- Palladium-catalysed thioetherification of aryl and alkenyl iodides using 1,3,5-trithiane as sulfur source
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Thioetherification reaction of aryl iodides catalysed by palladium(II) complexes in the presence of 1,3,5-trithiane as sulphur source is reported. The paper presents the first homogeneous catalytic application of 1,3,5-trithiane in synthesis. Detailed optimization steps, the frames of the novel reaction are described, as well as the limitations and the substrate scope are also demonstrated. Moderate to good thioether yields were achieved in the presence of various substituted iodobenzenes and some alkenyl iodides, using palladium-xantphos catalyst system. Competitive reactions in the presence of mixed substrates were also performed and mechanistic considerations were assumed.
- Kollár, László,Rajat Rao, Yalamarti Venkat,Zugó, Alexandra,Pongrácz, Péter
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- Heterogeneously Ni-Pd nanoparticle-catalyzed base-free formal C-S bond metathesis of thiols
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This study rationally designed a heterogeneously catalyzed system (i.e., using Ni-Pd alloy nanoparticles supported on hydroxyapatite (Ni-Pd/HAP) under an H2atmosphere) achieving an efficient base-free formal C-S bond metathesis of various thiolsviasuppression of the Ni catalysis deactivation.
- Mitamura, Kanju,Yatabe, Takafumi,Yamamoto, Kidai,Yabe, Tomohiro,Suzuki, Kosuke,Yamaguchi, Kazuya
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supporting information
p. 3749 - 3752
(2021/04/21)
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- Organic long-afterglow compound, and preparation method and application thereof
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The invention discloses an organic long-afterglow compound, and a preparation method and application thereof, and belongs to the technical field of photodynamic therapy. According to the invention, the long-afterglow compound with a brand-new structure is designed and synthesized on the basis of oxygen group elements. The long-afterglow compound has the following advantages: 1, the imaging time islong, and nanosecond-grade imaging of traditional fluorescent imaging agents is improved to millisecond-imaging of the organic long-afterglow material; 2, the oxygen group elements are introduced into the long-afterglow compound, so that the yield of triplet excitons of molecules is introduced, and generation of reactive oxygen is promoted; 3, the excitation range of the long-afterglow compound can be extended to visible light, and the long-afterglow compound can easily achieve a good therapeutic effect under visible light irradiation and has low biological toxicity; and 4, the long-afterglowcompound has good biocompatibility. According to the invention, experiments prove that the compound has obvious inhibitory activity on Gram-positive bacteria, and thus the compound has a potential for being used as a photosensitizer for effective photodynamic therapy.
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Paragraph 0066-0070
(2020/02/14)
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- Dechalcogenization of Aryl Dichalcogenides to Synthesize Aryl Chalcogenides via Copper Catalysis
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An application for dechalcogenization of aryl dichalcogenides via copper catalysis to synthesize aryl chalcogenides is disclosed. This approach is highlighted by the practical conditions, broad substrate scope, and good functional group tolerance with several sensitive groups such as aldehyde, ketone, ester, amide, cyanide, alkene, nitro, and methylsulfonyl. Furthermore, the robustness of this methodology is depicted by the late-stage modification of estrone and synthesis of vortioxetine. Remarkably, synthesis of more challenging organic materials with large ring tension under milder conditions and synthesis of some halogen contained diaryl sulfides which could not be synthesized using metal-catalyzed coupling reactions of aryl halogen are successfully accomplished with this protocol.
- Cao, Fei,Chen, Jinhong,Deng, Jiedan,Deng, Xuemei,Hou, Yongsheng,Shao, Xiangfeng,Shi, Tao,Wang, Yongqiang,Wang, Zhen,Wu, Lingxi,Yang, Jinru,Yang, Yuhang
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p. 2707 - 2712
(2020/03/11)
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- Synthesis and nano-Pd catalyzed chemoselective oxidation of symmetrical and unsymmetrical sulfides
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A highly chemoselective, efficient and nano-Pd catalyzed protocol for the rapid construction of sulfoxides and sulfones via the oxidation of symmetrical and unsymmetrical sulfides using H2O2 as an oxidant has been developed, respectively. The ready availability of starting materials, easy recovery and reutilization of the catalyst, wide substrate scope, and high yields make this protocol an attractive alternative. The process also involves the metal-free and microwave-promoted synthesis of symmetrical diarylsulfides, and FeCl3-mediated preparation of symmetrical diaryldisulfides through the reaction of arenediazonium tetrafluoroborates with Na2S·9H2O as a sulfur source. In addition, unsymmetrical sulfides were generated via the K2CO3-mediated reaction of arenediazonium tetrafluoroborates with symmetrical disulfides.
