- Transformation of Carbinols by RuCl2(PPh3)3 and by Some Other Transition-Metal Catalysts
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Several platinoid metal catalysts have been shown to promote reductive coupling, dehydration, disproportionation, and dehydrogenation of diarylcarbinols.Mechanistic studies were performed at 180-210 deg C with benzhydrol as substrate and RuCl2(PPh3)3 as catalyst.In aromatic hydrocarbon solvents the main process is reductive coupling.In this medium solvated RuCl2(PPh3)2 is suggested to be the active catalyst.In dimethyl sulfoxide the starting complex is transformed initially into RuCl2(PPh3)(Me2SO)2 and causes chiefly carbinol dehydrogenation.Ruthenium alkoxides are implied as common reaction intermediates in all four catalyses.Ruthenium hydrides are suggested to take part in the reductive coupling, disproportionation, and dehydrogenation processes.Some aliphatic and primary aromatic alcohols that do not react by themselves in the presence of RuCl2(PPh3)3 can both serve as active hydrogen donors and form crossover products in the presence of secondary and tertiary aromatic carbinols.
- Pri-Bar, Ilan,Buchman, Ouri,Schumann, Hebert,Kroth, Heinz J.,Blum, Jochanan
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- Deoxygenation of tertiary and secondary benzylic alcohols into alkanes with triethylsilane catalyzed by solid acid tin(IV) ion-exchanged montmorillonite
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We discovered an efficient protocol for the conversion of tertiary and secondary benzylic alcohols into the corresponding alkanes in good to quantitative yields by employing tin(IV) ion-exchanged montmorillonite (Sn-Mont) as a solid acid catalyst and Et3SiH as the hydride source. The reaction is likely to proceed via the SN1-type reaction mechanism, that is, the formation of carbenium ions, followed by the addition of a hydride from the silane. The work-up of the reaction only requires simple filtration of the solid acid without any neutralization of the acid catalyst.
- Tandiary, Michael Andreas,Masui, Yoichi,Onaka, Makoto
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- Facile one-pot palladium-catalyzed sequential coupling to diarylmethanes by using aryl methyl ketones as the methylene donors
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A novel palladium-catalyzed coupling reaction of an aryl methyl ketone with two molecules of an aryl halide to yield symmetric diarylmethanes is described. In the facile one-pot reaction, the aryl methyl ketone acts as a formal methylene donor. The experimental facts, including TLC monitoring, speculated intermediates as the raw materials, analysis of the cesium benzoate coproduct by ex situ IR spectroscopy, and the cross-coupling reactions of two different aryl halides, indicate a mechanism involving a palladium-catalyzed sequential two-step coupling process, in which the presence of a trace amount of H 2O is indispensable. The reaction is applicable to a broad spectrum of substrates and delivers the products in good to excellent yields. Access to unsymmetrical diarylmethanes with this method is also explored and various factors are discussed. An aryl methyl ketone is used as the methylene donor to couple with two molecules of an aryl halide for the synthesis of various symmetric diarylmethanes under palladium catalysis. The mechanism involves a two-step coupling process in which the presence of a trace amount of H 2O is indispensable. The cross-coupling to unsymmetrical diarylmethanes with this method is also explored. Copyright
- Wang, Xing,Liu, Lian-Hua,Shi, Jin-Hua,Peng, Ji,Tu, Hai-Yang,Zhang, Ai-Dong
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- Selective preparation of 4,4′-dichlorodiphenylmethane over zeolite K-L catalyst using sulfuryl chloride
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The liquid phase chlorination of diphenylmethane (DPM) to 4,4′-dichlorodiphenylmethane (4,4′-DCDPM) is investigated at 333 K, under atmospheric pressure over a number of zeolite catalysts using sulfuryl chloride (SO2Cl2) as the chlorinating agent. The results obtained are compared with those over the conventional Lewis acid catalyst, AlCl3 as well as without any catalyst. Zeolite K-L is found to be highly active and selective catalyst for the conversion of DPM to 4,4′-DCDPM. The conversion of DPM, rate of DPM conversion and the selectivity (4,4′-DCDPM/2,4′-DCDPM isomer ratio) over zeolite K-L after 1 h of reaction time are found to be 96.8 wt.%, 19.1 mmol g-1 h-1 and 7.4, respectively. The influence of solvent, catalyst concentration, reaction temperature, DPM/SO2Cl2 molar ratio, recycle of zeolite K-L, etc. are also examined. 1,2-Dichloroethane is the best solvent and gives the highest selectivity for 4,4′-DCDPM (4,4′-DCDPM/2,4′-DCDPM isomer ratio = 9.7) with zeolite K-L at 353 K after 1 h of reaction time. The formation of 4,4′-DCDPM is favoured by increase in catalyst concentration, reaction temperature and higher concentration of SO2Cl2 (lower DPM/SO2Cl2 molar ratio). In all these cases, the yield of 4,4′-DCDPM increases with a decrease in the yield of 4-CDPM which suggests that the formation of 4,4′-DCDPM takes place by the consecutive reaction of 4-CDPM. Higher SiO2/Al2O3 ratio (obtained by HCl treatment) of zeolite K-L decreases the conversion of DPM. A noticeable decrease in the activity and selectivity of zeolite K-L is observed on recycling, probably due to reduced crystallinity as well as extraction of small amounts of Al+3 and K+ ions by the HCl, generated in the reaction. Mechanistically, SO2Cl2 is first decomposed into SO2 and Cl2 the latter being polarized by the zeolite catalyst to an electrophile (Cl+) which then attacks the DPM and subsequently produce the monochlorodiphenylmethane (MCDPM). The MCDPM further is attacked by the electrophile (Cl+) and result in the formation of DCDPM.
