Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted Phosphine

Rhodium complexes ligated by imidazolium-substituted phosphine were used as catalysts in the hydrosilylation of alkynes (1-heptyne, 1-octyne, and phenylacetylene) with 1,1,1,3,5,5,5-heptamethyltrisiloxane (HMTS) or triethylsilane (TES). In all cases, the above complexes showed higher activity and se...

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Main Authors:	Olga Bartlewicz, Magdalena Jankowska-Wajda, Hieronim Maciejewski
Format:	Article
Language:	English
Published:	MDPI AG 2020-06-01
Series:	Catalysts
Subjects:	hydrosilylation alkynes heterogeneous catalysis rhodium catalysts ionic liquids
Online Access:	https://www.mdpi.com/2073-4344/10/6/608

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record_format	Article
spelling	doaj-230b081c3afb4b1ba958888109d329422020-11-25T03:15:08ZengMDPI AGCatalysts2073-43442020-06-011060860810.3390/catal10060608Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted PhosphineOlga Bartlewicz0Magdalena Jankowska-Wajda1Hieronim Maciejewski2Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, PolandFaculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, PolandFaculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, PolandRhodium complexes ligated by imidazolium-substituted phosphine were used as catalysts in the hydrosilylation of alkynes (1-heptyne, 1-octyne, and phenylacetylene) with 1,1,1,3,5,5,5-heptamethyltrisiloxane (HMTS) or triethylsilane (TES). In all cases, the above complexes showed higher activity and selectivity compared to their precursors ([Rh(PPh<sub>3</sub>)<sub>3</sub>Cl] and [{Rh(µ-Cl)(cod)}<sub>2</sub>]). In the reactions with aliphatic alkynes (both when HMTS and TES were used as hydrosilylating agents), β(Z) isomer was mainly formed, but, in the reaction of phenylacetylene with TES, the β(E) product was formed. The catalysts are very durable, stable in air and first and foremost insoluble in the reactants which facilitated their isolation and permitted their multiple use in subsequent catalytic runs. They make a very good alternative to the commonly used homogeneous catalysts.https://www.mdpi.com/2073-4344/10/6/608hydrosilylationalkynesheterogeneous catalysisrhodium catalystsionic liquids
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Olga Bartlewicz Magdalena Jankowska-Wajda Hieronim Maciejewski
spellingShingle	Olga Bartlewicz Magdalena Jankowska-Wajda Hieronim Maciejewski Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted Phosphine Catalysts hydrosilylation alkynes heterogeneous catalysis rhodium catalysts ionic liquids
author_facet	Olga Bartlewicz Magdalena Jankowska-Wajda Hieronim Maciejewski
author_sort	Olga Bartlewicz
title	Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted Phosphine
title_short	Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted Phosphine
title_full	Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted Phosphine
title_fullStr	Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted Phosphine
title_full_unstemmed	Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted Phosphine
title_sort	highly efficient and reusable alkyne hydrosilylation catalysts based on rhodium complexes ligated by imidazolium-substituted phosphine
publisher	MDPI AG
series	Catalysts
issn	2073-4344
publishDate	2020-06-01
description	Rhodium complexes ligated by imidazolium-substituted phosphine were used as catalysts in the hydrosilylation of alkynes (1-heptyne, 1-octyne, and phenylacetylene) with 1,1,1,3,5,5,5-heptamethyltrisiloxane (HMTS) or triethylsilane (TES). In all cases, the above complexes showed higher activity and selectivity compared to their precursors ([Rh(PPh<sub>3</sub>)<sub>3</sub>Cl] and [{Rh(µ-Cl)(cod)}<sub>2</sub>]). In the reactions with aliphatic alkynes (both when HMTS and TES were used as hydrosilylating agents), β(Z) isomer was mainly formed, but, in the reaction of phenylacetylene with TES, the β(E) product was formed. The catalysts are very durable, stable in air and first and foremost insoluble in the reactants which facilitated their isolation and permitted their multiple use in subsequent catalytic runs. They make a very good alternative to the commonly used homogeneous catalysts.
topic	hydrosilylation alkynes heterogeneous catalysis rhodium catalysts ionic liquids
url	https://www.mdpi.com/2073-4344/10/6/608
work_keys_str_mv	AT olgabartlewicz highlyefficientandreusablealkynehydrosilylationcatalystsbasedonrhodiumcomplexesligatedbyimidazoliumsubstitutedphosphine AT magdalenajankowskawajda highlyefficientandreusablealkynehydrosilylationcatalystsbasedonrhodiumcomplexesligatedbyimidazoliumsubstitutedphosphine AT hieronimmaciejewski highlyefficientandreusablealkynehydrosilylationcatalystsbasedonrhodiumcomplexesligatedbyimidazoliumsubstitutedphosphine
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Highly Efficient and Reusable Alkyne Hydrosilylation Catalysts Based on Rhodium Complexes Ligated by Imidazolium-Substituted Phosphine

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