62257-76-5Relevant academic research and scientific papers
Highly regioselective rhenium-catalyzed hydrosilylation of styrenes
Zhao, Wen-Guo,Hua, Ruimao
, p. 5495 - 5498 (2006)
The addition reaction of silanes to styrenes is efficiently catalyzed by ReBr(CO)5 in toluene heated at 120°C and selectively affords anti-Markovnikov adducts in good to high yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
1,2-Bis(dimaltolphosphino)ethane “Malt4Phos2”: A new phosphonite chelate ligand and corresponding platinum catalyzed styrene hydrosilylation activity
Brayton, Daniel F.
, p. 275 - 278 (2017)
Via a one pot reaction new chelating maltol-based phosphonite ligands “Malt4Phos2” 1 and “etMalt4Phos2” 2 and their corresponding platinum dichloride complexes 3 and 4 have been synthesized and characterized by NMR spectroscopy. Solid state structures revealed intriguing differences as 3 has five water molecules within the unit cell creating a small hydrogen bonding network, while 4 exhibits inter-catalyst π stacking effects. The catalytic hydrosilylation potential of 3 and 4 was investigated using styrene and phenyldimethylsilane displaying competitive activity with currently available catalysts.
The two faces of platinum hydrospirophosphorane complexes—Not only relevant catalysts but cytotoxic compounds as well
Skar?yńska, Anna,Kowalczyk, Marta,Majchrzak, Mariusz,Pi?tka, Marta,Augustyniak, Adam W.,Siczek, Mi?osz,W?odarczyk, Kinga,Simiczyjew, Aleksandra,Nowak, Dorota
, (2021/12/08)
Platinum complexes [PtCl2(L)] L = L1, L2 with symmetrical HP (OCH2CMe2NH)2 (L1) and unsymmetrical HP(OCMe2CMe2O)(OCH2CMe2NH) (L2) hydrospirophosphorane (HSP) ligands were demonstrated to play a dual role of catalysts and cytotoxic compounds as well. The structure of new complex [PtCl2(L2)] was confirmed by physicochemical and spectroscopic methods, as well as single X-ray diffraction studies for [PtCl2{P (OCMe2CMe2O)(OCH2CMe2NH2)}]. HSP ligand coordinated to the platinum center in bidentate κ2-P,NH2 chelating mode of fashion. Both complexes were found to exhibit catalytic activity for Heck cross-coupling reactions of iodobenzene with substituted styrenes, with good conversion and yield of stilbenes. Moreover, complexes have been applied as excellent catalysts for highly regioselective hydrosilylation of aromatic and aliphatic terminal olefins, and acetylenes terminal and internal as well. On the other hand, the preliminary biological studies revealed that in the presence of foretinib, drug candidate in clinical trials for the treatment of cancer, platinum complexes revealed increased synergistic effect and efficiently decreased the number of viable cells of triple negative breast cancer MDA-MB-231 cell line.
Solvent-free hydrosilylation of alkenes and alkynes using recyclable platinum on carbon nanotubes
Jawale, Dhanaji V.,Geertsen, Valérie,Miserque, Frédéric,Berthault, Patrick,Gravel, Edmond,Doris, Eric
, p. 815 - 820 (2021/02/09)
Platinum nanoparticles were stabilized at the surface of carbon nanotubes and the nanohybrid was valorized as a catalyst for the hydrosilylation of alkenes and alkynes. The heterogeneous catalyst operated under sustainable conditions (room temperature, no solvent, low catalyst loading, air atmosphere) and exhibited improved stabilty as recycling and reuse could be achieved for multiple consecutive reactions.
Accelerated Anti-Markovnikov Alkene Hydrosilylation with Humic-Acid-Supported Electron-Deficient Platinum Single Atoms
Antonietti, Markus,Badamdorj, Bolortuya,Janik, Michael J.,Liu, Kairui,Yang, Fan
supporting information, p. 24220 - 24226 (2021/10/07)
The hydrosilylation reaction is one of the largest-scale applications of homogeneous catalysis, and Pt homogeneous catalysts have been widely used in this reaction for the commercial manufacture of silicon products. However, homogeneous Pt catalysts result in considerable problems, such as undesired side reactions, unacceptable catalyst residues and disposable platinum consumption. Here, we synthesized electron-deficient Pt single atoms supported on humic matter (Pt1@AHA_U_400), and the catalyst was used in hydrosilylation reactions, which showed super activity (turnover frequency as high as 3.0×107 h?1) and selectivity (>99 %). Density functional theory calculations reveal that the high performance of the catalyst results from the atomic dispersion of Pt and the electron deficiency of the Pt1 atoms, which is different from conventional Pt nanoscale catalysts. Excellent performance is maintained during recycle experiments, indicating the high stability of the catalyst.
