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Bulletin of the Chemical Society of Japan

Web Release Date: June 15, 2013 (in press)
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Web Release Date:
June 15, 2013
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| Photo-induced Large Increase in the Refractive Index of N-2-Thenoyloxyaryl 4-tert-Butylphenoxyacetamide Film
Taichi Arai, Sakiho Kobayashi, Natsuko Oshimi, Tetsutaro Igarashi, and Tadamitsu Sakurai
[Full Text PDF(J-STAGE)]
 | The photo-Fries rearrangement of N-2-thenoyloxyaryl 4-tert-butylphenoxyacetamide (1) selectively proceeded in its film state to enhance the film refractive index up to 0.035 after 30 min of irradiation at λ = 254 nm or λ > 280 nm. |
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Web Release Date:
June 15, 2013
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| Kinetics study on 3-hexylthiophene polymerization with iron(III) chloride
Yi Liu, Nagatoshi Nishiwaki, Kazuhiko Saigo, and Ryuichi Sugimoto
[Full Text PDF(J-STAGE)]
The kinetics of oxidative polymerization of 3-hexylthiophene by FeCl3 was studied in this work. We confirmed that the chlorination of terminal proton of 3-hexylthiophene oligomer prepared by this method did not occur in the first few minutes.
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Web Release Date:
June 15, 2013
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| Facile Low-Temperature Synthesis and Photocatalytic Activity of Graphene Oxide/TiO2 Composite
Tetsuro Soejima, Yosuke Maru, and Seishiro Ito
[Full Text PDF(J-STAGE)]
We demonstrate a low-temperature and relatively rapid synthesis of a graphene oxide/TiO2 composite. The graphene oxide/TiO2 composite shows high photocatalytic activity compared with pure TiO2.
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Web Release Date: June 8, 2013 (in press)
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Web Release Date:
June 8, 2013
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| Different Photochromic Rates of Azopyridine Derivatives in New Dual Photoisomeric Cobaloxime Complex Crystals
Hiroki Yamagiwa and Akiko Sekine
[Full Text PDF(J-STAGE)]
Newly designed 3-cyanopropyl cobaloxime complexes with phenylazopyridine derivatives, as dual mode photoisomeric complexes, were used to control the reactivity of the trans-cis photoisomerization of phenylazopyridine derivatives by 3-1 photoisomerization of the 3-cyanopropyl group in the solid state.
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Web Release Date:
June 8, 2013
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| New Ionic Plastic Crystals of NR4BEt3Me (R = Me, Et) and NRxR'4-xBEt3Me (R = Et, R' = Me, Pr, x = 1-3) in a New Class of Plastic Crystals
Tomoyuki Hayasaki, Satoru Hirakawa, and Hisashi Honda
[Full Text PDF(J-STAGE)]
New ionic plastic crystals of NR4BEt3Me (R = Me, Et) and NRxR'4-xBEt3Me (R = Et, R' = Me, Pr, x = 1–3) were formed in a new region of plastic crystal. In this area, globular cations and anions are assembled by weak interactions.
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Web Release Date:
June 8, 2013
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| On the Antioxidant Activity of the Tryptophan Derivatives
Davood Farmanzadeh and Meysam Najafi
[Full Text PDF(J-STAGE)]
The ortho substituents such as NH2, OH and NHMe can improve the antioxidant activity of Tryptophan. Result show that the substituents in ortho position have high potential for synthesis of novel Tryptophan derivatives.
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Web Release Date: June 1, 2013 (in press)
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Web Release Date:
June 1, 2013
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| Macrocyclic Compound as NMR Chiral Solvating Agent for Determination of Enantiomeric Excess of Carboxylic Acids
Xiao-feng Yang, Rui Ning, Li-jun Xie, Yu Cui, Yong-ling Zhang, and Lu-yi Zheng
[Full Text PDF(J-STAGE)]
1H NMR studies demonstrated that chiral macrocycle 1 was a good chiral solvating agent, and was effective for the determination of the enantiomeric excess of a wide range of rac-carboxylic acids. Large non-equivalent chemical shifts (up to 0.125 ppm) can be achieved in the presence of 1.0 equiv of 1.
