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

Abstract

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)Cl2] or K2[PtCl6]). 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]2[PtCl6] 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.

Ionic Liquids Nitrogen-Based, Preparation, Characterization, and Application

“…Researchers used to prepare pyrrolidin from different sources, pyrrolidin-1-oxyl-(nitronyl nitroxide)-dyad and pyrrolidin-1-oxyl-iminonitroxidedyad had been prepared under controlled temperature and magnetic susceptibility [12]. Furthermore, pyrrolidinium and piperidinium based ionic liquid and linked to platinum compounds ([Pt(cod)Cl2] and K2[PtCl6]) they applied as catalysts for hydrosilylation 1-octene and allyl glycidyl ether with 1,1,1,3,5,5,5-heptamethyltrisiloxane [13]. Burrell et all discover a new method for producing large quantities of high pyrrollidinium based ionic liquids.…”

Magnetically separable and efficient platinum catalyst: Amino ligand enhanced loading and Fe2+ facilitated Pt0 formation

“…[BMPip] 2 [PtCl 6 ] [56] 1-octene and HMTS >99 >90 @mSiO 2 -APTES (1:5)-Pt (weight ratios of Fe 3 O 4 @mSiO 2 to APTES was 1:5) and Fe 3 O 4 @mSiO 2 -(1:5.5)-Pt (weight ratios of Fe 3 O 4 @mSiO 2 to APTES was 1:5.5) and factors that may influence Pt loadings and compositions were explored.…”

Investigation of N,N′‐Disulfopiperazinium Chlorometallates of Fe(III), Ni(II) and Co(II) as Hybrid Catalysts for the Synthesis of 1,2‐Dihydroquinazoline Derivatives

“…Organic‐inorganic hybrid compounds represent an opportunity for developing new materials with synergic behaviour leading to improved performances of each individual component while reducing their limitations. Halometallates are organic‐inorganic hybrid salts, which exist in solid or molten state depending on the strength of electrostatic interactions between organic cations and complex metal halide anions [1,2] . They may possess interesting properties of metal halide anions such as strong Lewis acidity, [3–6] paramagnetism, [7] characteristic thermal stability, [8] semiconductor behaviour [9] and novel electrochemical properties [10] etc.…”