Category: 14694-95-2

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Tris(triphenylphosphine)chlororhodium( cas:14694-95-2 ) is researched.Product Details of 14694-95-2.Shao, Huiling; Wang, Yuening; Bielawski, Christopher W.; Liu, Peng published the article 《Computational Investigations of the Effects of N-Heterocyclic Carbene Ligands on the Mechanism, Reactivity, and Regioselectivity of Rh-Catalyzed Hydroborations》 about this compound( cas:14694-95-2 ) in ACS Catalysis. Keywords: azaheterocyclic carbene ligand rhodium catalyzed hydroboration. Let’s learn more about this compound (cas:14694-95-2).

D. functional theory calculations were performed to study the effects of N-heterocyclic carbene (NHC) ligands on the Rh-catalyzed hydroboration of styrene and to identify factors controlling reactivity and regioselectivity. Our computational mechanistic investigations revealed that branched and linear hydroboration products are formed via mechanisms that involve the migratory insertions of styrene into Rh-H and Rh-B bonds, resp. Such reaction mechanisms are fundamentally different from those calculated for hydroborations catalyzed by Rh-phosphine complexes in which the styrene prefers to insert into the Rh-H bond regardless if the linear or branched product is formed. The calculated steric and electronic effects exhibited by the NHC ligands on the corresponding reaction rates and regioselective outcomes revealed that stronger electron-donor ligands promoted reactivity, and the steric bulk of the NHC ligands effectively controlled the regioselectivity of the hydroboration reaction. Generally, bulkier NHC ligands favor the formation of linear products and less sterically demanding NHC ligands favor the formation of branched products.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Towards Visible-Light Photocatalytic Reduction of Hypercoordinated Silicon Species》. Authors are Levernier, Etienne; Leveque, Christophe; Derat, Etienne; Fensterbank, Louis; Ollivier, Cyril.The article about the compound:Tris(triphenylphosphine)chlororhodiumcas:14694-95-2,SMILESS:[Rh]Cl.P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.P(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6.P(C7=CC=CC=C7)(C8=CC=CC=C8)C9=CC=CC=C9).Quality Control of Tris(triphenylphosphine)chlororhodium. Through the article, more information about this compound (cas:14694-95-2) is conveyed.

Nowadays, the quest of new radical precursors based on heteroatom complexes occupies an increasingly prominent position in contemporary research. Herein, the authors studied the behavior and the limitations of hexa- or pentacoordinated organochlorosilanes and related pentacoordinated silyliums as new families of complexes for the generation of radicals under photocatalytic reductive conditions. Particularly, treatment of chloro(phenyl)bis[N,S-pyridine-2-thiolato(-)]silicon(IV) or the related silylium derivative with the fac-Ir(ppy)3 (5 mol-%)/NEt3 (1.5 equiv) system under blue LEDs irradiation generates a thiopyridyl radical which can participate in the formation of a C-S bond by reaction with an allylsulfone. Computational studies supported this exptl. finding, and particularly by showing that homolytic fragmentation of C-Ts bond is favored over the fragmentation of thiopyridyl radical.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, New Journal of Chemistry called A facile approach for the synthesis of novel silsesquioxanes with mixed functional groups, Author is Walczak, Marcin; Januszewski, Rafal; Dutkiewicz, Michal; Franczyk, Adrian; Marciniec, Bogdan, which mentions a compound: 14694-95-2, SMILESS is [Rh]Cl.P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.P(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6.P(C7=CC=CC=C7)(C8=CC=CC=C8)C9=CC=CC=C9, Molecular C54H45ClP3Rh, Computed Properties of C54H45ClP3Rh.

An efficient method for the preparation of new silsesquioxanes with mixed functional groups (RSiMe2O)n(ViSiMe2O)8-nSi8O12 is described. The proposed protocols are based on hydrosilylation of octakis(dimethylvinylsiloxy)octasilsesquioxane ((ViSiMe2O)8Si8O12) with unsym. disiloxanes. As an example of possible modification of (RSiMe2O)n(ViSiMe2O)8-nSi8O12 derivatives, a thiol addition was distinguished. Silsesquioxane compounds with a variety of functional groups (silylamine, epoxy, and Cl) were obtained and characterized. The obtained compounds can be considered as novel multi-substituted materials, which significantly increase the possibility of the synthesis and design of new functional materials.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Category: chiral-phosphine-ligands. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Rh2P Nanoparticles Stabilized by Carbon Patches for Hydroformylation of Olefins. Author is Galdeano-Ruano, Carmen; Lopes, Christian Wittee; Motta Meira, Debora; Corma, Avelino; Ona-Burgos, Pascual.