- Li, Xing,Du, Jia,Zhang, Yongli,Chang, Honghong,Gao, Wenchao,Wei, Wenlong
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p. 3048 - 3055
(2019/03/21)
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- Copper-Catalyzed Production of Diaryl Sulfides Using Aryl Iodides and a Disilathiane
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A disilathiane was found to be a novel S1 source for the copper-catalyzed synthesis of diaryl sulfides using aryl iodides. The reaction of iodoarenes and hexamethyldisilathiane, (Me 3 Si) 2 S, in the presence of a catalytic amount of CuI/1,10-phenanthroline provided various types of diaryl sulfides in good yields.
- Ogiwara, Yohei,Maeda, Hiromu,Sakai, Norio
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supporting information
p. 655 - 657
(2017/11/29)
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- Iron-catalyzed carbon–sulfur bond formation: Atom-economic construction of thioethers with diaryliodonium salts
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Diaryliodonium salts are characterized by poor atom economy with the formation of one equivalent of an iodoarene as waste. We have developed an atom-economic iron-catalyzed protocol for the synthesis of a variety of thioethers with diaryliodonium salts. Not only cyclic diaryliodonium salts but also linear diaryliodonium salts were found to perform well in the reactions.
- Liu, Li,Qiang, Jian,Bai, Shuhua,Li, Yang,Li, Jian
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p. 2365 - 2371
(2017/09/30)
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- A simple and green synthesis of diaryl sulfides catalyzed by an MCM-41-immobilized copper(I) complex in neat water
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The heterogeneous carbon-sulfur bond formation reaction of aryl iodides with potassium thiocyanate was achieved in neat water at 130 C by using 5 mol% MCM-41-immobilized bidentate nitrogen/CuCl complex [MCM-41-2N-CuCl] as catalyst and Cs2CO3 as base, yielding a variety of diaryl sulfides in moderate to high yields. This heterogeneous copper catalyst can be easily prepared by a simple two-step procedure from commercially available and cheap reagents and recovered by a simple filtration and reused for 10 cycles without loss of catalytic activity.
- Cai, Mingzhong,Xiao, Ruian,Yan, Tao,Zhao, Hong
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- Use of base control to provide high selectivity between diaryl thioether and diaryl disulfide for C-S coupling reactions of aryl halides and sulfur and a mechanistic study
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Previous studies have reported that S-arylation produces diaryl disulfide when the precursors include sulfur powder and aryl halide using CuI as the catalyst. However, our research has revealed that the use of different bases in the above S-arylation process results in the coproduction of diarylsulfane and diaryldisulfane. In addition, we have demonstrated that the ratio of the two products can be controlled by selecting the alkalinity of the bases. 1H NMR spectra showed that diaryldisulfane was the first product, which became the reagent in a reaction with aryl halide to form diarylsulfane through CuI catalysis. Various aryl halides were tested to enhance the selectivity between diarylsulfane and diaryldisulfane using various different bases, leading to the following principles. A weak base, such as metal carbonate or acetate, results in the production of only diaryldisulfane; a strong base, such as metal hydroxide, results in the production of both diaryldisulfane and diarylsulfane. According to DFT calculations, hydroxide ions, which were exchanged for iodide and bonded with Cu, affected Cu electrons more strongly to reduce diaryl disulfide.
- Chen, Hsing-Ying,Peng, Wei-Te,Lee, Ying-Hsien,Chang, Yu-Lun,Chen, Yen-Jen,Lai, Yi-Chun,Jheng, Nai-Yuan,Chen, Hsuan-Ying
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supporting information
p. 5514 - 5522
(2013/11/06)
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- Efficient synthesis of diaryl sulfides by copper-catalysed coupling of aryl halides and thioacetate in water
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A simple economical, and highly efficient catalytic system for the synthesis of diaryl sulfides by a copper-catalysed coupling of aryl halides and thioacetate in water has been developed. A variety of aryl halides reacted with thioacetate to give the desired products in high yields up to 95%. The present catalysis protocol tolerated a wide range of functional groups, including amino, fluoro, and carboxyl moieties.