- Kale,Singh
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- Preparation method 4,4 ' -difluorobenzophenone and intermediate thereof
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The invention discloses 4-4' -difluorobenzophenone and a preparation method of an intermediate thereof. The preparation method of 4, 4 '- difluorobenzophenone comprises the following steps: S1: 4 - chlorobenzyl chloride and chlorobenzene react under first catalyst to obtain 4, 4' -dichlorophenylmethane. The first catalyst is Lewis acid and/or a molecular sieve with Lewis acid center. S2: The 4, 4 '-dichlorophenylmethane and oxidant are subjected to an oxidation reaction under the action second catalyst to obtain 4, 4' -dichlorobenzophenone. S3: The 4, 4' -dichlorobenzophenone and the alkali metal fluoride are subjected to a halogenation reaction to obtain the invention. The 4' - difluorobenzophenone and the intermediate thereof disclosed by the invention are high in selectivity, high in yield, low in raw material cost, mild in process condition, high in safety and wide in industrial prospect.
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Paragraph 0068-0070; 0075-0077; 0082-0084; 0089-0091
(2021/09/01)
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- Aerobic Electrochemical Transformations of DDT to Oxygen-Incorporated Products Catalyzed by a B12 Derivative
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Electrochemical transformations of DDT into oxygen-incorporated products, amides and esters, catalyzed by a B12 derivative, heptamethyl cobyrinate perchlorate, have been developed under aerobic conditions. The dechlorinative oxygenation of DDT forms the acyl chloride as an intermediate for the synthesis of the amide and ester in the reaction with the amine and alcohol, respectively. This electrochemical method demonstrated with 20 oxygen-incorporated dechlorinated products up to 88% yields with 15 new compounds and was also successfully applied to the conversion of methoxychlor to an amide and ester.
- Hisaeda, Yoshio,Moniruzzaman, Mohammad,Ono, Toshikazu,Shimakoshi, Hisashi,Yano, Yoshio
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supporting information
p. 2784 - 2791
(2022/01/19)
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- Nitrenium Salts in Lewis Acid Catalysis
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Molecular compounds featuring nitrogen atoms are typically regarded as Lewis bases and are extensively employed as donor ligands in coordination chemistry or as nucleophiles in organic chemistry. By contrast, electrophilic nitrogen-containing compounds are much rarer. Nitrenium cations are a new family of nitrogen-based Lewis acids, the reactivity of which remains largely unexplored. In this work, nitrenium ions are explored as catalysts in five organic transformations. These reactions are the first examples of Lewis acid catalysis employing nitrogen as the site of substrate activation. Moreover, these compounds are readily accessed from commercially available reagents and exhibit remarkable stability toward moisture, allowing for benchtop transformations without the need to pretreat solvents.
- Mehta, Meera,Goicoechea, Jose M.
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supporting information
p. 2715 - 2719
(2020/01/24)
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- Novel Friedel-Crafts reaction method and catalyst thereof
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The present invention relates to a novel method for preparing or synthesizing an acylated or alkylated aryl compound, such as acylated or alkylated benzene, through a reaction called Friedel-Crafts, and a novel catalyst for the method. The present invention particularly relates to a novel environment-friendly method for synthesizing the Friedel-Crafts reaction of the acylated or alkylated compound.