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Web Release Date: May 25, 2013 (in press)
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Web Release Date:
May 25, 2013
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| Debromination of 1,2-Bis(phenylseleno)benzene Dibromide
Masaichi Saito, Masahiro Fujita, Yoshihiko Kanatomi, and Kazuya Ishimura
[Full Text PDF(J-STAGE)]
The reaction of bis(phenylseleno)benzene dibromide 1 with tribromoborane afforded bromoselenonium tetrabromoborate 2, which has a weak CT interaction between the two selenium atoms. Using Ag reagents provided the first examples of 5-phenylselenanthrenium salts.
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Web Release Date:
May 25, 2013
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| Further Study on the Component Related to Ion Solvation of the Liquid Junction Potential between Electrolyte Solutions in Different Solvents
Kosuke Izutsu
[Full Text PDF(J-STAGE)]
 | The liquid junction potential between different solvents has been studied, paying attention to why the values of the component related to ion solvation are actually much smaller than the values expected from ionic standard Gibbs energies of transfer. |
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Web Release Date: May 18, 2013 (in press)
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Web Release Date:
May 18, 2013
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| New Layered Copper Hydroxide with S = 1/2 Two-dimensional Triangular Lattice Magnetic Network, [Cu7(OH)12(CH3CH2CO2)2]•(CH3CH2CO2H)2•(H2O)6
Wataru Fujita and Koichi Kikuchi
[Full Text PDF(J-STAGE)]
 | A new layered copper hydroxide, [Cu7(OH)12(CH3CH2CO2)2]•(CH3CH2CO2H)2•(H2O)6 was not a botallackite-type Cu2(OH)3X structure, but instead had a two-dimensional distorted triangular lattice magnetic network. This material showed paramagnetism with dominant antiferromagnetic interactions and an antiferromagnetic ordering like behavior around 3 K. |
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Web Release Date:
May 18, 2013
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| Influence of supporting electrolyte on the electrochemical oxidation of formic acid on boron doped diamond electrodes
Stéphane Fierro, Yuki Honda, and Yasuaki Einaga
[Full Text PDF(J-STAGE)]
 | The influence of support electrolyte on the electrochemical degradation of formic acid was studied on boron-doped diamond. The use of sulfuric acid as support electrolyte enhances the degradation of formic acid at high temperatures and when the process is controlled by mass transfer. |
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Web Release Date: May 14, 2013 (in press)
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Web Release Date:
May 14, 2013
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| Preparation, Crystal Structure, and Spectroscopic, Chemical, and Electrochemical Properties of (2E,4E)-1-(2-Thienyl)-4-(3-guaiazulenyl)-1,3-butadiene
Shin-ichi Takekuma, Norihito Kobayashi, Toshie Minematsu, and Hideko Takekuma
[Full Text PDF(J-STAGE)]
Preparation and characteristic properties of the title new (2E,4E)-1,3-butadiene derivative 1E compared with those of the (E)-ethylene derivative 2E and the structurally related new compound, [(E)-2-(2-thienyl)ethenyl](3-guaiazulenyl)methylium hexafluorophosphate (19), are reported in detail.
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Web Release Date: May 9, 2013 (in press)
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Web Release Date:
May 9, 2013
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| Study on Synergistic Interligand Interactions of Thermally Stable Gold Nanoparticles
Atsushi Okumura, Kou Yamada, Kenji Todori, and Shigeru Machida
[Full Text PDF(J-STAGE)]
Interligand interactions of the pyrene-containing gold nanoparticles were estimated by means of fluorescence measurements. It was suggested that strong π–π stacking occurred around the particles, contributing to enhancing the thermal stability.
