15180-20-8Relevant articles and documents
MOLTEN SALT CATALYSIS. SELECTIVE BOND CLEAVAGE REACTIONS FOR SOME alpha , omega -DIPHENYLALKANES IN SbCl3 MELTS.
Buchanan III,Dworkin,Smith
, p. 2843 - 2850 (1983)
The chemistry of the alpha , omega -diphenylalkanes, C//6H//5(CH//2)//nC//6H//5 left bracket n equals 1-4 right bracket , in highly purified anhydrous SbCl//3 and SbCl//3-10 mol % AlCl//3 melts has been investigated from 100 to 130 degree C by in situ **1H NMR spectroscopy and by quench and separation techniques. These substrates, which are often used to model the aliphatic chains that link aromatic and hydroaromatic clusters in coal, are found to undergo selective cleavage of the sp**2-sp**3 bond. For n equals 1 and 2 products are formed via a transaralyklation reaction, while for n equals 3 and 4 the cleavage results in the selective production of only benzene and either indan (n equals 3) or tetralin (n equals 4). Toluene is also reactive in SbCl//3-AlCl//3, and typical transalkylation chemistry is observed.
Synthesis, characterization, and catalytic activity of a new series of Ni(II), Cu(II), and Zn(II) complexes of N,N-O,O mixed-bidentate ligands for C–C cross-coupling reactions
Vinoth, Govindasamy,Indira, Sekar,Bharathi, Madheswaran,Nandhakumar, Arumugam,Sathishkumar, Kannappan,Shanmuga Bharathi, Kuppannan
, p. 3934 - 3946 (2019/01/21)
A new series of air stable transition metal(II) complexes [M(II)(L)(Phen)], [M(II)(L)(Pip)] (M = Ni, Cu, and Zn) (H2L = 2,2′-methylenebis(4-nitrophenol)) (Phen =1,10-phenanthroline) (Pip = Piperazine) has been synthesized by incorporating the metal ion with bisphenol and 1,10-phenanthroline/piperazine ligands. The prepared metal complexes were characterized by FT-IR, UV–vis, 1H NMR, EPR, and mass spectrometry. The metal(II) complexes were potent catalysts for Suzuki–Miyaura and Kumada–Corriu coupling of various aryl halides under optimized conditions.
Use of Trifluoromethyl Groups for Catalytic Benzylation and Alkylation with Subsequent Hydrodefluorination
Zhu, Jiangtao,Prez, Manuel,Caputo, Christopher B.,Stephan, Douglas W.
supporting information, p. 1417 - 1421 (2016/02/14)
The electrophilic organofluorophosphonium catalyst [(C6F5)3PF][B(C6F5)4] is shown to effect benzylation or alkylation by aryl and alkyl CF3 groups with subsequent hydrodefluorination, thus resulting in a net transformation of CF3 into CH2-aryl fragments. In the case of alkyl CF3 groups, Friedel-Crafts alkylation by the difluorocarbocation proceeded without cation rearrangement, in contrast to the corresponding reactions of alkyl monofluorides.
Metal-organic framework based upon the synergy of a Br?nsted acid framework and Lewis acid centers as a highly efficient heterogeneous catalyst for fixed-bed reactions
Li, Baiyan,Leng, Kunyue,Zhang, Yiming,Dynes, James J.,Wang, Jian,Hu, Yongfeng,Ma, Dingxuan,Shi, Zhan,Zhu, Liangkui,Zhang, Daliang,Sun, Yinyong,Chrzanowski, Matthew,Ma, Shengqian
supporting information, p. 4243 - 4248 (2015/04/14)
We report a strategy of combining a Br?nsted acid metal-organic framework (MOF) with Lewis acid centers to afford a Lewis acid@Br?nsted acid MOF with high catalytic activity, as exemplified in the context of MIL-101-Cr-SO3H·Al(III). Because of the synergy between the Br?nsted acid framework and the Al(III) Lewis acid centers, MIL-101-Cr-SO3H·Al(III) demonstrates excellent catalytic performance in a series of fixed-bed reactions, outperforming two benchmark zeolite catalysts (H-Beta and HMOR). Our work therefore not only provides a new approach to achieve high catalytic activity in MOFs but also paves a way to develop MOFs as a new type of highly efficient heterogeneous catalysts for fixed-bed reactions.