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Paragraph 0182-0187
(2020/02/29)
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- Novel process for producing phenyl fluoride, diphenyl ketone fluoride, and derivatives thereof
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The invention relates to a novel process for producing phenyl fluoride, diphenyl ketone fluoride, and derivatives thereof, especially the phenyl fluoride and derivatives thereof. The invention especially relates to a novel environment-friendly process for synthesizing phenyl fluoride and diphenyl ketone fluoride, which are the raw materials for preparing polyaryl-ether-ketone PAEK. The invention discloses the method that is more effective and environment-friendly for preparing the compounds through a Friedel-Crafts reaction, and further a more environment-friendly process, and provdies beneficial catalysts. Another object of the present invention is to employ the Friedel-Crafts reaction and adopts the beneficial catalysts, wherein the catalyst can be easily combined with the fluoridation reaction which can be carried out before, or after the Friedel-Crafts reaction. Herein, another object of the invention is to use the catalyst in the Friedel-Crafts reaction, wherein the catalyst can work in both the Friedel-Crafts reaction and the fluoridation reaction.
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- Carbonyl and olefin hydrosilylation mediated by an air-stable phosphorus(iii) dication under mild conditions
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The readily-accessible, air-stable Lewis acid [(terpy)PPh][B(C6F5)4]21 is shown to mediate the hydrosilylation of aldehydes, ketones, and olefins. The utility and mechanism of these hydrosilylations are considered.
- Andrews, Ryan J.,Chitnis, Saurabh S.,Stephan, Douglas W.
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supporting information
p. 5599 - 5602
(2019/05/21)
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- Super electron donor-mediated reductive desulfurization reactions
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The desulfurization of thioacetals and thioethers by a pyridine-derived electron donor is described. This methodology provides efficient access to the reduced products in high yields and does not require the use of transition-metals, elemental alkali-metals, or hydrogen atom donors.
- Nozawa-Kumada, Kanako,Ito, Shungo,Noguchi, Koto,Shigeno, Masanori,Kondo, Yoshinori
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p. 12968 - 12971
(2019/11/05)
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- Photocatalytic carbanion generation-benzylation of aliphatic aldehydes to secondary alcohols
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We present a redox-neutral method for the photocatalytic generation of carbanions. Benzylic carboxylates are photooxidized by single electron transfer; immediate CO2 extrusion and reduction of the in situ formed radical yields a carbanion capable of reacting with aliphatic aldehydes as electrophiles giving the Grignard analogous reaction product.
- Donabauer, Karsten,Maity, Mitasree,Berger, Anna Lucia,Huff, Gregory S.,Crespi, Stefano,K?nig, Burkhard
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p. 5162 - 5166
(2019/06/05)
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- Compounds and methods for the reduction of halogenated hydrocarbons
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The present application relates to methods for the reduction of halogenated hydrocarbons using compounds of Formula (I): wherein the reduction of the halogenated compounds is carried out, for example, under ambient conditions without the need for a transition metal containing co-factor. The present application also relates to methods of recovering precious metals using compounds of Formula (I) that are absorbed onto a support material.
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Page/Page column 20-21
(2017/12/27)
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- Benzylic Phosphates in Friedel-Crafts Reactions with Activated and Unactivated Arenes: Access to Polyarylated Alkanes
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Easily reachable electron-poor/rich primary and secondary benzylic phosphates are suitably used as substrates for Friedel-Crafts benzylation reactions with only 1.2 equiv activated/deactivated arenes (no additional solvent) to access structurally and electronically diverse polyarylated alkanes with excellent yields and selectivities at room temperature. Specifically, diversely substituted di/triarylmethanes are generated within 2-30 min using this approach. A wide number of electron-poor polyarylated alkanes are easily accomplished through this route by just tuning the phosphates.
- Pallikonda, Gangaram,Chakravarty, Manab
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p. 2135 - 2142
(2016/03/15)
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- Visible light photoredox-catalyzed deoxygenation of alcohols
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Carbon-oxygen single bonds are ubiquitous in natural products whereas efficient methods for their reductive defunctionalization are rare. In this work an environmentally benign protocol for the activation of carbon-oxygen single bonds of alcohols towards a reductive bond cleavage under visible light photocatalysis was developed. Alcohols were activated as 3,5-bis(trifluoromethyl)-substituted benzoates and irradiation with blue light in the presence of [Ir(ppy)2( dtb-bpy)](PF6 ) as visible light photocatalyst and Hünig's base as sacrificial electron donor in an acetonitrile/water mixture generally gave good to excellent yields of the desired defunctionalized compounds. Functional group tolerance is high but the protocol developed is limited to benzylic, α-carbonyl, and α-cyanoalcohols; with other alcohols a slow partial C-F bond reduction in the 3,5-bis(trifluoromethyl)benzoate moiety occurs.
