An investigation into the Brønsted acidity of the perfluorinated alkoxy silanes {(F3C)3CO}3SiH and {(F6C5)3CO}2Si(Cl)H

Felix Feige; Lorraine A. Malaspina; Florian Kleemiss; Julius F. Kögel; Sergey Ketkov; Emanuel Hupf; Simon Grabowsky; Jens Beckmann

doi:10.1039/D3DT00299C

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An investigation into the Brønsted acidity of the perfluorinated alkoxy silanes {(F₃C)₃CO}₃SiH and {(F₆C₅)₃CO}₂Si(Cl)H†

Felix Feige,^a Lorraine A. Malaspina,^b Florian Kleemiss,

^bc Julius F. Kögel,

^a Sergey Ketkov,

*^d Emanuel Hupf,*^a Simon Grabowsky

*^b and Jens Beckmann

*^a

Author affiliations

* Corresponding authors

^a Institut für Anorganische Chemie und Kristallographie, Universität Bremen, Leobener Straße 7, 28359 Bremen, Germany
E-mail: hupf@uni-bremen.de, j.beckmann@uni-bremen.de

^b Departement für Chemie, Biochemie und Pharmazie, Universität Bern, Freiestrasse 3, 3012 Bern, Switzerland
E-mail: simon.grabowsky@unibe.ch

^c Fakultät für Chemie und Pharmazie, Universität Regensburg, Universitätsstraße 31, 93053 Regensburg, Germany

^d G. A. Razuvaev Institute of Organometallic Chemistry RAS, 49 Tropinin St., 603950 Nizhny Novgorod, Russian Federation
E-mail: sketkov@iomc.ras.ru

Abstract

The perfluorinated alkoxy silanes {(F₃C)₃CO}₃SiH (1) and {(F₅C₆)₃CO}₂Si(Cl)H (2) were prepared and fully characterized. Despite the high calculated Brønsted acidities, all attempts to deprotonate 1 and 2 to give the conjugate silanide ions failed due to the exceptionally short and strong Si–H bonds. In the solid state, the Si–H units are not involved in any intermolecular interactions, but instead the crystal packing consists of exceptionally short and strong F⋯F interactions. The cohesive energies are entirely comprised of London dispersion interactions, similarly as in the crystal structures of noble gases.

This article is part of the themed collection: Spotlight Collection: Fluorinated ligands

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Article information

DOI: https://doi.org/10.1039/D3DT00299C
Article type: Paper
Submitted: 31 Jan 2023
Accepted: 11 Apr 2023
First published: 11 Apr 2023

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Dalton Trans., 2023,52, 5918-5925

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An investigation into the Brønsted acidity of the perfluorinated alkoxy silanes {(F₃C)₃CO}₃SiH and {(F₆C₅)₃CO}₂Si(Cl)H

F. Feige, L. A. Malaspina, F. Kleemiss, J. F. Kögel, S. Ketkov, E. Hupf, S. Grabowsky and J. Beckmann, Dalton Trans., 2023, 52, 5918 DOI: 10.1039/D3DT00299C

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