AsCat and FurCat: New Pd catalysts for selective roomerature Stille cross-couplings of benzyl chlorides with organostannanes
Ronson, Thomas O.,Carney, Jonathan R.,Whitwood, Adrian C.,Taylor, Richard J. K.,Fairlamb, Ian J. S.
supporting information, p. 3466 - 3469 (2015/03/04)
Two novel succinimide-based palladium complexes, AsCat and FurCat, are highly efficient catalysts for roomerature Stille cross-coupling of organostannanes with benzyl chlorides. The air- and moisture-stable catalysts are prepared in one step, and the coupling reactions proceed with a high selectivity for the benzyl position under mild conditions without the need for additives. This journal is
Cyclometalated 2-phenylimidazole palladium carbene complexes in the catalytic Suzuki-Miyaura cross-coupling reaction
Micksch, Maik,Tenne, Mario,Strassner, Thomas
, p. 3966 - 3976 (2014/09/30)
We present the syntheses of 12 cyclometalated palladium C-N 2-phenylimidazole carbene complexes with different N-1 groups as well as different substituents at the C-2 phenyl group of the cyclometalating imidazole. We investigated the influence of these substituents by comparing the catalytic performance of the complexes in the Suzuki-Miyaura cross-coupling reaction of aryl chlorides. We can show a strong dependence between the steric demand of the N-1 substituent of the cyclometalating imidazole and the catalytic activity in the cross-coupling reaction. The most active complex shows a wide substrate scope, where several aryl as well as benzyl chlorides could be coupled with different boronic acids in excellent yields using very low catalyst concentrations of 0.05 mol %.
Benzylation of benzene by benzyl chloride over silica-supported iron sulfate catalysts
Shuvaeva, Maria A.,Nuzhdin, Alexey L.,Martyanov, Oleg N.,Bukhtiyarova, Galina A.
, p. 231 - 232 (2014/07/22)
The silica-supported Fe-containing catalysts prepared using FeSO 4 as a precursor exhibit high activity toward the reaction of benzene with benzyl chloride.
Dichloro-bis(aminophosphine) complexes of palladium: Highly convenient, reliable and extremely active suzuki-miyaura catalysts with excellent functional group tolerance
Bolliger, Jeanne L.,Frech, Christian M.
experimental part, p. 4075 - 4081 (2010/08/05)
Dichloro-bis(aminophosphine) complexes are stable depot forms of palladium nanoparticles and have proved to be excellent SuzukiMiyaura catalysts. Simple modifications of the ligand (and/or the addition of water to the reaction mixture) have allowed their formation to be controlled. Dichlorobis[1- (dicyclohexylphosphany1)piperidine]palladium (3), the most active catalyst of the investigated systems, is a highly convenient, reliable, and extremely active Suzuki catalyst with excellent functional group tolerance that enables the quantitative coupling of a wide variety of activated, nonactivated, and deactivated and/or sterically hindered functionalized and heterocyclic aryl and benzyl bromides with only a slight excess (1.1-1.2 equiv) of arylboronic acid at 80°C in the presence of 0.2 mol % of the catalyst in technical grade toluene in flasks open to the air. Conversions of >95% were generally achieved within only a few minutes. The reaction protocol presented herein is universally applicable. Side-products have only rarely been detected. The catalytic activities of the aminophosphine-based systems were found to be dramatically improved compared with their phosphine analogue as a result of significantly faster palladium nanoparticle formation. The decomposition products of the catalysts are dicyclohexylphosphinate, cyclohexylphosphonate, and phosphate, which can easily be separated from the coupling products, a great advantage when compared with non-water-soluble phosphine-based systems.
New method for the reduction of benzophenones with Raney Ni-Al alloy in water
Liu, Guo-Bin,Zhao, Hong-Yun,Zhu, Jia-Da,He, Hong-Jie,Yang, Hong-Jie,Thiemann, Thies,Tashiro, Hideki,Tashiro, Masashi
, p. 1651 - 1661 (2008/09/20)
Raney Ni-Al alloy in a dilute alkaline aqueous solution has been shown to be a powerful reducing agent, which is highly effective in the reduction of benzophenones to the corresponding hydrocarbon derivatives, in the absence of any organic solvents. Copyright Taylor & Francis Group, LLC.
Suzuki-miyaura cross-coupling of benzylic carbonates with arylboronic acids
Kuwano, Ryoichi,Yokogi, Masashi
, p. 945 - 947 (2007/10/03)
(Chemical Equation Presented) The cross-coupling of benzylic carbonates with arylboronic acids gave the corresponding diarylmethanes in high yields by use of the palladium catalyst generated in situ from [Pd(n3-C 3H5)Cl]2 and 1,5-bis(diphenylphosphino)pentane (DPPPent). The Suzuki-Miyaura reaction using DPPPent-palladium catalyst is applicable to syntheses of a broad range of functionalized diarylmethanes.