- Rackl, Daniel,Kais, Viktor,Kreitmeier, Peter,Reiser, Oliver
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p. 2157 - 2165
(2015/01/09)
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- N-Tosylhydrazine-mediated deoxygenative hydrogenation of aldehydes and ketones catalyzed by Pd/C
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A mild and efficient method for the deoxygenative hydrogenation of aldehydes and ketones has been developed. The reaction is mediated by N-tosylhydrazine with H2 (1 atm) as the reductant and 10% Pd/C as the catalyst.
- Zhou, Lei,Liu, Zhenxing,Liu, Yizhou,Zhang, Yan,Wang, Jianbo
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p. 6083 - 6087
(2013/07/25)
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- One-pot synthesis of symmetrical and unsymmetrical diarylmethanes via diborylmethane
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A one-pot synthesis of diarylmethanes from air-stable diborylmethane via the Suzuki-Miyaura cross-coupling reaction is described. The present approach realizes the synthesis of various symmetrical and unsymmetrical diarylmethanes in good to excellent yields.
- Endo, Kohei,Ishioka, Takafumi,Ohkubo, Takahiro,Shibata, Takanori
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p. 7223 - 7231
(2012/10/29)
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- Reduction of carbonyl to methylene: Organosilane-Ga(OTf)3 as an efficient reductant system
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Direct carbonyl reduction to methylene has been achieved by mild reductant system obtained from the combination of organosilane and gallium (III) trifluoromethanesulfonate {Ga(OTf)3}, a water tolerant, recyclable, catalyst. Among a series of organosilanes studied, dimethylchlorosilane (Me 2SiHCl, DMCS) showed the highest efficiency. Both aromatic and aliphatic ketones were effectively reduced to the corresponding methylene products with high functional groups tolerance, under very mild conditions in a relatively short period of time with good to excellent yields. Graphical Abstract: [Figure not available: see fulltext.]
- Surya Prakash,Do, Clement,Mathew, Thomas,Olah, George A.
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experimental part
p. 507 - 511
(2012/01/04)
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- Friedel-crafts benzylation of activated and deactivated arenes
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NO going back makes possible facile Friedel-Crafts benzylations with moderate reaction temperatures, simple reaction workups, and improved substrate scope for the formation of synthetically important diarylmethanes (see scheme). Upon complexation with BF3?OEt2, hydroxamates serve as reversible leaving groups that stabilize highly reactive carbocations. Even deactivated arenes and electron-deficient benzylhydroxamates react cleanly under these conditions.
- Schaefer, Gabriel,Bode, Jeffrey W.
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supporting information; experimental part
p. 10913 - 10916
(2012/01/02)
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- Highly efficient method for solvent-free synthesis of diarylmethane and triarylmethane from benzylic alcohols using P2O5/Al 2O3 or P2O5/SiO2 at room temperature
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A highly efficient procedure for the synthesis of triarylmethane and diarylmethane via benzylation of aromatic hydrocarbons from benzyl alcohols using supported P2O5 on SiO2 and/or Al 2O3 under solvent-free conditions is described. Excellent yields of triarylmethane and diarylmethane were obtained using P 2O5-SiO2 (50%W/W) and/or P2O 5-Al2O3 (50%W/W) at room temperature. The reusability of both supported P2O5 on SiO2 and Al2O3 were examined. Both supported reagents show favorable activities in first and second runs, however, a decline in reactivity was observed in following attempts. The reaction is scalable to > 0.03 mole amounts.
- Khazaei, Ardeshir,Rad, Mohammad Navid Soltani,Borazjani, Maryam Kiani,Moradian, Khadijeh Mansouri,Borazjani, Mohammad Kiani,Zebarjadian, Mohammad Hassan
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experimental part
p. 120 - 126
(2012/06/18)
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- Nickel boride-mediated cleavage of 1,3-dithiolanes: A convenient approach to reductive desulfurization
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1,3-Dithiolanes are rapidly cleaved by nickel boride, generating corresponding hydrocarbons in excellent yields. The hydrogenolysis is rapid at room temperature and does not require protection from the atmosphere. Mild reaction conditions, simple workup, and good yields of pure products are some of the major advantages of the procedure.
