18088-13-6Relevant academic research and scientific papers
Synthesis, characterization, X-ray crystallography analysis, and catalytic activity of bis(2-pyridylmethyl)amine copper complexes containing coupled pendent olefinic arms in atom transfer radical addition (ATRA) reactions
Bussey, Katherine A.,Cavalier, Annie R.,Mraz, Margaret E.,Oshin, Kayode D.,Sarjeant, Amy,Pintauer, Tomislav
, p. 256 - 267 (2016)
The synthesis, characterization, and catalytic activity of bis(2-pyridylmethyl)amine (BPMA) copper complexes incorporating olefinic pendent arms are reported. Four copper(I) and four copper(II) complexes were synthesized employing four different counterions [chloride (Cl-), perchlorate (ClO4-), trifluoromethanesulfonate (CF3SO3-), and tetraphenylborate (BPh4-)]. The counterions used ranged from coordinating (Cl-) to non-coordinating (BPh4-), producing different coordination modes in respective complexes. Solid state results obtained for the copper(I) complex incorporating the non-coordinating (BPh4-) counterion displayed an associative bond between the metal center and the C=C group in the olefinic arm of a neighboring complex. This interaction led to augmentation of the C=C bond due to back-bonding from the metal center. Five solid state structures were obtained for the copper(II) complexes with two also displaying intermolecular associative bonding between olefinic pendent arms and the metal center. X-ray crystallography studies showed that the olefinic arm motifs incorporated were hemilabile. Solution studies indicated that the copper complexes had some inherent reducing power and could be potential candidates for use as catalysts in atom transfer radical processes. However, only moderate conversions and yields were obtained in atom transfer radical addition (ATRA) reaction studies performed utilizing the copper complexes due to the presence of a competing reaction.
Reaction of Lithium Acylate α-Carbanions with Carbon Tetrachloride
Zorin,Zaynashev,Zorin
, p. 42 - 46 (2019/04/27)
Metalation of acetic, butanoic, or 2-methylpropanoic acid with lithium diisopropylamide in tetrahydrofuran under argon gave the corresponding lithium acylate α-carbanions which reacted with carbon tetrachloride at 20–25°C for 2 h to afford butanedioic acid or its 2,3-diethyl and 2,2,3,3-tetramethyl derivatives, as well as the corresponding α-chlorocarboxylic acids and chloroform. A radical mechanism was proposed for the formation of dicarboxylic and α-chlorocarboxylic acids.
Hydration of alkenes and cycloalkenes in the presence of chromium and copper complexes
Khusnutdinov,Oshnyakova,Shchadneva
, p. 1428 - 1432 (2014/01/06)
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.
Addition of CCl4 to olefins catalyzed by chromium and ruthenium complexes: The influence of water as a nucleophilic additive
Khusnutdinov,Schadneva,Oshnyakova,Dzhemilev
experimental part, p. 331 - 338 (2010/06/16)
The feasibility of the addition of CCl4 to linear and cyclic olefins and dienes in the presence of chromium and ruthenium complexes was established. The influence of water as a nucleophilic additive and the influence of the olefin nature, the c
Kinetic study of the addition reaction of carbon tetrachloride to 1-hexene initiated by chromium hexacarbonyl in the presence of UV light
Harfoush
, p. 1359 - 1364 (2007/10/03)
Addition reaction of CCl4 to the double bond of olefin (particularly 1-hexene) in the presence of Cr(CO)6 and light has been investigated. The reaction follows, mainly, a free radical chain route in which the metal complex acts solely as an initiator. The observed orders of reaction clearly demonstrate that the reaction proceeds by a free radical chain route. The effect of UV light has been studied and found to be responsible for the initiation of the free radical chain process and for the preparation of photocatalytic species, which are photolabile and responsible for the formation of a small amount of the addition reaction product during the dark periods. Cr(CO)6 shows initiation efficiency comparable with organic peroxides, but other complexes, Mo(CO)6, W(CO)6, are less efficient.
Addition of carbon tetrachloride to unsaturated compounds catalyzed by manganese, vanadium, and molybdenum complexes
Khusnutdinov,Shchadneva,Baiguzina,Lavrent'eva,Burangulova,Atnabaeva,Dzhemilev
, p. 350 - 357 (2007/10/03)
It was found that CCl4 can add to linear and cyclic olefins and dienes in the presence of manganese, vanadium, and molybdenum complexes. The effects of the olefin nature, temperature, reaction time, the nature of the catalyst central atom, and
Addition of α-polyhalides to olefins under mild reaction conditions, catalyzed by Mo(CO)6
Shvo, Youval,Green, Revital
, p. 77 - 83 (2007/10/03)
Mo(CO)6 was found to be an efficient pre-catalyst in the 1,2-addition reaction of α-polyhalides to various olefins. Significantly, the reaction was run under mild conditions, viz. refluxing acetonitrile, with satisfactory yields. Cr(CO)6/
Ruthenium(II)- and Rhenium(III)-catalysed Addition of Tetrahalogenomethanes to Alkenes and 1,ω-Dienes. Stereoselective Formation of cis-1,2-Disubstituted Cyclopentanes from 1,6-Dienes
Grigg, Ronald,Devlin, John,Ramasubbu, Ashok,Scott, Ronald M.,Stevenson, Paul
, p. 1515 - 1520 (2007/10/02)
Acetonitrile(trichloro)bis(triphenylphosphine)rhenium(III) is found to act as an initiator for the addition of carbon tetrachloride and bromotrichloromethane to terminal alkenes an dienes.Moderate to good yields of mono- and bis-adducts are obtained. 1,6-
ADDITION OF SULFONYL CHLORIDES TO OLEFINS IN THE PRESENCE OF CATALYTIC AMOUNTS OF DICHLOROTRIS(TRIPHENYLPHOSPHINE)RUTHENIUM(II)
Kamigata, Nobumasa,Sawada, Hideo,Suzuki, Norihiro,Kobayashi, Michio
, p. 199 - 204 (2007/10/02)
Reactions of sulfonyl chlorides with olefins catalysed by dichlorotris(triphenylphosphine)ruthenium(II) have been studied.Methanesulfonyl and arenesulfonyl chlorides added to 1-alkenes to give 1 : 1 adducts in high yields.Telomer formation is not observed, therefore the present reaction provides a general and convenient method for synthesis of β-chlorosulfones.A radical-chain mechanism is proposed for the reaction.
