1070-27-5Relevant articles and documents
Wolinsky,Schultz
, p. 3980 (1965)
The evolution of reactive ligands in the catalysis of radical processes by copper complexes
Tarkhanova,Gantman,Rostovschikova
, p. 88 - 100 (2012)
Two radical reactions (addition of CCl4 to the double bond of oct-1-ene and oxidation of dodecane-1-thiol with air oxygen) catalyzed by copper complexes have been investigated. Various nitrogen-containing compounds (aliphatic and aromatic amines, aminoalcohols, aminoacids) were used as the ligands. In both cases, products of ligand transformation have been observed, products of the transformations have been identified by GLC-MS. In case of the CCl4 addition, the reaction can be initiated by the either copper complex or the ligand. In case of the thiol coupling, the reaction proceeds as a conjugated oxidation of both the thiol and the ligand. A correlation between the donor ability of the ligand and its reactivity has been found. Copyright Taylor and Francis Group, LLC.
Atom Transfer Radical Addition Catalyzed by Ruthenium-Arene Complexes Bearing a Hybrid Phosphine-Diene Ligand
Chotard, Florian,Malacea-Kabbara, Raluca,Balan, Cédric,Bodio, Ewen,Picquet, Michel,Richard, Philippe,Ponce-Vargas, Miguel,Fleurat-Lessard, Paul,Le Gendre, Pierre
, p. 812 - 820 (2018)
The synthesis and characterization of a series of arene ruthenium complexes bearing either (3,5-cycloheptadienyl)diphenylphosphine or (cycloheptyl)diphenylphosphine are reported. Upon irradiation or heating, all these complexes lose their arene ligand but then exhibit a different behavior depending on the nature of the phosphine ligand. (Cycloheptadienyl)phosphine complexes 1 and 3 give a cationic dinuclear Ru complex 5 for which the two Ru atoms are bridged by three chlorido ligands and flanked by two tridendate (cycloheptadienyl)phosphines. (Cycloheptyl)diphenylphosphine complexes 2 and 4 undergo arene exchange when toluene is used as solvent or degrade in dichloromethane. ATRA catalytic trials conducted in parallel with these complexes using CCl4 and styrene as standard substrates, highlighted the deep impact of the dienyl moiety on the results. Under smooth conditions (UV irradiation or moderate heating), only (cycloheptyl)phosphine derivatives give Karasch adduct in satisfactory yields. Their performance was considerably improved by combining irradiation and heating. At higher temperature, cationic dinuclear complex 5 was revealed as active and robust, giving turnover numbers as high as 9700 when tetradecene and CCl4 were used as substrates.
Studies on sulfinatodehalogenation: The addition reaction of halocarbons with olefins initiated by sodium dithionite
Wu,Huang
, p. 59 - 61 (2001)
Halocarbons such as carbon tetrachloride, CCl3Br, CF3CCl3, BrCF2CF2Br, BrCF2CFClBr and CF2Br2, reacted with olefins in the presence of the sulfinatodehalogenation reagent sodium dithionite under mild conditions to give the corresponding adducts. In the case of F113, CFCl2CF2CFCl2 and CF3Cl3, the polyfluoroalkylation product resulted.
From atom transfer radical addition to atom transfer radical polymerisation of vinyl monomers mediated by ruthenium indenylidene complexes
Opstal, Tom,Verpoort, Francis
, p. 257 - 262 (2003)
Ruthenium indenylidene complexes provide a new class of versatile catalysts for promoting the Atom Transfer Radical Addition (ATRA) of carbon tetrachloride and chloroform toward a whole array of olefins such as acrylates, methacrylates, styrene and 1-octene. The reaction was successfully extended to an Atom Transfer Radical Polymerisation (ATRP) process by changing the monomer/halide ratio. The polymerisation reaction can be accelerated by adding n-Bu2NH to the reaction mixture. However this leads to an uncontrolled polymerisation. Further improvements to the catalytic activity can be made by transforming the Ru complexes in the cationic 14-electron species or exchanging the indenylidene fragment with an ethoxycarbene. A very high activity is reached when these complexes are exposed to methyl methacrylate in aqueous media while maintaining excellent control over the formed polymers.
The addition of halogenocarbons to alkenes in the presence of and related complexes
Davis, Reg,Durrant, Jim L. A.,Khazal, Nasser M. S.,Bitterwolf, Thomas E.