- Khurana, Jitender M.,Magoo, Devanshi
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experimental part
p. 2908 - 2913
(2010/10/19)
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- Facile synthesis of 3-(diarylmethylene)isobenzofuranones, 4-(diarylmethyl)-1(2H)-phthalazinones and diarylmethanes
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Reflux of 2,2-diaryl-1,3-indanediones in ethyleneglycol with a catalytic amount of triethylamine affords 3-(diarylmethylene)isobenzofuranones in very good yields. The latter produces 4-diarymethyl-1(2H)-phthalazinones under reflux in hydrazine hydrate (99%), and diarylmethanes upon stirring in ethylenediamine.
- Das, Suven,Froehlich, Roland,Pramanik, Animesh
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- Kinetics of the solvolyses of benzhydryl derivatives: Basis for the construction of a comprehensive nucleofugality scale
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A series of 21 benzhydrylium ions (diarylmethylium ions) are proposed as reference electrofuges for the development of a general nucleofugality scale, where nucleofugality refers to a combination of leaving group and solvent. A total of 167 solvolysis rate constants of benzhydrylium tosylates, bromides, chlorides, trifluoroacetates, 3,5-dinitrobenzoates, and 4-nitroben-zoates, two-thirds of which have been determined during this work, were subjected to a least-squares fit according to the correlation equation log k 25°C = Sf(Nf + Ef), where s f and Nf are nucleofuge-specific parameters and E f is an electrofuge-specific parameter. Although nucleofuges and electrofuges characterized in this way cover more than 12 orders of magnitude, a single set of the parameters, namely sf, Nf, and E f, is sufficient to calculate the solvolysis rate constants at 25°C with an accuracy of ± 16%. Because sf ≈ 1 for all nucleofuges, that is, leaving group/ solvent combinations, studied so far, qualitative discussions of nucleofugality can be based on Nf.
- Denegri, Bernard,Streiter, Andre,Juric, Sandra,Ofial, Armin R.,Kronja, Olga,Mayr, Herbert
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p. 1648 - 1656
(2007/10/03)
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- Synthesis and structure-activity relationship of the first nonpeptidergic inverse agonists for the human cytomegalovirus encoded chemokine receptor US28
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US28 is a human cytomegalovirus (HCMV) encoded G-protein-coupled receptor that signals in a constitutively active manner. Recently, we identified 1 {5-(4-(4-chlorophenyl)-4-hydroxy-piperidin-1-yl)-2,2-diphenylpentanenitrile} as the first reported nonpeptidergic inverse agonist for a viral-encoded chemokine receptor. Interestingly, this compound is able to partially inhibit the viral entry of HIV-1. In this study we describe the synthesis of 1 and several of its analogues and unique structure-activity relationships for this first class of small-molecule ligands for the chemokine receptor US28. Moreover, the compounds have been pharmacologically characterized as inverse agonists on US28. By modification of lead structure 1, it is shown that a 4-phenylpiperidine moiety is essential for affinity and activity. Other structural features of 1 are shown to be of less importance. These compounds define the first SAR of ligands on a viral GPCR (US28) and may therefore serve as important tools to investigate the significance of US28-mediated constitutive activity during viral infection.
- Hulshof, Janneke W.,Casarosa, Paola,Menge, Wiro M. P. B.,Kuusisto, Leena M. S.,Van Der Goot, Henk,Smit, Martine J.,De Esch, Iwan J. P.,Leurs, Rob
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p. 6461 - 6471
(2007/10/03)
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- 6-(α-hydroxy-α-aryl/naphthyl)methyl-3,4-dihydro-2, 5-benzodiazocin-1(2H)-ones and diphenylmethanes from C-2 arylated 1,3-indanediones
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Stirring 2-hydroxy-2-aryl-1,3-indanediones in ethylenediamine at room temperature for 1-2 h produces 6-(α-hydroxy-α-aryl/naphthyl)methyl- 3,4-dihydro-2,5-benzodiazocin-1(2H)-ones in high yields. Under similar reaction conditions 2,2-diaryl-1,3-indanediones furnish diphenylmethanes.