Base Metal-terpyridine Complex Immobilized on Stationary Phase Aimed as Reusable Hydrosilylation Catalyst
Kobayashi, Katsuaki,Nakazawa, Hiroshi
, p. 3695 - 3701 (2021/09/30)
The catalytic activity of a base metal-terpyridine complex immobilized on silica gel (M(tpy)X2@SiO2/H2O: M=Mn, Fe, Co, Ni, Cu; X=Cl, Br) for hydrosilylation was investigated. Co(tpy)Br2@SiO2/H2/
Copper-Photocatalyzed Hydrosilylation of Alkynes and Alkenes under Continuous Flow
Zhong, Mingbing,Pannecoucke, Xavier,Jubault, Philippe,Poisson, Thomas
supporting information, p. 11818 - 11822 (2021/07/10)
Herein, the photocatalytic hydrosilylation of alkynes and alkenes under continuous flow conditions is described. By using 0.2 mol % of the developed [Cu(dmp)(XantphosTEPD)]PF6 under blue LEDs irradiation, a large panel of alkenes and alkynes was hydrosilylated in good to excellent yields with a large functional group tolerance. The mechanism of the reaction was studied, and a plausible scenario was suggested.
Catalytic hydrosilylation of olefins and ketones by base metal complexes bearing a 2,2′:6′,2″-terpyridine ancillary ligand
Kobayashi, Katsuaki,Nakazawa, Hiroshi
, (2021/06/12)
The activities of [M(tpy)Br2] (M = Mn, Co, Ni, or Cu) for the hydrosilylation of olefins and ketones were investigated in the presence of NaBHEt3 as an activator. [Co(tpy)Br2] and [Ni(tpy)Br2] showed catalytic a
Cyclic metal(oid) clusters control platinum-catalysed hydrosilylation reactions: From soluble to zeolite and MOF catalysts
Rivero-Crespo, Miguel,Oliver-Meseguer, Judit,Kap?ońska, Klaudia,Ku?trowski, Piotr,Pardo, Emilio,Cerón-Carrasco, José Pedro,Leyva-Pérez, Antonio
, p. 8113 - 8124 (2020/11/04)
The Pt-catalysed addition of silanes to functional groups such as alkenes, alkynes, carbonyls and alcohols, i.e. the hydrosilylation reaction, is a fundamental transformation in industrial and academic chemistry, often claimed as the most important application of Pt catalysts in solution. However, the exact nature of the Pt active species and its mechanism of action is not well understood yet, particularly regarding regioselectivity. Here, experimental and computational studies together with an ad hoc graphical method show that the hydroaddition of alkynes proceeds through Pt-Si-H clusters of 3-5 atoms (metal(oid) association) in parts per million amounts (ppm), which decrease the energy of the transition state and direct the regioselectivity of the reaction. Based on these findings, new extremely-active (ppm) microporous solid catalysts for the hydrosilylation of alkynes, alkenes and alcohols have been developed, paving the way for more environmentally-benign industrial applications. This journal is
Synthesis of Alkyl Silanes via Reaction of Unactivated Alkyl Chlorides and Triflates with Silyl Lithium Reagents
Mallick, Shubhadip,Würthwein, Ernst-Ulrich,Studer, Armido
, p. 6568 - 6572 (2020/09/02)
The reaction of unactivated secondary and primary alkyl chlorides as well as primary alkyl triflates with silyl lithium reagents to access tetraorganosilanes is reported. These nucleophilic substitutions proceed in the absence of any transition metal catalyst under mild conditions in moderate to very good yields. The silyl lithium reagents are readily generated from the corresponding commercially available chlorosilanes. Enantioenriched secondary alkyl chlorides react with high stereospecificity under inversion of configuration.
