

Identifiants

pubmed: 35589529
doi: 10.1002/cplu.202200037
doi:

Substances chimiques

Lewis Acids 0
Ligands 0
Metals 0

Types de publication

Journal Article Review Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202200037

Informations de copyright

© 2022 The Authors. ChemPlusChem published by Wiley-VCH GmbH.

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Auteurs

Lionel Massi (L)

Institut de Chimie de Nice, CNRS, UMR 7272, Université Côte d'Azur, 28, Avenue Valrose, 06108, Nice Cedex 2, France.

Jean-François Gal (JF)

Institut de Chimie de Nice, CNRS, UMR 7272, Université Côte d'Azur, 28, Avenue Valrose, 06108, Nice Cedex 2, France.

Elisabet Duñach (E)

Institut de Chimie de Nice, CNRS, UMR 7272, Université Côte d'Azur, 28, Avenue Valrose, 06108, Nice Cedex 2, France.

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