, p. 229 - 239 (1990)
A kinetic study has been made of the addition of halogenocarbons to alkenes in the presence of (I).The results, together with the results of cross-over addition reactions of a halogenocarbon mixture and cross-over studies on catalyst mixtures of I and (II) have been interpreted in terms of a mechanism which involves catalysis by an intact dinuclear species, probably , but which also involves free radical intermediates.
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Kharasch,Jerome,Urry
, p. 966,969 (1950)
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Electrochemistry as a correlation tool with the catalytic activities in [RuCl2(p-cymene)(PAr3)]-catalysed Kharasch additions
Richel, Aurore,Demonceau, Albert,Noels, Alfred F.
, p. 2077 - 2081 (2006)
[RuCl2(p-cymene)] complexes containing triarylphosphine ligands with various substituents at the para position were used to catalyse the atom transfer radical addition of carbon tetrachloride to various olefins, and their catalytic activities were nicely correlated with their electrochemical parameters.
Addition Reaction of Polychloro Compounds to Carbon-Carbon Multiple Bonds Catalyzed by Semiconductor Particles under Photoirradiation
Mitani, Michiharu,Kiriyama, Takuya,Kuratate, Tomoaki
, p. 1279 - 1282 (1994)
Polychloro compounds were added to olefins in the presence of semiconductor particles (TiO2 or CdS) under photoirradiation.The photoreaction without semiconductors afforded no adducts at all; however, loading of TiO2 with Ag, Cu, or Fe3O4 enhanced the yield of the photoaddition reaction even further.Semiconductors operate as catalysts for the one-electron injection into the polychloro compounds.The relative adsorptions of the polychloro compounds onto the semiconductor particles correlate with the yields of the adducts, while the half-wave reduction potentials of the polychlorides do not.This semiconductor-catalyzed reaction was selective to unfunctionalized olefins and to those bearing a functional group at a remote position.An alkyne furnished the product via further reduction following addition, i.e., 1,1,3-trichloro-1-heptene (7) from 1-hexyne and carbon tetrachloride.
Addition of Halogenocarbons or Dihydrogen to Alkenes in the Presence of : Catalysis by a Dinuclear Species
Davis, Reg,Khazaal, Nasser M. S.,Maistry, Vishnu
, p. 1387 - 1389 (1986)
Addition of halogenocarbons or dihydrogen to alkenes in the presence of (1) has been shown to proceed by a non-radical catalytic cycle in which a dinuclear species, probably , is the active catalyst.
Hydration of alkenes and cycloalkenes in the presence of chromium and copper complexes
Khusnutdinov,Oshnyakova,Shchadneva
, p. 1428 - 1432 (2013)
Chromium and copper complexes catalyzed hydration of acyclic and cyclic olefins in the presence of carbon tetrachloride at 110-160 C (4-12 h) with formation of the corresponding alcohols.
The mechanism of the addition of haloalkanes to alkenes in the presence of and
Davis, Reg,Furze, John D.,Cole-Hamilton, David J.,Pogorzelec, Peter
, p. 191 - 196 (1992)
Kinetic and other studies have demonstrated that the addition of haloalkanes to alkenes in the presence of either or has a mechanism very similar to that observed in the presence of .The previous report of enhanced catalytic activity for the two hydrides has not been confirmed.
A half-sandwich 1,2-azaborolyl ruthenium complex: Synthesis, characterization, and evaluation of its catalytic activities
Liu, Zicheng,Xu, Junjie,Ruan, Wenqing,Fu, Chen,Zhang, Hui-Jun,Wen, Ting-Bin
supporting information, p. 11976 - 11980 (2013/09/02)
A half-sandwich 1,2-azaborolyl (Ab) ruthenium complex, (Ab-CCPh) RuCl(PPh3)2 (1), has been synthesized by treating RuCl2(PPh3)3 with lithium 1,2-azaborolide L-1, or by treating either RuCl2(PPh3)3 or RuHCl(PPh3)3 directly with 1,2-azaborole LH-1. It is evaluated as a suitable precatalyst in [2 + 2] cycloadditions of norbornene derivatives with DMAD and in atom transfer radical additions of halogenated compounds with olefins. The Royal Society of Chemistry.
