7688-21-3Relevant articles and documents
Highly cis-selective and lead-free hydrogenation of 2-hexyne by a supported Pd catalyst with an ionic-liquid layer
Schwab, Frederick,Weidler, Natascha,Lucas, Martin,Claus, Peter
, p. 10406 - 10408 (2014)
A simple Pd/SiO2 catalyst which was modified with the ionic liquid [BMPL][DCA] gave an excellent yield of 88% towards cis-2-hexene in the stereoselective hydrogenation of 2-hexyne. The catalyst outperforms, even at full conversion, the commonly used lead-poisoned, toxic Lindlar catalyst and supported colloidal-based Pd as well. This journal is the Partner Organisations 2014.
Geometrically Constrained Cationic Low-Coordinate Tetrylenes: Highly Lewis Acidic σ-Donor Ligands in Catalytic Systems
Keil, Philip M.,Hadlington, Terrance J.
supporting information, (2022/01/13)
A novel non-innocent ligand class, namely cationic single-centre ambiphiles, is reported in the phosphine-functionalised cationic tetrylene Ni0 complexes, [PhRDippENi(PPh3)3]+ (4 a/b (Ge) and 5 (Sn); PhRDipp={[Ph2PCH2SiR2](Dipp)N}?; R=Ph, iPr; Dipp=2,6-iPr2C6H3). The inherent electronic nature of low-coordinate tetryliumylidenes, combined with the geometrically constrained [N?E?Ni] bending angle enforced by the chelating phosphine arm in these complexes, leads to strongly electrophilic EII centres which readily bind nucleophiles, reversibly in the case of NH3. Further, the GeII centre in 4 a/b readily abstracts the fluoride ion from [SbF6]? to form the fluoro-germylene complex PhRDippGe(F)Ni(PPh3)3 9, despite this GeII centre simultaneously being a σ-donating ligand towards Ni0. Alongside the observed catalytic ability of 4 and 5 in the hydrosilylation of alkynes and alkenes, this forms an exciting introduction to a multi-talented ligand class in cationic single-centre ambiphiles.
Immobilized Platinum Hydride Species as Catalysts for Olefin Isomerizations and Enyne Cycloisomerizations
Bauer, Matthias,Cronin, Steve P.,Dyballa, Michael,Estes, Deven P.,Li, Zheng,Maier, Sarah,Nowakowski, Michal,Vu Dinh, Manh-Anh
supporting information, p. 1751 - 1757 (2021/06/28)
Platinum hydride species catalyze a number of interesting organic reactions. However, their reactions typically involve the use of high loadings of noble metal and are difficult to recycle, making them somewhat unsustainable. We have synthesized surface-immobilized Pt-H species via oxidative addition of surface OH groups to Pt(PtBu3)2 (1), a rarely used immobilization technique in surface organometallic chemistry. The hydride species thus made were characterized by infrared, magic-angle spinning nuclear magnetic resonance, and X-ray absorption spectroscopies and catalyzed both olefin isomerization and cycloisomerization of a 1,6 enyne (5) with a high selectivity and low Pt loading.
Comparative Study of Homogeneous and Silica Immobilized N^N and N^O Palladium(II) Complexes as Catalysts for Hydrogenation of Alkenes, Alkynes and Functionalized Benzenes
Akiri, Saphan O.,Ngcobo, Nondumiso L.,Ojwach, Stephen O.
, p. 2850 - 2862 (2020/03/30)
Abstract: This work reports the use of homogeneous and silica immobilized palladium(II) complexes of ligands (2-phenyl-2-((3(triethoxysilyl)propyl)imino)ethanol) (L1), (4-methyl-2-((3(triethoxysilyl)propyl)imino)methyl)phenol) (L2), [L1-MCM-41] (L1im), and [L2-MCM-41] (L2im) as catalysts in molecular hydrogenation of alkenes, alkynes and functionalized benzenes. The homogeneous complexes [Pd(L1)2] (Pd1), [Pd(L2)2] (Pd2), [Pd(L1)(Cl2)] (Pd3),?and [Pd(L2)(Cl2)] (Pd4), and their respective silica immobilized?complexes [Pd(L1)2]-MCM-41] (Pd1im), [Pd(L2)2)-MCM-4] (Pd2im), [Pd (L1)(Cl2)-MCM-41] (Pd3im) and [Pd(L2)(Cl2)]-MCM-41] (Pd4im) formed active catalysts in?the molecular hydrogenation of these substrates. The catalytic activities and product distribution in these reactions were largely dictated by the nature of the substrate. The kinetic studies revealed a pseudo-first order dependence on styrene substrate for both the homogeneous and immobilized catalysts. Significantly, the selectivity of both homogeneous and immobilized catalysts were comparable in the hydrogenation of both?alkynes and multi-functionalized benzenes. The supported catalysts could be recycled up to four times with minimum loss of catalytic activity and showed absence of any leaching from hot filtration experiments. Kinetics and poisoning studies established that complexes Pd1–Pd4 were largely homogeneous in nature, while the immobilized complexes Pd1im–Pd4im formed Pd(0) nanoparticles as the main active species. Graphic Abstract: [Figure not available: see fulltext.].