65149-25-9Relevant academic research and scientific papers
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.
Additive-modulated switchable reaction pathway in the addition of alkynes with organosilanes catalyzed by supported Pd nanoparticles: Hydrosilylation: versus semihydrogenation
Duan, Yanan,Ji, Guijie,Zhang, Shaochun,Chen, Xiufang,Yang, Yong
, p. 1039 - 1050 (2018/03/05)
We herein report supported Pd nanoparticles on N,O-doped hierarchical porous carbon as a single operation catalyst-enabled additive-modulated reaction pathway for alkynes addition with organosilanes between hydrosilyation and semihydrogenation. In the case of alkynes hydrosilylation, a simple iodide ion as an additive has a promotion effect on the activity and regio- and stereoselectivity, where iodide can coordinate with Pd NPs via strong δ donation to increase the electron density of the Pd atom, resulting in an increased ability for the oxidative addition of hydrosilane as the rate-determining step to make the reaction proceed efficiently to afford vinylsilanes in high yields with excellent regio- and stereoselectivity. For the catalytic transfer semihydrogenation of alkynes, water was introduced to mix with organosilane to form a silanol together with the generation of hydrogen atoms on the Pd NPs surface or the liberation of H2 gas as a reducing agent, whereby the quantitative reduction of alkynes was achieved with exclusive selectivity to alkenes. In both cases, the catalyst could be recycled several times without a significant loss in activity or selectivity. A broad range of alkyl and aryl alkynes with various functional groups are compatible with the reaction conditions. The role the additive exerted in each reaction was extensively investigated through control experiments as well as the kinetic isotopic effect along with spectroscopic characterization. In addition, the respective mechanism operating in both reactions was proposed.
A recyclable and reusable K2PtCl4/Xphos-SO3Na/PEG-400/H2O system for highly regio- and stereoselective hydrosilylation of terminal alkynes
Xu, Caifeng,Huang, Bin,Yan, Tao,Cai, Mingzhong
supporting information, p. 391 - 397 (2018/02/07)
K2PtCl4/Xphos-SO3Na in a mixture of poly(ethylene glycol) (PEG-400) and water is shown to be a highly regio- and stereoselective catalyst for the hydrosilylation of terminal alkynes with hydrosilanes. The reaction could be conducted under mild conditions, yielding a variety of functionalized β-(E)-vinylsilanes in good to excellent yields with a total β-(E)-selectivity. The isolation of the products is readily performed by extraction with cyclohexane and more importantly, both expensive K2PtCl4 and Xphos-SO3Na in a PEG-400/H2O system could be easily recycled and reused at least eight times without any loss of catalytic activity.
Highly selective hydrosilylation of olefins and acetylenes by platinum(0) complexes bearing bulky N-heterocyclic carbene ligands
Zak,Bo?t,Kubicki,Pietraszuk
supporting information, p. 1903 - 1910 (2018/02/17)
Platinum complexes bearing bulky N-heterocyclic carbene (NHC) ligands, i.e., [Pt(IPr?)(dvtms)] (where, IPr? = 1,3-bis{2,6-bis(diphenylmethyl)-4-methylphenyl}imidazol-2-ylidene) and [Pt(IPr?OMe)(dvtms)] (where, IPr?OMe = 1,3-bis{2,6-bis(diphenylmethyl)-4-m
Visible light accelerated hydrosilylation of alkynes using platinum-[acyclic diaminocarbene] photocatalysts
Gee, Jack C.,Fuller, Beth A.,Lockett, Hannah-Marie,Sedghi, Gita,Robertson, Craig M.,Luzyanin, Konstantin V.
supporting information, p. 9450 - 9453 (2018/08/28)
Platinum-[diaminocarbene] complexes work as transition-metal photocatalysts for the hydrosilylation of alkynes. A catalytic system operates under visible light irradiation (blue LED) enabling the conversion of a range of terminal and internal alkynes to r
Tandem Hydrosilylation/o-C-H Silylation of Arylalkynes Catalyzed by Ruthenium Bis(silyl) Aminophosphine Complexes
Kitano, Takeo,Komuro, Takashi,Ono, Rikima,Tobita, Hiromi
supporting information, p. 2710 - 2713 (2017/08/21)
An unprecedented reaction via consecutive trans-selective hydrosilylation and o-C-H silylation of arylalkynes with hydrosilanes was developed by use of ruthenium complex catalysts Ru{?°3(Si,O,Si)-xantsil}(CO)(PR3) (R = NC4H8 (1-Pyrr), NC5H10 (1-Pip); xantsil = (9,9-dimethylxanthene-4,5-diyl)bis(dimethylsilyl)). This reaction proceeded with gentle heating at 40-60 °C and afforded novel 2,α-bis-silylated (Z)-stilbene or (Z)-styrene derivatives 2 together with an equimolar amount of (E)-/(Z)-arylalkenes as byproducts. The selectivity of the formation of 2 reached a maximum by employing catalyst 1-Pyrr ligated by the less bulky triaminophosphine P(NC4H8)3 and hydrosilane HSiMe(OSiMe3)2 having moderately bulky and electron withdrawing substituents.
Regio- and stereoselective hydrosilylation of unsymmetrical alkynes catalyzed by a well-defined, low-valent cobalt catalyst
Rivera-Hernández, Alejandro,Fallon, Brendan J.,Ventre, Sandrine,Simon, Cédric,Tremblay, Marie-Hélène,Gontard, Geoffrey,Derat, Etienne,Amatore, Muriel,Aubert, Corinne,Petit, Marc
supporting information, p. 4242 - 4245 (2016/09/09)
Herein, the use of a well-defined low-valent cobalt(I) catalyst [HCo(PMe3)4] capable of performing the highly regio- and stereoselective hydrosilylation of internal alkynes is reported. The reaction can be applied to a variety of hyd
Copper(II)-catalyzed highly regio- and stereoselective hydrosilylation of unactivated internal alkynes with silylborate in water
Xuan, Qing-Qing,Ren, Chuan-Li,Liu, Li,Wang, Dong,Li, Chao-Jun
supporting information, p. 5871 - 5874 (2015/06/08)
The highly regio- and stereoselective hydrosilylation of internal alkynes with silylborate catalyzed by Cu(OTf)2 with 1,10-phenanthroline as the ligand in the presence of Cs2CO3 in water is developed. This protocol was applied efficiently in the aqueous synthesis of multi-substituted vinylsilanes.
Rhodium-catalysed synthesis of multi-substituted silylindenes from aryl alkynes and hydrosilanes via C-H bond activation
Sueki, Shunsuke,Kuninobu, Yoichiro
supporting information, p. 7685 - 7688 (2015/05/27)
We successfully developed rhodium-catalysed synthesis of multi-substituted silylindenes from 2 equivalents of aryl alkynes and 1 equivalent of hydrosilanes in moderate to good yields via C-H bond activation for the first time. The silyl groups of the obta