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Web Release Date:
May 9, 2013
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| Syntheses, Redox Properties, Self-Assembled Structures and Charge-Transfer Complexes of Imidazole- and Benzimidazole-Annelated Tetrathiafulvalene Derivatives
Tsuyoshi Murata, Yosuke Yamamoto, Yumi Yakiyama, Kazuhiro Nakasuji, and Yasushi Morita
[Full Text PDF(J-STAGE)]
 | The imidazole- and benzimidazole-annelated tetrathiafulvalene derivatives were designed and synthesized, and their redox and optical properties, and charge-transfer complexes were investigated. In the crystal structures, the donor molecules formed multidimensional assemblies including intermolecular hydrogen bonds. |
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Web Release Date: April 27, 2013 (in press)
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Web Release Date:
April 27, 2013
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| Regioselective N-Methylation of 6-Chloroindolo[3,2-c]quinolines and their Amination Reactivity at the C-6 Position
Ning Wang, Kento Imai, Cui-Qing Pang, Ming-qi Wang, Mizuho Yonezawa, Yu Zhang, Junzo Nokami, and Tsutomu Inokuchi
[Full Text PDF(J-STAGE)]
The treatment of 6-chloroindolo[3,2-c]quinoline 6 with NaH-MeI led to methylation at N-11, forming 8, while the reaction of 6 with MeI with heating gave the corresponding 5-methylated quinolinium salt whose SNAr with water smoothly proceeded to form 5-methylindolo[3,2-c]quinolin-6-one 3b. The amination reactivity at the C-6 was assigned in the order of 6> 11-methylated 8.
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Web Release Date:
April 27, 2013
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| Tetra-Nuclear Hafnium(IV) and Zirconium(IV) Cationic Complexes Sandwiched between Two Di-Lacunary Species of α-Keggin Polyoxometalates: Lewis Acid Catalysis of the Mukaiyama-Aldol Reaction
Kenji Nomiya, Kazuaki Ohta, Yoshitaka Sakai, Taka-aki Hosoya, Atsushi Ohtake, Akira Takakura, and Satoshi Matsunaga
[Full Text PDF(J-STAGE)]
Homogeneous Lewis acid catalysis by water-soluble sodium salts or lithium salts of the Hf/Zr-containing Keggin and Dawson POMs was evaluated for Mukaiyama-aldol reaction in an aqueous/CH3CN system. The present POM-based sandwich-structured compounds gave products with high anti-selectivity.
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Web Release Date:
April 27, 2013
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| A DFT Analysis of the Molecular Structures of Nitrophenoxathiin Compounds
Iman A. Gad El-karim
[Full Text PDF(J-STAGE)]
The structure of not yet synthesized nitrophenoxathiin compounds is studied. The effect of the nitro group on the extent of puckering in the phenoxathiin nucleus is analyzed in terms of the changes in the hybridization of the substituted carbon atom.
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Web Release Date:
April 27, 2013
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| Synthesis and Characterization of Oxygen/Sulfur-Bridged Incomplete Cubane-Type Clusters, [M3S4(Tpe)3]+ and [M3OS3(Tpe)3]+ (M = Mo, W), and a Mixed-Metal Cubane-Type Cluster, [Mo3PdS4Cl(Tpe)3]
Ryouichi Yoshida, Takashi Shibahara, and Haruo Akashi
[Full Text PDF(J-STAGE)]
 | Oxygen/sulfur-bridged incomplete cubane-type clusters, [M3S4(Tpe)3]+ and [M3OS3(Tpe)3]+ (M = Mo, W) were synthesized, and their properties were investigated. The cyclic voltammograms of these compounds show characteristic one reversible one-electron oxidation process. The reaction of [Mo3S4(Tpe)3]+ with Pd2(dba)3 afforded [Mo3PdS4Cl(Tpe)3]·4.5CH2Cl2. |
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Web Release Date: April 20, 2013 (in press)
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Web Release Date:
April 20, 2013
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| Annulation of 2H-Pyran onto 1-Oxa- or 1-Azacyclohexane-2,4-diones and their Analogues via Sequential Condensation with α-Substituted Enals and 6π-Electrocyclization
Md. Imran Hossain, Elkhabiry Shaban, Taku Ikemi, Wei Peng, Hiroyuki Kawafuchi, and Tsutomu Inokuchi
[Full Text PDF(J-STAGE)]
2H-Pyrans are constructed on a 1-oxa- or 1-azacyclohexane-2,4-dione core via Knoevenagel condensation with enals followed by 6π-electrocyclization, which are readily catalyzed with ethylenediammonium diacetate. This formal [3+3] strategy constitutes a C-O and C-C bond formations along with stereocenters adjacent to the two heteroatoms. The stereochemistry of the products at C2 and C7 is not selective, but the use of 6,6-disubstitution with the same aryl group at the starting solves this concern. This facile methodology significantly advances the access to poly-substituted bicyclic 2H-pyrans with a versatile substrate choice and improved stability of the product.