Rh2P nanoparticles (NPs) have been identified as suitable mimics of [RhI(Ph3P)3]+, the benchmark of homogeneous catalysts in liquid-phase hydroformylation. For this reason, a fitted synthetic strategy is required to develop catalysts based exclusively on Rh2P NPs. To attain this, two synthetic pathways have been devised. In the first one, two sep. sources of Rh and P were used. In the second one, the Wilkinson complex was employed as a unique source of Rh and P to probe the pos. influence of the well-defined mol. organization on the preparation of dispersed and controlled Rh2P nanoparticles, stabilized by carbon patches formed during the pyrolysis treatment from PPh3. In addition, metallic Rh nanoparticles were also synthesized to be used as reference All catalysts have been compared by means of: transmission electron microscopy, X-ray diffraction, and X-ray adsorption spectroscopy. The application of XAS to the study of Rh2P NPs is unusual and has been essential in the discussion of the results. Starting with a well-defined metal precursor leads to the exclusive formation of Rh2P NPs with excellent catalytic activity for the liquid-phase hydroformylation. The role of P is to modulate the particle size and the electronic configuration of Rh species, resulting in the improvement of the catalytic performance and the obtention of turnover frequencies of 5236 h-1 at 60°C and 17,788 h-1 at 100°C.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Amphiphilic Triblock Copolymers Containing Polypropylene as the Middle Block, the main research direction is amphiphilic triblock polypropylene isotactic middle block polylactone polyester; copolymerization; homogeneous catalysis; polyolefin; postpolymerization modification; telechelic polypropylene.SDS of cas: 14694-95-2.

The synthesis of stereoregular telechelic polypropylene (PP) and their use to access triblock amphiphilic copolymers with the PP block located in the center is described. The strategy consists of selectively copolymerizing propylene and a bi-functional comonomer (1,3-diisopropenylbenzene) to yield a α,ω-substituted polypropylene. Initiation of the copolymerization favors insertion of DIB over propylene; propagation steps favor insertion of propylene. Termination via a chain-transfer reaction yields the terminal unsaturation of the polymer. The telechelic polypropylene is then converted into α,ω-hydroxyl-terminated polypropylene and used as a macroinitiator for the synthesis of triblock copolymers. Water-soluble amphiphilic triblock polymers are also synthesized. The use of catalytic reactions simultaneously provides the stereocontrol of the polypropylene and high productivity (multiple chains of block copolymer per metal center).

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 14694-95-2, is researched, Molecular C54H45ClP3Rh, about An approach to a 2-hydroxy-3-phenyldibenzofuran skeleton based on Rh(PPh3)3Cl-catalyzed [2+2+2] cycloaddition between a 1-ethynyl-2-(ethynyloxy)benzene and an (alkoxyethynyl)benzene, the main research direction is hydroxyphenyldibenzofuran ethynylethynyloxybenzene alkoxyethynylbenzene cycloaddition.HPLC of Formula: 14694-95-2.

A Rh(PPh3)3Cl-catalyzed [2+2+2] cycloaddition of a 2-(trimethylsilylethynyl)-1-(ethynyloxy)benzene derivative (a 1,6-diyne unit) with an (alkoxyethynyl)benzene (an alkoxyacetylene unit) was studied for the construction of the 2-hydroxy-3-phenyldibenzofuran skeleton of kehokorin E. Although the dimerization of the 1,6-diyne unit was a serious problem in the initial trial, installation of a bulky substituent at the terminal of the ethynyloxy group of the 1,6-diyne unit was found to inhibit the dimerization to produce cycloadducts in good yield. It was also found that the use of a 2-hydroxypropan-2-yl group as the bulky group increased the ratio of the desired 2-alkoxy-3-phenyldibenzofuran isomer to a 3-alkoxy-2-phenyldibenzofuran isomer.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Electric Literature of C54H45ClP3Rh. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Rhodium-Catalyzed PIII-Directed ortho-C-H Borylation of Arylphosphines. Author is Wen, Jian; Wang, Dingyi; Qian, Jiasheng; Wang, Di; Zhu, Chendan; Zhao, Yue; Shi, Zhuangzhi.