- Kundu, Sandip Kumar,Das, Suven,Pramanik, Animesh
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p. 781 - 783
(2007/10/03)
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- Hypophosphorous acid-iodine: A novel reducing system. Part 2: Reduction of benzhydrols to diarylmethylene derivatives
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A mixture of hypophosphorous acid (H3PO2) and iodine in acetic acid reduces a variety of substituted benzhydrols to the corresponding methylene derivatives in very high yields. The active reducing agent is hydrogen iodide generated by reaction between iodine and hypophosphorous acid.
- Gordon, Paul E.,Fry, Albert J.
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p. 831 - 833
(2007/10/03)
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- Microwave induced synthesis of hydrazones and Wolff-Kishner reduction of carbonyl compounds
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Carbonyl compounds 1 are converted to hydrazones 3 and then to hydrocarbons 4 by Wolff-Kishner reductions under microwave irradiations within 25-30 mins in excellent yields.
- Gadhwal, Sunil,Baruah, Mukulesh,Sandhu, Jagir S.
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p. 1573 - 1574
(2007/10/03)
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- On the silylation of diarylcarbinols
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Because of their dismutation into benzophenones and diphenylmethanes, it is necessary to use chlorotrimethylsilane and not triflic acid as a catalyst for the silylation of diarylcarbinol with hexamethyl-disilazane.
- Gautret, Philippe,El-Ghammarti, Samira,Legrand, Anne,Couturier, Daniel,Rigo, Benoit
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p. 707 - 713
(2007/10/03)
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- Carbon Acidity. 66. Equilibrium Ion Pair Acidities of Substituted Diphenylmethanes in Cyclohexylamine
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The pKCsCHA values are reported for a number of symmetrically meta- and para-substituted diphenylmethanes.The pKCsCHA values for the meta series (Me, 33.8; OMe, 32.7; F, 29.9; CF3, 28.9; Ph, 32.3; H, 33.4) give a normal Hammett plot with ρ = 9.69.The para series (Me, 35.1; OMe,37.6; Ph, 30.8; NMe2, 38.6; SPh, 28.8; CN, 23.0; SO2Me, 22.4) do not fit attempted correlations with ?, the Yukawa-Tsuno modifications, or dual substituent parameter approaches.Electron-donating groups are more anion destabilizing than in other reference systems. "Amphoteric" substituents, those that stabilize both anions and cations (phenyl, thio, etc.), cause special problems in generalized correlations.
- Streitwieser, Andrew Jr.,Vorpagel, Erich R.,Chen, Chia-Chung
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p. 6970 - 6975
(2007/10/02)
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- Electrochemical Oxidation of Benzophenone Hydrazones
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The anodic oxidation of benzophenone hydrazones (1) was found to give several products, depending upon the electrolysis conditions employed such as electrode material, temperature, and electrolyte composition.For example, the oxidation using a platinum anode at room temperature in LiClO4-MeCN afforded exclusively benzophenone azines (2), whereas in NaOMe-MeOH benzophenone dimethyl acetals (3) were formed as the main products.On the other hand, the oxidation using a graphite anode in refluxing MeOH containing NaOMe gave diphenylmethyl methyl ethers (4), along with diphenylmethanes (5).When the analogous electrolysis was conducted in the presence of methacrylic acid derivatives, corresponding diphenylcyclopropanes (7) were obtained in relatively high yields.
- Chiba, Toshiro,Okimoto, Mitsuhiro,Nagai, Hiroshi,Takata, Yoshiyuki
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p. 2968 - 2972
(2007/10/02)
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- SYNTHESIS AND REACTIVITY OF DISULFONYL CHLORIDES FROM 1,1,1-TRICHLORO-2,2-BIS(4-CHLOROPHENYL)ETHANE
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The corresponding disulfonyl chlorides, sodium disulfonates, and disulfonamides were obtained from 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane and its analogs by successive chlorosulfonation, hydrolysis, salting out, and ammonolysis.
- Novakovski, E.
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p. 1319 - 1322
(2007/10/02)
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- Abnormal Friedel-Crafts Reactions: Intermediacy of Aryl-aluminium Dichloride Complex in Reactions with Benzyl Chlorides
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Diphenylmethane is reported as one of the products in the Friedel-Crafts reaction between o-xylyl chloride and benzene, where only o-benzyltoluene is expected.Mechanism of formation of diphenylmethane is suggested and intermediacy of aryl-AlCl3 complex and methylene chloride is proved by chemical evidence.The reaction is shown to be a general reaction of benzyl chlorides.
- Apte, D. V.,Deodhar, K. D.
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p. 758 - 759
(2007/10/02)
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