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Web Release Date:
April 20, 2013
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| PSiP-Pincer Type Palladium-Catalyzed Dehydrogenative Borylation of Alkenes and 1,3-Dienes
Naohiro Kirai, Shoichiro Iguchi, Tatsuyoshi Ito, Jun Takaya, and Nobuharu Iwasawa
[Full Text PDF(J-STAGE)]
Dehydrogenative borylation of alkenes and 1,3-dienes catalyzed by PSiP-pincer palladium complex was realized. By changing the amount of B2pin2, mono- or diborylated products were obtained selectively without hydroboration or hydrogenation.
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Web Release Date: April 13, 2013 (in press)
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Web Release Date:
April 13, 2013
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| Construction of a Synchrotron-Radiation Vacuum-Ultraviolet Circular-Dichroism Spectrophotometer and its Application to the Structural Analysis of Biomolecules
Koichi Matsuo and Kunihiko Gekko
[Full Text PDF(J-STAGE)]
 | A vacuum-ultraviolet circular-dichroism spectrophotometer usable down to 140 nm in solution was constructed using synchrotron radiation. This device enhanced capabilities for the structural analysis of biomolecules based on high-energy chromophores, and hence could open a new field in structural biology. |
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Web Release Date:
April 13, 2013
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| A Microbial-Mineralization-Inspired Approach for Systematic Syntheses of Copper Oxides with Controlled Morphologies in an Aqueous Solution at Room Temperature
Yuya Oaki, Tatsuya Ikeda, and Hiroaki Imai
[Full Text PDF(J-STAGE)]
 | Systematic syntheses and morphology control of copper oxides and related compounds were achieved in an aqueous solution at room temperature through a microbial-mineralization-inspired approach. |
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Web Release Date:
April 13, 2013
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| Gas Phase Acidities of α- and α,α-SO2CF3 Substituted Toluenes. Varying Resonance Demand in the Electron-rich System
Min Zhang, Md. Mizanur Rahman Badal, Ilmar A. Koppel, and Masaaki Mishima
[Full Text PDF(J-STAGE)]
 | Gas-phase acidities of aryl(trifluoromethylsulfonyl)methanes and arylbis(trifluoromethylsulfonyl)methanes have been determined by measuring proton-transfer equlibira. The intrinsic nature of the resonance demand (r-) in the substituent effects for acidities of a series of ArCH(R1)R2 have been analyzed. |
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Web Release Date:
April 13, 2013
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| Amination of Phenylketene Revisit. Substituent Effect on Reactivity
Md. Mizanur Rahman Badal, Min Zhang, Shinjiro Kobayashi, and Masaaki Mishima
[Full Text PDF(J-STAGE)]
The substituent effects for the second-order rate constants of amination of phenylketenes were analyzed. The opposite change of ρ and r- with amines was interpreted by the dual interactions between substituents and positive/negative charges at the transition state.
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Web Release Date: April 6, 2013 (in press)
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Web Release Date:
April 6, 2013
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| DNA-Conjugated Polymers for Reliable SNP Genotyping Based on Affinity Capillary Electrophoresis
Tohru Takarada and Mizuo Maeda
[Full Text PDF(J-STAGE)]
Affinity capillary electrophoresis for single-nucleotide polymorphism (SNP) genotyping was developed using a diblock copolymer probe composed of an allele-specific oligodeoxyribonucleotide and a synthetic polymer. The peak area ratio allowed accurate estimation of the SNP allele frequency.
