Piperidinium and Pyrrolidinium Ionic Liquids as Precursors in the Synthesis of New Platinum Catalysts for Hydrosilylation

Six new air-stable anionic platinum complexes were synthesized in simple reactions of piperidinium [BMPip]Cl or pyrrolidinium [BMPyrr]Cl ionic liquids with platinum compounds ([Pt(cod)Cl<sub>2</sub>] or K<sub>2</sub>[PtCl<sub>6</sub>]). All these compounds were su...

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Main Authors: Magdalena Jankowska-Wajda, Olga Bartlewicz, Przemysław Pietras, Hieronim Maciejewski
Format: Article
Language:English
Published: MDPI AG 2020-08-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/10/8/919
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spelling doaj-d8c6730c242342d38972b34f328110952020-11-25T03:07:31ZengMDPI AGCatalysts2073-43442020-08-011091991910.3390/catal10080919Piperidinium and Pyrrolidinium Ionic Liquids as Precursors in the Synthesis of New Platinum Catalysts for HydrosilylationMagdalena Jankowska-Wajda0Olga Bartlewicz1Przemysław Pietras2Hieronim Maciejewski3Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, PolandFaculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, PolandAdam Mickiewicz University Foundation, Poznań Science and Technology Park, Rubież 46, 61-612 Poznań, PolandFaculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, PolandSix new air-stable anionic platinum complexes were synthesized in simple reactions of piperidinium [BMPip]Cl or pyrrolidinium [BMPyrr]Cl ionic liquids with platinum compounds ([Pt(cod)Cl<sub>2</sub>] or K<sub>2</sub>[PtCl<sub>6</sub>]). All these compounds were subjected to isolation and spectrometric characterization using NMR and ESI-MS techniques. Furthermore, the determination of melting points and thermal stability of the above derivatives was performed with the use of thermogravimetric analysis. The catalytic performance of the synthesized complexes was tested in hydrosilylation of 1-octene and allyl glycidyl ether with 1,1,1,3,5,5,5-heptamethyltrisiloxane. The study has shown that they have high catalytic activity and are insoluble in the reaction medium which enabled them to isolate and reuse them in consecutive catalytic cycles. The most active complex [BMPip]<sub>2</sub>[PtCl<sub>6</sub>] makes it possible to conduct at least 10 catalytic runs without losing activity which makes it an attractive alternative not only to commonly used homogeneous catalysts, but also to heterogeneous catalysts for hydrosilylation processes. The activity of the studied catalysts is also affected by the kind of anion and, to some extent, the kind of cation.https://www.mdpi.com/2073-4344/10/8/919ionic liquidsbiphasic catalysisplatinum complexeshydrosilylation
collection DOAJ
language English
format Article
sources DOAJ
author Magdalena Jankowska-Wajda
Olga Bartlewicz
Przemysław Pietras
Hieronim Maciejewski
spellingShingle Magdalena Jankowska-Wajda
Olga Bartlewicz
Przemysław Pietras
Hieronim Maciejewski
Piperidinium and Pyrrolidinium Ionic Liquids as Precursors in the Synthesis of New Platinum Catalysts for Hydrosilylation
Catalysts
ionic liquids
biphasic catalysis
platinum complexes
hydrosilylation
author_facet Magdalena Jankowska-Wajda
Olga Bartlewicz
Przemysław Pietras
Hieronim Maciejewski
author_sort Magdalena Jankowska-Wajda
title Piperidinium and Pyrrolidinium Ionic Liquids as Precursors in the Synthesis of New Platinum Catalysts for Hydrosilylation
title_short Piperidinium and Pyrrolidinium Ionic Liquids as Precursors in the Synthesis of New Platinum Catalysts for Hydrosilylation
title_full Piperidinium and Pyrrolidinium Ionic Liquids as Precursors in the Synthesis of New Platinum Catalysts for Hydrosilylation
title_fullStr Piperidinium and Pyrrolidinium Ionic Liquids as Precursors in the Synthesis of New Platinum Catalysts for Hydrosilylation
title_full_unstemmed Piperidinium and Pyrrolidinium Ionic Liquids as Precursors in the Synthesis of New Platinum Catalysts for Hydrosilylation
title_sort piperidinium and pyrrolidinium ionic liquids as precursors in the synthesis of new platinum catalysts for hydrosilylation
publisher MDPI AG
series Catalysts
issn 2073-4344
publishDate 2020-08-01
description Six new air-stable anionic platinum complexes were synthesized in simple reactions of piperidinium [BMPip]Cl or pyrrolidinium [BMPyrr]Cl ionic liquids with platinum compounds ([Pt(cod)Cl<sub>2</sub>] or K<sub>2</sub>[PtCl<sub>6</sub>]). All these compounds were subjected to isolation and spectrometric characterization using NMR and ESI-MS techniques. Furthermore, the determination of melting points and thermal stability of the above derivatives was performed with the use of thermogravimetric analysis. The catalytic performance of the synthesized complexes was tested in hydrosilylation of 1-octene and allyl glycidyl ether with 1,1,1,3,5,5,5-heptamethyltrisiloxane. The study has shown that they have high catalytic activity and are insoluble in the reaction medium which enabled them to isolate and reuse them in consecutive catalytic cycles. The most active complex [BMPip]<sub>2</sub>[PtCl<sub>6</sub>] makes it possible to conduct at least 10 catalytic runs without losing activity which makes it an attractive alternative not only to commonly used homogeneous catalysts, but also to heterogeneous catalysts for hydrosilylation processes. The activity of the studied catalysts is also affected by the kind of anion and, to some extent, the kind of cation.
topic ionic liquids
biphasic catalysis
platinum complexes
hydrosilylation
url https://www.mdpi.com/2073-4344/10/8/919
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