Norbornene based-sulfide-stabilized silylium ions: synthesis, structure and application in catalysis

Autor: Dajnak, Aymeric, Özpinar, Gül Altinbaş, Lenk, Romaric, Saffon-Merceron, Nathalie, Baceiredo, Antoine, Kato, Tsuyoshi, Müller, Thomas, Maerten, Eddy, Özpinar, Gül
Přispěvatelé: Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS), ANR-16-CE07-0018,WISSI,Interactions Faibles dans les Ions Silylium Stabilisés(2016)
Rok vydání: 2022
Předmět:
Zdroj: Dalton Transactions
Dalton Transactions, 2022, 51 (4), pp.1407-1414. ⟨10.1039/d1dt04009j⟩
ISSN: 1477-9234
1477-9226
DOI: 10.1039/d1dt04009j⟩
Popis: A norbornene-based sulfide stabilized silylium ion 4 has been synthesized. The S-Si interaction was studied in solution and in the solid state by NMR spectroscopy and X-ray diffraction analysis as well as DFT calculations. Unlike the previously reported phosphine-stabilized silylium ion VII, behaving as a Lewis pair, calculations predict that 4 should behave as a Lewis acid toward acrylate derivatives. Indeed, the base-stabilized silylium ion 4 has emerged as an easy-to-handle silylium ion-based Lewis acid catalyst, particularly for the Diels-Alder cycloaddition, with poorly reactive dienes, and hydrodefluorination reactions.
Databáze: OpenAIRE