- Zhang, Yimin,Liu, Li,Chen, Junmin
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- Efficient copper-catalyzed double S-arylation of aryl halides with sodium sulfide in PEG-400
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An efficient copper-catalyzed double S-arylation of sodium sulfide with aryl halides in PEG-400 has been developed. With CuI as a catalyst and PEG-400 as a solvent, a range of electron-withdrawing or electron-donating aryl iodides and aryl bromides were found to be applicable to the environmentally benign system. The present procedure is mild and tolerant of a variety of functional groups and the steric hindrance of ortho-substituents on aryl halides did not affect the outcome of good to excellent yields. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
- Chen, Junmin,Zhang, Yimin,Liu, Li,Yuan, Tangjun,Yi, Fei
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p. 1284 - 1290
(2012/11/07)
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- Efficient copper(I)-catalyzed S-arylation of KSCN with aryl halides in PEG-400
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A simple and efficient protocol for CuI-catalyzed C-S bond formation of aryl halides with KSCN to symmetrical diaryl sulfides was reported in PEG-400 without any other additives. A variety of aryl halides were converted to the corresponding diaryl sulfides in good to excellent yields. The present procedure tolerated a variety of functional groups and the steric hindrance of ortho-substituents on aryl halides did not affect the outcome.
- Li, Xiaokang,Yuan, Tangjun,Chen, Junmin
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experimental part
p. 651 - 655
(2012/05/05)
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- Copper oxide nanoparticles catalyzed synthesis of aryl sulfides via cascade reaction of aryl halides with thiourea
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Recyclable copper oxide nanoparticles catalyzed simple and highly efficient protocol for the synthesis of symmetrical aryl sulfides was developed by the cross-coupling of aromatic halides with inexpensive and commercially available thiourea which was used as an effective sulfur surrogate. The present cross-coupling protocol of thiourea, via cascade reaction with various substituted aryl halides, producing desired aryl sulfides, has an added advantage of avoiding foul-smelling thiols.
- Reddy, K. Harsha Vardhan,Reddy, V. Prakash,Shankar,Madhav,Anil Kumar,Nageswar
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supporting information; experimental part
p. 2679 - 2682
(2011/06/19)
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- Nano copper oxide catalyzed synthesis of symmetrical diaryl sulfides under ligand free conditions
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Potassium thiocyanate acts as an efficient sulfur surrogate in C-S cross-coupling reactions mediated by recyclable copper oxide nanoparticles under ligand free conditions. This protocol avoids foul smelling thiols, for the synthesis of a variety of symmetrical diaryl sulfides, via the cross-coupling of different aryl halides with potassium thiocyanate, affording corresponding products in moderate to excellent yields.
- Reddy, K. Harsha Vardhan,Prakash, V. Reddy,Kumar, A. Ashwan,Kranthi,Nageswar
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supporting information; experimental part
p. 886 - 891
(2011/09/21)
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- Copper-catalyzed direct preparation of diaryl sulfides from aryl iodides using potassium thiocyanate as a sulfur transfer reagent
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A method for direct preparation of diaryl sulfides from aryl iodides using potassium thiocyanate as a sulfur-transfer agent is reported. A catalyst system comprising of a simple copper salt, tetrabutylammonium bromide as a phase-transfer agent and water as the solvent is used. Microwave heating at 200 °C for 60 min allows for the conversion of a range of aryl iodides to the corresponding diaryl sulfides.
- Kelly, Christopher B.,Lee, Christopher Xiang,Leadbeater, Nicholas E.
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experimental part
p. 4587 - 4589
(2011/09/20)
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- An efficient copper-catalyzed carbon-sulfur bond formation protocol in water
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An efficient protocol of copper-catalyzed C-S bond formation between aryl halides and potassium thiocyanate leading to diaryl sulfides is reported. A variety of diaryl sulfides can be synthesized in good to excellent yields up to 94%.
- Ke, Fang,Qu, Yanyang,Jiang, Zhaoqiong,Li, Zhengkai,Wu, Di,Zhou, Xiangge
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supporting information; experimental part
p. 454 - 457
(2011/04/15)
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- Pd-catalyzed desulfonylative homocoupling of arenesulfonyl chlorides in the presence of hexamethyldisilane forming biaryls
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Arenesulfonyl chlorides undergo desulfonylative homo-coupling upon heating with hexamethyldisilane in the presence of Pd2(dibenzylideneacetone) 3?CHCl3 as a precatalyst to afford biaryls. Diaryl sulfides are occasionally formed as byproducts.
- Kashiwabara, Taigo,Tanaka, Masato
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p. 7125 - 7128
(2007/10/03)
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- Preparation process of fluorine substituted aromatic compound
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A preparation process of a fluorine substituted aromatic compound comprising reacting an alkali metal or alkali earth metal salt of an aromatic compound having a hydroxy group with an organic fluorinating agent is disclosed. As a representative fluorinating agent, a bis-dialkylamino-difluoromethane compound, for example, 2,2′-difluoro-1,3-dimethylimidazolidine, is exemplified. According to the process, an industrially useful fluorinated aromatic compound, for example, a fluorobenzene, a fluorine substituted benzophenone, a fluorine substituted diarylsulfone can be prepared with ease in economy without specific equipment.
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- Direct gas-phase synthesis of 4-fluorothiophenol and bis(4-fluorophenyl) sulfide
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The gas-phase reaction of 4-chlorofluorobenzene with a 4-fold excess of hydrogen sulfide at 700°C allows simultaneous one-stage synthesis of 4-fluothiorophenol and bis(4-fluorophenyl) sulfide. The low yield of the reaction products is compensated for by the facility of their synthesis and isolation.
- Deryagina,Sukhomazova,Levanova,Papernaya,Dolenko
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- ARYL DERIVATIVES
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The invention concerns an aryl derivative of the formula I, wherein Ar1 is optionally substituted phenyl, naphthyl or a heterocyclic moiety, and X1 is oxy, thio, sulphinyl, sulphonyl, difluoromethylene, imino, (1-4C)alkylimino or optionally substituted (1-4C) alkylene, or X1 is a group of the formula wherein X4 is oxy, thio, sulphinyl, sulphonyl or carbonyl and each R is hydrogen, methyl or ethyl each of Ar2 and Ar3 is optionally substituted phenylene X2 is oxy, thio, sulphinyl or sulphonyl R1 is (1-4C)alkyl and R2 and R3 together form a group of the formula A1 X3 A2 which together with the carbon atom to which A1 and A2 are attached define a ring having 5 to 7 ring atoms, wherein each of A1 and A2 is (1-3C) alkylene and X3 is oxy, thio, sulphinyl or sulphonyl which compounds are inhibitors of 5-lipoxygenase and are useful in the treatment of inflammatory or allergic disease
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- Reaction of Simple Arenes with FSO3H*SbF5/SO2: One-Pot Synthesis of Aromatic Sulfoxides. Mechanistic Aspects and Synthetic Utility
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In a simple one-pot reaction, mono-, di-, tri-, and polyalkylbenzenes, isomeric alkylhalobenzenes, and fluoro-, (trifluoromethyl)-, and 1,3,5-trifluorobenzene were converted to their corresponding diaryl sulfoxides with FSO3H*SbF5 (1:1) (magic acid)/SO2.Dependency of the yields on the acidity (H0) and the arene structure was demonstrated.Reduction of the formed sulfoxide was also observed as a minor pathway to give diaryl sulfide.The reduction is superacid-catalyzed, and protonated sulfoxides are the key intermediates en route to sulfides.Protonation of several functionalized diaryl sulfoxides was also studied in magic acid/SO2 under stable ion conditions.Unlike the parent diphenyl sulfoxide, which is S-protonated, alkyl-, fluoro-, and trifluoromethyl-substituted diaryl sulfoxides O-protonate to give long-lived sulfoxonium ions.The proposed mechanism for the arene/superacid/SO2 system involves sulfination of the arenium ions, O-protonation of the resulting sulfinic acid, dehydration of the oxonium ion "ArSO+" and arylation.In the absence of SO2, the fluorosulfonation, ionization, arylation path becomes dominant.The scope of the reaction is sufficiently broad to be synthetically useful.The methodology is also applicable to unsymmetrical (mixed) diaryl sulfoxides.
- Laali, Kenneth Khosrow,Nagvekar, Devdatt S.
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p. 1867 - 1874
(2007/10/02)
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- Kinetics, Mechanisms, and Catalysts of Oxygen Atom Transfer Reactions of S-Oxide and Pyridine N-Oxide Substrates with Molybdenum(IV,VI) Complexes: Relevance to Molybdoenzymes
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The kinetics and mechanism of the oxygen atom transfer reactions MoO2(L-NS2) + (RF)3P -> MoO(L-NS2)(DMF) + (RF)3PO (1) and MoO(L-NS2)(DMF + XO -> MoO2(L-NS2) + X, with X = (RF)2SO (2) and 3-fluoropyridine N-oxide (3), heve been investigated in DMF solutions (L-NS2 = 2,6-bis(2,2-diphenyl-2-mercaptoethyl)pyridine(2-), RF = p-C6H4F).The following rate constants (297.5 K) and activation parameters were obtained: reaction 1, k2 = 9.7 (4) X 10-3 M-1 s-1, ΔH(excit.) = 11.7 (6) kcal/mol, ΔS(excit.) = -28.4 (1.6) eu; reaction 2, k1 = 14.0 (7) X 10-4 s-1, ΔH(excit.) = 22.1 (1.3) kcal/mol, ΔS(excit.) = 2.6 (1.6) eu; reaction 3, k1 = 16.0 (8) X 10-4 s-1, ΔH(excit.) = 23.4 (1.4) kcal/mol, ΔS(excit.) = 7.2 (2.0) eu. reactions 2 and 3 exhibit saturation kinetics, under which the rate-determining step is intramolecular atom transfer.Mechanisms and transition states are proposed.The activation parameters are the first measured for oxo transfer from substrate; the small activation entropies suggest a transition state structurally similar to the complex MoO(L-NS2)(XO) formed in a labile equilibrium prior to oxo transfer to Mo.Coupling of reaction 1 with reaction 2 or 3 affords the catalytic reaction 4, (RF)3P + XO -> (RF)3PO + X; no reaction occurs in the absence of the Mo catalyst.The kinetics of catalysis were examined by monitoring the concentrations of reactants and products by 19F NMR spectroscopy.After 15 h, each system showed ca. 100 turnovers.Reaction 4 with XO = (RF)2SO has a catalytic rate constant of 7 X 10-3 M-1 s-1, close to the value for reaction 1.This and other considerations show that the catalytic rate is limited by the rate of oxo transfer from the Mo(VI) complex MoO2(L-NS2). An attempt to establish the catalytic mechanism led to detection of inhibition; the inhibitory species could not be identified.These results provide the most detailed information on the kinetics and mechanisms of Mo-mediated oxygen atom transfer and demonstrate the efficacy of 19F NMR for detecting and monitoring catalysis and determining catalytic velocities and rate constants.The relation of these results to the enzymatic reduction of N-oxides ans S-oxides is briefly discussed.
- Caradonna, John P.,Reddy, P. Rabindra,Holm, R. H.
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p. 2139 - 2144
(2007/10/02)
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- NMR Study of Substituent Effects in 4-Substituted and 4,4'-Disubstituted Diphenyl Sulphides
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The proton and carbon NMR spectra of nine 4-X-diphenyl sulphides (series 1), seven 4-X-4'-NO2-diphenyl sulphides (series 2) and eight 4,4'-X2-diphenyl sulphides (series 3) have been obtained.Correlation of the 13C chemical shifts with the appropriate substituent chemical shifts (SCS) for monosubstituted benzenes (Lynch plots) show an enhancement of substituent effect at C-1 (carbon para to the substituent) in series 1 ans 2, but not in series 3.The carbons of the unsubstituted ring in series 1 also correlate with Cp-SCS, with slopes of less than unity; correlation for C-1' has a negative slope.Dual substituent parameter (DSP) correlations of the 13C chemical shifts with ?I/?oR are good to exellent for all the carbons of series 1 compounds, except those ortho to the substituent X.The carbons meta to the substituent X correlate well, but with negative values for ρI and ρR, although showing a scattered Lynch plot.Similar correlations are found with some carbon shifts in series 2, and with C-1 shifts in series 3.It is concluded that (a) reverse resonance effects are operative at the position meta to the variable substituent by virtue of the sulphur substituent ortho to that carbon; (b) there is transmission of inductive (field) and resonance effects from one aryl ring to the other, except when both rings carry substituents of the same electronic character (series 3); (c) there is some evidence for ?-polarization in the unsubstituted phenyl ring of series 1 compounds.Key words 1H NMR 13C NMR Diphenyl sulphides substituent effects
- Chandrasekaran, R.,Perumal, S.,Wilson, D.A.
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p. 1001 - 1006
(2007/10/02)
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- Thermodynamic Fitness of Molybdenum(IV, VI) Complexes for Oxygen Atom Transfer Reactions, Including Those with Enzymatic Substrates
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The oxygen (oxo) atom transfer hypothesis for the enzymatic oxidation/reduction of generalized substrate X/XO by the molybdenum oxotransferases (hydroxylases) has been further pursued by an investigation of the reactions of the Mo(VI) and Mo(IV) complexes MoO2(L-NS2) and MoO(L-NS2)(DMF) (L-NS2=2,6-bis(2,2-diphenyl-2-thioethyl)pyridinate(2-)), respectively, in DMF solution.Because of steric hindrance, these molecules execute oxo transfer without formation of a binuclear μ-oxo Mo(V) species.MoO(L-NS2)(DMF) was previously found to reduce quantitatively a variety of sulfoxides, including at least one enzyme substrate.Here this complex is shown to reduce, with formation of MoO2(L-NS2), a series of N-oxides including those of pyridine, nicotinamide, adenine, and tribenzylamine, which are enzyme substrates or pseudosubstrates.Ph3AsO is also reduced by this complex.A previous demonstration of the catalytic partial transfer of 18O in nicotinamide N-oxide to uric acid by xanthine oxidase is interpreted as supporting the oxo transfer hypothesis.MoO2(L-NS2) is reduced by PhSH to MoO(L-NS2)(DMF), further indicating the feasibility of thiols as physiological electron donors.A thermodynamic criterion for the ability of a MoIVO or MoVIO2 complex to reduce or oxidize substrate has been developed on the basis of ΔH values for the reaction X + 1/2O2 -> XO.MoO(L-NS2)(DMF) (21)/MoO2(L-NS2) (22) and MoO(S2CNEt2)2 (20)/MoO2(S2CNEt2)2 (19) are positioned in the reaction series so as to oxidize or reduce (as appropriate) all enzymatic substrates for which thermodynamic data are available.Intermetal oxo transfer reactions of the type MoOLn + MoO2L'n -> MoO2Ln + MoOL'n were investigated with 19-22 and the Schiff base complexes MoO(ssp)(DMF) (18), MoO2(ssp)(DMF) (15), MoO(sap)(DMF) (17), and MoO2(sap)(DMF) (13).These demonstrate the thermodynamic oxo donor order to be S4 (19) > NS2 (22) > ONS (15) > O2N (13); the oxo acceptor order is the reverse.All MoIVO complexes in the set are able to reduce Me2SO to Me2S.This is a necessary but not sufficient thermodynamic criterion for a functional oxo transferase site model.Under the oxo transfer hypothesis, a sufficient model requires access to both the MoIVO and MoVIO2 states at real or effective potentials that can be reached with physiological reductants such that catalysis can be sustained.Evidence is presented that anionic sulfur ligands significantly modulate potentials to values appropriate for catalysis, and that tungsten, having more negative potentials than molybdenum in analogous complexes, is unsuitable for this purpose.
- Harlan, Edgar W.,Berg, Jeremy M.,Holm, R. H.
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p. 6992 - 7000
(2007/10/02)
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- REACTIONS OF 4,4'-DISUBSTITUTED DIPHENYL SULFIDES WITH CHLOROACETYL CHLORIDE AND ALUMINIUM CHLORIDE
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Reactions of 4,4'-dihalogenodiphenyl sulfides IIIa - IIIc with chloroacetyl chloride and aluminium chloride afforded the enol forms of 2,8-dihalogeno-11-(chloroacetyl)dibenzothiepin-10(11H)-ones IVa - IVc.A similar reaction of di(4-methylphenyl)sulfide (IIId) resulted in 9-(chloromethylene)-2,7-dimethylthioxanthene (Vd) as the main product.Substitution reactions of IVa with piperidine and 1-methylpiperazine gave compounds VI a VII with the unchanged chelate system of the starting substance.A stepwise methylation of (2-phenylthiophenyl)acetonitrile resulted in the monomethyl derivative XVI and the dimethyl derivative XVII which afforded by alkaline hydrolysis the acids XVIII and XIX.Attempts at their cyclization with polyphosphoric acid to the corresponding 11-methylated dibenzothiepin-10(11H)ones are described.
- Jilek, Jiri,Pomykacek, Josef,Holubek, Jiri,Svatek, Emil,Ryska, Miroslav,et al.
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p. 603 - 620
(2007/10/02)
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