Transition-metal-mediated metalation of an aromatic C-H bond that is adjacent to a tertiary phosphine group in arylphosphines via a four-membered chelate ring was first discovered in 1968. Herein, we overcome a long-standing problem with the ortho C-H activation of arylphosphines in a catalytic fashion. In particular, we developed a rhodium-catalyzed ortho-selective C-H borylation of various com. available arylphosphines with B2pin2 through PIII-chelation-assisted C-H activation. This discovery is suggestive of a generic platform that could enable the late-stage modification of readily accessible arylphosphines.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Mechanistic insights into rhodium-catalyzed enantioselective allylic alkylation for quaternary stereogenic centers, the main research direction is phenylbutanal rhodium catalyst enantioselective alkylation mechanism transition state structure.Product Details of 14694-95-2.

Installing quaternary stereogenic carbon is an arduous task of contemporary importance in the domain of asym. catalysis. To this end, an asym. allylic alkylation of α,α-disubstituted aldehydes by using allyl benzoate in the presence of Wilkinson’s catalyst [Rh(Cl)(PPh3)3], (R)-BINOL-P(OMe) as the external ligand, and LiHMDS as the base has been reported to offer high enantioselectivity. The mechanistic details of this important reaction remain vague, which prompted us to undertake a detailed d. functional theory (SMD(THF)/B3LYP-D3) investigation on the nature of the potential active catalyst, energetic features of the catalytic cycle, and the origin of high enantioselectivity. We note that a chloride displacement from the native Rh-phosphine [Rh(Cl)(PPh3)3] by BINOL-P(OMe) phosphite and an ensuing MeCl elimination can result in the in situ formation of a Rh-phosphonate [Rh(BINOL-P=O)(PPh3)3]. A superior energetic span (δE) noted with such a Rh-phosphonate suggests that it is likely to serve as an active catalyst. The uptake of allyl benzoate by the active catalyst followed by the turnover determining C-O bond oxidative addition furnishes a Rh-π-allyl intermediate, which upon interception by (Z)-Li-enolate (derived from α,α-disubstituted aldehyde) in the enantiocontrolling C-C bond generates a quaternary stereogenic center. The addition of the re prochiral face of the (Z)-Li-enolate to the Rh-bound allyl moiety leading to the R enantiomer of the product is found to be 2.4 kcal mol-1 more preferred over the addition through its si face. The origin of the stereochem. preference for the re face addition is traced to improved noncovalent interactions (NCIs) and less distortion in the enantiocontrolling C-C bond formation transition state than that in the si face addition Computed enantioselectivity (96%) is in very good agreement with the exptl. value (92%), so is the overall activation barrier (δE of 17.1 kcal mol-1), which is in conformity with room temperature reaction conditions.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Unbridged Rh(II)-Rh(II) complexes of N-heterocyclic carbenes and reactions with O2 to form dirhodium(μ-η1:η1-O2) complexes, published in 2019, which mentions a compound: 14694-95-2, Name is Tris(triphenylphosphine)chlororhodium, Molecular C54H45ClP3Rh, Name: Tris(triphenylphosphine)chlororhodium.

Dimeric rhodium(II) complexes and rhodium(III) peroxide complexes supported by N-heterocyclic carbenes were synthesized. The treatment of [Ag3(L)2](PF6)3 (L = bis(N-pyridylimidazolylidenyl)methane) with [Rh(COD)Cl] afforded [Rh(L)(CH3CN)]2(PF6)4 in which two [Rh(L)] moieties are bound together via an unsupported Rh-Rh bond. The substitution of axial acetonitrile by phosphines led to the insertion of O2 into the Rh-Rh bond and the isolation of [Rh(L)(PPh3)]2(μ-η1:η1-O2)(PF6)4 and [Rh(L)(PCy3)]2(μ-η1:η1-O2) (PF6)4.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Related Products of 14694-95-2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Bis(6-diphenylphosphino-acenaphth-5-yl)sulfoxide: A New Ligand for Late Transition Metal Complexes. Author is Meyer, Fabio; Hupf, Emanuel; Lork, Enno; Grabowsky, Simon; Mebs, Stefan; Beckmann, Jens.

The synthesis of the new ligand bis(6-diphenylphosphinoacenaphth-5-yl)sulfoxide, [6-(Ph2P)-5-Ace-6]2-SO (1), is presented along with six transition metal complexes thereof, namely, 1·MCl (M = Rh, Cu, Ag, Au) and 1·MCl2 (M = Ni, Pd). Within these novel complexes, close metal-sulfur distances are observed and the nature of the M-S coordination, as well as the response of the +S-O- bond, are investigated in detail with a set of spectroscopic, crystallog. and real-space bonding indicators.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate