- I2-Promoted [3+2] Cyclization of 1,3-Diketones with Potassium Thiocyanate: a Route to Thiazol-2(3H)-One Derivatives
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An I2-promoted strategy has been developed for the synthesis of thiazol-2(3H)-one derivatives from 1,3-diketones with potassium thiocyanate. This [3+2] cyclization reaction involves C?S and C?N bond formation and exhibits good functional group tolerance. A series of thiazol-2(3H)-one derivatives are obtained in moderate to good yields. (Figure presented.).
- An, Zhenyu,Liu, Yafeng,Yan, Rulong,Zhao, Pengbo
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supporting information
p. 3240 - 3244
(2021/06/16)
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- Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes
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A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.
- Roy, Sourav,Kumar, Gourav,Chatterjee, Indranil
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supporting information
p. 6709 - 6713
(2021/09/08)
-
- Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors
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Based on a new pyrazole sulfonate synthetic method, a novel class of molecules with a basic structure of pyrazole N-aryl sulfonate have been designed and synthesized. The interest in conducting intensive research stems from quite evident anti-inflammatory effects exhibited by the compounds in preliminary animal experiments. A series of compounds were synthesized by different substitutions of the R1, R2, and R3 groups. Within the series, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and phenyl 5-methyl-3-(4-(trifluoromethyl) phenyl)-1H-pyrazole-1-sulfonate exhibited excellent anti-inflammatory activity (% inhibition of auricular edemas = 27.0 and 35.9, respectively); the in vivo analgesic activity of phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate was confirmed to be effective (inhibition ratio of writhing = 50.7% and 48.5% separately), and compounds phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate were identified as selective COX-2 inhibitors (SI = 455, 10,497 and >189 severally). In Acute Oral Toxicity assays conducted in vivo, the lethal dose 50 (LD50) of 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate to mice was >2000 mg/kg BW.
- Guo, Quanping,Wang, Mengran,Wang, Rui,Xu, Zhaoqing,Yao, Haiyan
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- Direct synthesis of 2,3,5-trisubstituted pyrroles: via copper-mediated one-pot multicomponent reaction
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We have developed a copper-mediated one-pot synthesis of 2,3,5-trisubstituted pyrroles from 1,3-dicarbonyl compounds and acrylates using ammonium acetate as a nitrogen source. The reaction achieves C-C and C-N bond formation and provides an efficient approach to access highly functionalized pyrroles without further raw material preparation. This method is operationally simple, compatible with a wide range of functional groups, and provides the target products in moderate to good yields. This journal is
- He, Jian-Ping,Huang, Guo-Sheng,Luo, Nan,Zhan, Zhen-Zhen,Zhang, Ming-Ming
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supporting information
p. 9831 - 9835
(2021/01/05)
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- Switching of Sulfonylation Selectivity by Nature of Solvent and Temperature: The Reaction of β-Dicarbonyl Compounds with Sodium Sulfinates under the Action of Iron-Based Oxidants
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Selectivity of sulfonylation of β-keto esters with sodium sulfinates under the action of iron(III) salts as oxidants can be regulated by the type of solvent used and the reaction temperature. α-Sulfonyl β-keto esters are obtained when the process is conducted in THF/H2O solution at 40 °C. The change of the solvent to iPrOH/H2O and refluxing of a reaction mixture provides α-sulfonyl esters – the products of successive sulfonylation-deacylation. When β-diketones are applied as starting materials, only α-sulfonyl ketones are formed. The reaction pathway includes sulfonylation of dicabonyl compounds under the action of Fe(III) to form α-sulfonylated dicarbonyl compounds, which are then attacked by a solvent as the nucleophile, resulting in the products of successive sulfonylation-deacylation. Participation of the solvent in the reaction pathway determines the products structure.
- Mulina, Olga M.,Pirgach, Dmitry A.,Nikishin, Gennady I.,Terent'ev, Alexander O.
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supporting information
p. 4179 - 4188
(2019/05/08)
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- Direct Access to Functionalized Indoles via Single Electron Oxidation Induced Coupling of Diarylamines with 1,3-Dicarbonyl Compounds
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Under aerobic copper catalysis, an unprecedented direct synthesis of functionalized indoles via single electron oxidation induced coupling of diarylamines with 1,3-dicarbonyl compounds is presented. The protocol proceeds with good functional group and substrate compatibility, the use of readily available feedstocks and naturally abundant catalyst system, high step and atom efficiency, as well as selectivity, which offers a platform for accessing a new class of indoles with the potential for the discovery of functional molecules.
- Liang, Taoyuan,Zhao, He,Gong, Lingzhen,Jiang, Huanfeng,Zhang, Min
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supporting information
p. 6736 - 6740
(2019/09/09)
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- Design, synthesis and biological evaluation of novel hydroxamic acid based histone deacetylase 6 selective inhibitors bearing phenylpyrazol scaffold as surface recognition motif
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In recent years, inhibition of HDAC6 became a promising therapeutic strategy for the treatment of cancer and HDAC6 inhibitors were considered to be potent anti-cancer agents. In this work, celecoxib showed moderate degree of HDAC6 inhibition activity and selectivity in preliminary enzyme inhibition activity assay. A series of hydroxamic acid derivatives bearing phenylpyrazol moiety were designed and synthesized as HDAC6 inhibitors. Most compounds showed potent HDAC6 inhibition activity. 11i was the most selective compound against HDAC6 with IC50 values of 0.020 μM and selective factor of 101.1. Structure-activity relationship analysis indicated that locating the linker group at 1′ of pyrazol gave the most selectivity. The most compounds 11i (GI50 = 3.63 μM) exhibited 6-fold more potent than vorinostat in HepG2 cells. Considering of the high selectivity against HDAC6 and anti-proliferation activity, such compounds have potential to be developed as anti-cancer agents.
- Yang, Jinyu,Cheng, Gaoliang,Xu, Qihao,Luan, Shenglin,Wang, Shuxiang,Liu, Dan,Zhao, Linxiang
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p. 1418 - 1425
(2018/03/07)
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- Pyrazole compound containing N-aryl sulfonate and synthesis and application thereof
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The invention discloses a pyrazole compound containing N-aryl sulfonate. A structural formula of the pyrazole compound is shown in the description. Proofed by pharmacological study, the pyrazole compound has the advantages that the activity of cyclooxygenase 2 is inhibited; the high-efficiency inhibition function on the generation of cyclooxygenase 2 due to inflammation mediums is realized, so that the pyrazole compound can be used as an active matter, and the prepared anti-inflammation medicine can be used for treating the inflammations, such as rheumatic arthritis and rheumatalgia, and the diseases and symptoms, such as fevers.
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Paragraph 0013
(2018/07/10)
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- Rhodium(ii)-catalysed generation of cycloprop-1-en-1-yl ketones and their rearrangement to 5-aryl-2-siloxyfurans
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Donor-acceptor cyclopropenes formed from enoldiazoketones undergo catalytic rearrangement to 5-aryl-2-siloxyfurans via a novel mechanism that involves a nucleophilic addition of the carbonyl oxygen to the rhodium-activated cyclopropene.
- Marichev, Kostiantyn O.,Wang, Yi,Carranco, Alejandra M.,Garcia, Estevan C.,Yu, Zhi-Xiang,Doyle, Michael P.
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p. 9513 - 9516
(2018/08/28)
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- Method for preparing celecoxib by using one-pot method
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The invention discloses a method for preparing celecoxib by using a one-pot method. The method comprises the following steps: in the presence of ethidene diamine, mixing p-methylacetophenone and ethyltrifluoroacetate, and enabling the components to react completely at 40-80 DEG C without other solvent so as to obtain a reaction liquid of an intermediate DO; putting the reaction liquid into an alcohol solvent, further adding bihydrazino-benzsulfamide hydrochloride, further adding an organic acid to adjust the pH value to 3-6, controlling the temperature of a material liquid to 50-80 DEG C, andenabling the components to react completely; after the reaction is completed, adding water, cooling to 10-30 DEG C to separate out a crystal, and carrying out suction filtration so as to obtain a crude product of celecoxib; dissolving the crude product with methanol, dropping the material liquid into water, controlling the temperature of the material liquid to 40-50 DEG C in the dropping process,cooling to 10-30 DEG C to separate out a crystal after dropping is completed, and carrying out suction filtration, thereby obtaining a finished product of celecoxib. The total yield of the product prepared by using the method is greater than 85%, and HPLC (High Performance Liquid Chromatography) tests show that the purity of the product is greater than or equal to 99.90%.
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Paragraph 0031; 0032; 0033; 0041; 0049
(2018/10/19)
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- ARYL BETA DIKETONES AND THEIR USE A ODORANTS
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The present invention refers to aryl beta diketones of the formula (I) wherein Y, R1, R2 and R3 have the same meaning as given in the description. The invention further refers to fragrance compositions and fragranced articles comprising them.
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Page/Page column 13
(2017/12/09)
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- Synthesis and biological evaluation of 3-alkyl-1,5-diaryl-1H-pyrazoles as rigid analogues of combretastatin A-4 with potent antiproliferative activity
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A series of novel 3-alkyl-1,5-diaryl-1H-pyrazoles were synthesized as combretastatin A-4 (CA-4) analogues and evaluated for antiproliferative activity against three human cancer cell lines (SGC-7901, A549 and HT-1080). Most of the target compounds displayed moderate to potent antiproliferative activity, and 7k was found to be the most potent compound. Structure-activity relationships indicated that compounds with a trimethoxyphenyl A-ring at the N-1 position of the pyrazole skeleton were more potent than those with the A-ring at the C-5 position. Tubulin polymerization and immunostaining experiments revealed that 7k potently inhibited tubulin polymerization and disrupted tubulin microtubule dynamics in a manner similar to CA-4. Computational modelling demonstrated that the binding of 7k to the colchicine binding site on microtubules may involve a similar mode as CA-4.
- Xu, Qile,Qi, Huan,Sun, Maolin,Zuo, Daiying,Jiang, Xuewei,Wen, Zhiyong,Wang, Zhiwei,Wu, Yingliang,Zhang, Weige
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- Direct synthesis of 1,3-dicarbonyl compounds via radical coupling of aldehydes with ketones under metal-free conditions
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An efficient approach for the synthesis of 1,3-diketones from aldehydes and ketones has been developed using Bu4NI (TBAI) as the catalyst. In the presence of DTBP-TBHP/p-TsOH, aldehydes undergo radical coupling with ketones to provide the desired products in moderate to high yields at 120 °C. Although various substituents on the aromatic ring of aldehydes are well tolerable under the standard reaction conditions, the protocol is limited by the scope of ketones. The method exhibits advantages in terms of the easy access of the starting materials, operational simplicity, functional group tolerance, and the absence of metal catalyst.
- Shen, Xuqian,Borah, Arun Jyoti,Cao, Xihan,Pan, Weixiang,Yan, Guobing,Wu, Xiangmei
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supporting information
p. 6484 - 6487
(2015/11/16)
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- Continuous liquid phase acylation of toluene over HBEA zeolite: Solvent effects and origin of the deactivation
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The continuous liquid phase Friedel-Crafts acylation of toluene (T) by acetic anhydride (AA) over HBEA zeolite was carried out in a fixed bed reactor, with acetic acid (AC) as a solvent. 4-Methylacetophenone (4-MAP) was selectively formed in the initial reaction stage. However, a rapid catalyst deactivation occurred with a sharp decrease of the conversion of acetic anhydride, and this was mainly caused by 4-MAP and heavy compounds ('coke') existing in the zeolite pore, which poisoned the active sites of the catalyst. The use of excess toluene and moderate acetic acid enhanced catalyst activity and stability to some extent as it limited both the retention of 4-MAP and the formation of 'coke'. Moreover, a considerable reduction of Broensted acid sites after deactivation revealed that the toluene acylation is primarily a Broensted acid catalyzed reaction.
- Chen, Zhihua,Chen, Wenqi,Tong, Tianxia,Zeng, Aiwu
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p. 231 - 238
(2015/01/16)
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- Direct route to 1,3-diketones by palladium-catalyzed carbonylative coupling of aryl halides with acetylacetone
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Man up your magnesium! By employing a MgCl2/Et3N system, aryl diketones can be generated from the Pd-catalyzed carbonylative α-arylation of acetylacetone with aryl bromides (see scheme). The method is ideal for the introduction of carbon isotopes into more complex structures, since only stoichiometric amounts of carbon monoxide are employed. Copyright
- Korsager, Signe,Nielsen, Dennis U.,Taaning, Rolf H.,Lindhardt, Anders T.,Skrydstrup, Troels
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supporting information
p. 17687 - 17691
(2014/01/17)
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- Palladium-catalysed carbonylative α-arylation of acetone and acetophenones to 1,3-diketones
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Three COmponent α-arylation: A carbonylative ketone α-arylation process employing acetone for the first time, as well as acetophenones, is described (see scheme). The reaction tolerates a range of (hetero)aryl iodides and several functionalised aryl ketone coupling partners. Only low pressures of molecular CO are applied and no additional solvent is necessary. Copyright
- Schranck, Johannes,Tlili, Anis,Alsabeh, Pamela G.,Neumann, Helfried,Stradiotto, Mark,Beller, Matthias
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supporting information
p. 12624 - 12628
(2013/10/01)
-
- Tandem reactions leading to benzo[c]chromen-6-ones and 3-substituted isocoumarins
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A simple and convenient protocol for the synthesis of benzo[c]chromen-6- ones and 3-substituted isocoumarins through a CuI-catalyzed tandem reaction of 2-bromobenzoates withcyclohexane-1,3-diones or acyclic 1,3-diones is developed. This strategy can also be extended to the one-pot synthesis of isoquinolin-1(2H)-one and 3,4-dihydrophenanthridine-1,6(2H,5H)-dione. A simple and convenient protocol for the synthesis of benzo[c]chromen-6-ones and 3-substituted isocoumarins through a CuI-catalyzed tandem reaction of 2-bromobenzoates with cyclohexane-1,3-dione or acyclic 1,3-dione has been developed. This strategy can also be extended to the one-pot synthesis of isoquionlin-1(2H)-one and 3,4-dihydrophenanthridine-1,6-(2H,5H)-dione. Copyright
- Fan, Xuesen,He, Yan,Cui, Liangyan,Guo, Shenghai,Wang, Jianji,Zhang, Xinying
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supporting information; experimental part
p. 673 - 677
(2012/03/10)
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- Albumin-directed stereoselective reduction of 1,3-diketones and β-hydroxyketones to anti diols
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The reduction of 1,3-diketones and β-hydroxyketones with NaBH 4 in aqueous acetonitrile is highly stereoselective in the presence of stoichiometric amounts of bovine or human albumin, giving anti 1,3-diols with d.e. up to 96%. The same reaction, without albumin, gives syn and anti 1,3-diols in approximately 1:1 ratio. The presence of an aromatic carbonyl group is essential for diastereoselectivity in the NaBH4/albumin reduction of both 1,3-diketones and β-hydroxyketones. Thus, 3-hydroxy-1-(p-tolyl)-1- butanone is stereoselectively reduced in the presence of albumin, while reduction of its isomer 4-(p-tolyl)-4-hydroxy-2-butanone is not stereoselective. The albumin-controlled reduction is not stereospecific as both enantiomers of 1-aryl-3-hydroxy-1-butanones are reduced to diols with identical stereoselectivities. Circular dichroism of the bound substrates confirms that aromatic ketones are recognized by the protein's IIA binding site. Binding studies also suggest that 1,3-diketones are recognized in their enol form. From the effect of pH on binding of a diketone it is concluded that, in the complex with the substrate, ionizable residues His242 and Lys199 are in the neutral and protonated forms, respectively. A homology model of BSA was obtained and docking of model substrates confirms the preference of the protein for aromatic ketones. Modelling of the complexes with the substrates also allows us to propose a mechanism for the reduction of 1,3-diketones in which the chemoselective reduction of the first (aliphatic) carbonyl is followed by the diastereoselective reduction of the second (aromatic) carbonyl. The role of albumin is thus a combination of chemo- and stereocontrol.
- Berti, Federico,Bincoletto, Simone,Donati, Ivan,Fontanive, Giampaolo,Fregonese, Massimo,Benedetti, Fabio
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experimental part
p. 1987 - 1999
(2011/04/25)
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- Enantioselective synthesis of optically pure β-amino ketones and γ-aryl amines by Rh-catalyzed asymmetric hydrogenation
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A series of optically pure β-amino ketones have been synthesized in high enantioselectivities (ee > 99%) by Rh-DuanPhos-catalyzed asymmetric hydrogenation of readily prepared β-keto enamides. Further reduction of these β-amino ketones with hydrogen and Pd/C leads to the formation of a variety of protected enantiomerically pure γ-aryl amines (ee > 99%), which are key building blocks in many bioactive molecules.
- Geng, Huiling,Huang, Kexuan,Sun, Tian,Li, Wei,Zhang, Xiaowei,Zhou, Le,Wu, Wenjun,Zhang, Xumu
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supporting information; experimental part
p. 332 - 334
(2011/03/19)
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- Syntheses, characterization and antimicrobial evaluation of some 1, 3, 5-trisubustituted pyrazole derivatives
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A series of 1, 3, 5-trisubustituted pyrazole derivatives were synthesized and screened for antimicrobial activity. The compounds (2j-o) were evaluated against two gram-positive and two gram-negative bacteria and one fungus, at concentrations of 10 μg/mL a
- Gautam, Vertika,Chawla, Viney,Sonar, Pankaj K.,Saraf, Shailendra K.
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experimental part
p. 1190 - 1195
(2011/12/05)
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- 1,4-Addition of Bis(iodozincio)methane to α,β-Unsaturated ketones: Chemical and theoretical/computational studies
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1,4-Addition of bis(iodozincio)methane to simple α,β-unsaturated ketones does not proceed well; the reaction is slightly endothermic according to DFT calculations. In the presence of chlorotrimethylsilane, the reaction proceeded efficiently to afford a silyl enol ether of β-zinciomethyl ketone. The CZn bond of the silyl enol ether could be used in a cross-coupling reaction to form another C-C bond in a one-pot reaction. In contrast, 1,4-addition of the dizinc reagent to enones carrying an acyloxy group proceeded very efficiently without any additive. In this case, the product was a 1,3-diketone, which was generated in a novel tandem reaction. A theoretical/computational study indicates that the whole reaction pathway is exothermic, and that two zinc atoms of bis(iodozincio)methane accelerate each step cooperatively as effective Lewis acids.
- Sada, Mutsumi,Furayama, Taniyuki,Komagawa, Shinsuke,Uchiyama, Masanobu,Matsubara, Seijiro
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experimental part
p. 10474 - 10481
(2010/10/21)
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- NOVEL DUAL ACTION RECEPTORS ANTAGONISTS (DARA) AT THE AT1 AND ETA RECEPTORS
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The present invention relates to new compounds of the formula [Chemical formula should be inserted here. Please see paper copy] wherein R1, R2, R3, and R31 are as specified herein. The invention also relates to a method for preparation thereof, as well as combinations of the new compounds with previously known agents. The invention also relates to the use of the above-mentioned compounds and combinations for the preparation of a medicament for treating hypertension of different kinds, alleviating organ damage of different kinds, treating or preventing diabetic nephropathy, treating endothelin and angiotensin mediated disorders, and treating prostate cancer.
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Page/Page column 147
(2010/11/28)
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- Propargyl bromide as an excellent α-bromoacetone equivalent: Convenient and new route to α-aroylacetones
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A variety of α-aroylacetones 4a-g have been prepared in excellent yields following a new protocol wherein α-aminonitriles 1a-g as the aryl acyl anion equivalents readily react with propargyl bromide as the α-bromoacetone equivalent. The alkylated product undergoes one-pot unmasking of the keto functionality along with Markovnikov's hydration of the terminal alkyne with CuSO4·5H2O in aqueous methanol at 60 °C to furnish the desired target in excellent isolated yields.
- Mahalingam, Sakkarapalayam M.,Aidhen, Indrapal Singh
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p. 349 - 351
(2007/10/03)
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- Proline-catalyzed aldol reactions of acyl cyanides with acetone: An efficient and convenient synthesis of 1,3-diketones
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The aldol-type addition of acetone towards (un)substituted benzoyl, heteroarylcarbonyl or α,β-unsaturated acyl cyanides was efficiently catalyzed by l-proline (30 mol %) to give 2-hydroxy-4-oxo-2-substituted pentanenitriles. Upon the treatment with sodium hydroxide, the adducts transformed to 1,3-diketones in good-to-excellent yield, furnishing an efficient and convenient method for the regioselective synthesis of 1,3-diketones.
- Shen, Zongxuan,Li, Bin,Wang, Lu,Zhang, Yawen
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p. 8785 - 8788
(2007/10/03)
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- Evaluation of TCS/ZnCl2 with acetic anhydride as an acetylating reagent for methylene ketones
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A new route for the preparation of β-diketones which have applications in organic synthesis by the reaction of methylene ketones, acetic anhydride, TCS and ZnCl2 in the solvent methylene chloride at room temperature produces the corresponding β-diketones in excellent yield. Copyright Taylor & Francis Inc.
- Elmorsy, Saad S.,Badawy, Doria S.,Khatab, Tamer K.
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p. 109 - 116
(2007/10/03)
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- Substituted oxazoles and thiazoles derivatives as hPPARγ and hPPARα activators
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The present invention discloses compounds of formula (I), and tautomeric forms, pharmaceutically acceptable salts, or solvates thereof. Preferably, the compounds of the invention are dual activators of hPPARγ and hPPAR{acute over (α)}.
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- A facile route to convert acetylacetone into other β-diketones with acyl chlorides promoted by samarium triiodide
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Reaction of acetylacetone with acyl chlorides in the presence of SmI3 gave β-diketones RCOCH2COCH3 (I) or RCOCH2COR (II) in good yields under mild and neutral conditions.
- Hao, Wenying,Zhang, Yongmin,Ying, Taokai,Lu, Pin
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p. 2421 - 2427
(2007/10/03)
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- 13C NMR Spectroscopic Study of the Tautomeric Equilibrium in p-Phenyl Substituted Benzoylacetones
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Solution 13C NMR chemical shifts are reported for a series of p-phenyl substituted benzoylacetones which undergo a fast, intramolecular proton-transfer reaction between both possible enol tautomers.This information, together with 13C NMR spectroscopic data for related non-exchanging model compounds, allows the study of substituent-induced equilibrium shifts.The results show a systematic trend: electron-withdrawing para groups shift the equilibrium towards the methyl keto form.
- Cravero, Raquel M.,Gonzalez-Sierra, Manuel,Olivieri, Alejandro C.
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p. 1067 - 1071
(2007/10/02)
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- Multiple Melting Behaviour in Square-planar trans-Bis-(1-p-n-alkylphenylbutane-1,3-dionato)copper(II) - The Effect of Alkyl Chain Length
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The title complexes having different n-alkyl groups from methyl to dodecyl have synthesized.All these complexes exhibit solid polymorphism.The number of polymorphs depends on the length of the alkyl chain: two for n (the number of carbon atoms) = 0-2, three for n = 3-5 and 12, and four for n = 6-11, respectively.Each polymorphic form except those with the highest m.p.s. exhibits multiple melting behaviour: double melting for n = 0-5,8, and 12, and triple melting for n = 6-11 except 8.The m.p.s. of the complexes with alkyl groups of odd carbon atoms are higher than those with even atoms, while the respective ligand solids show the opposit e even-odd effect in their m.p.s.
- Ohta, Kazuchika,Jiang, Guang-Jie,Yokoyama, Masaaki,Kusabayashi, Shigekazu,Mikawa, Hiroshi
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p. 283 - 294
(2007/10/02)
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- Synthesis and characterization of cobalt(II) and some nickel(II) complexes with N,N′-ethylenebis(p-X-benzoylacetone iminato) and N,N′-ethylenebis(p-X-benzoylmonothioacetone iminato) ligands
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A series of tetradentate thio imine ligands, N,N′-ethylenebis(p-X-benzoylmonothioacetone imine), where X = H, CH3, CH3O, Br, and Cl, have been prepared from the corresponding tetradentate keto amines via nucleophilic substitution with bisulfide ion. Cobalt(II) complexes with all ligands have been prepared and characterized and are of particular interest because of their ability to combine reversibly with molecular oxygen in nonaqueous solutions at low temperatures. The new ligands and complexes have been characterized by elemental analyses and IR, NMR, and visible spectral data. A few of the corresponding Ni(II) complexes have also been prepared to aid in characterization via NMR techniques when the free ligands proved too insoluble for study.
- Chen, Loomis S.,Cummings, Sue C.
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p. 2358 - 2361
(2007/10/14)
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