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Web Release Date:
April 6, 2013
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| Magnesium-doped Manganese Oxide with Lithium Ion-sieve Property: Lithium Adsorption from Salt Lake Brine
Ramesh Chitrakar, Yoji Makita, Kenta Ooi, and Akinari Sonoda
[Full Text PDF(J-STAGE)]
 | Regeneration study showed that the lithium ions can be desorbed with HCl solution, and the efficiency of adsorptive capacity of the sample did not decrease even after 10 cycles. The magnesium-doped sample greatly inhibited the dissolution of manganese. |
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Web Release Date:
April 6, 2013
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| CO2 reforming of CH4 over Ni–Sr catalyst CO2 reforming of methane to produce syngas over γ-Al2O3 supported Ni–Sr catalysts
Ahmed Sadeq Al-Fatesh, Muhammad Awais Naeem, Anis Hamza Fakeeha, and Ahmed Elhag Abasaeed
[Full Text PDF(J-STAGE)]
The role of Strontium (Sr) promoter in Ni-Al catalysts for dry reforming of methane was studied. The Sr (being an alkaline earth metal) improves Lewis basicity of the catalysts and increases metal support interaction thus suppresses coke deposition.
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Web Release Date: March 30, 2013 (in press)
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Web Release Date:
March 30, 2013
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| Polymorphism of 4′-diethylamino-3-hydroxyflavone
Kazuyuki Hino, Kiyohiko Nakajima, Miyoko Kawahara, Kazuki Furukawa, and Hiroshi Sekiya
[Full Text PDF(J-STAGE)]
Structures of two polymorphic crystals (1a and 1b) of 4′-diethylamino-3-hydroxyflavone (1) have been determined. The hydrogen-bonded dimeric structure in crystal 1a is nearly planar, whereas that in crystal 1b is centrically twisted, having cis-like and trans-like conformations for the terminal carbon atoms at the diethylamino group.
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Web Release Date: March 27, 2013 (in press)
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Web Release Date:
March 27, 2013
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| A new facile two-step synthetic procedure of 1,1’-diaminoferrocene
Mohammad A. Abdulmalic and Tobias Rüffer
[Full Text PDF(J-STAGE)]
A new synthetic procedure of 1,1’-diaminoferrocene (3) is reported by employing a Gabriel synthesis of 1,1’-diphthalimidoferrocene (2) from 1,1’-dibromoferrocene (1), followed by deprotection of 2. Compound 3 was converted to the novel heterobinuclear complex [nBu4N]2[Pd(1,1’-fcba)] (5).
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Web Release Date:
March 27, 2013
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| Alkali-Metal Ion Catalysis and Inhibition in Nucleophilic Displacement Reaction of O-Ethyl O-4-Nitrophenyl Phenylphosphonothioate with Alkali-Metal Ethoxides
Ik-Hwan Um, Ji-Sun Kang, and Minah Shin
[Full Text PDF(J-STAGE)]
The reactivity of EtOM toward O-ethyl O-4-nitrophenyl phenylphosphonothioate increases in the order EtOLi < EtO– < EtONa < EtOK < EtOK/18-crown-6-ether. M+ ions catalyze the reaction by increasing the electrophilicity of the reaction center through a cyclic transition state.
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Web Release Date:
March 27, 2013
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| Activation of Dioxygen in an Aqueous System of Fe(III)TMPyP–MBTH–O2 to form Peroxide and Azine from MBTH: Reactivity of Superoxohemin (Fe(III)TMPyP–OO•) and Peroxohemin (Fe(III)TMPyP–OO–)
Taku Nakano, Hiroko Kakuda, Hiroyuki Shinoda, and Hiroshi Moriyama
[Full Text PDF(J-STAGE)]
 | Activation of dioxygen in aqueous heme system, tetrakis(N-methylpyridyl)porphinatoiron(III) pentachloride (Fe(III)TMPyPCl5) and 3-methyl-2-benzothiazolinone hydrazone (MBTH) is described to produce a bridging peroxide MBTPO, an azine MBTA, and a ketone MBTZ. Intermediates are suggested to be superoxohemin Fe(III)-OO· and peroxohemin Fe(III)-OO—. |
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Web Release Date:
March 27, 2013
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| Size- and Shape-Controlled Syntheses of Colloidal Sn, Te and Bi Nanocrystals
Ryota Watanabe and Toshitaka Ishizaki
[Full Text PDF(J-STAGE)]
We report the synthesis of monodisperse spherical Sn nanocrystals 9.0 nm in size in a one-pot synthesis. The size and shape of the Sn nanocrystals were controllable. This method was also applied to the synthesis of Te and Bi nanocrystals.
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Web Release Date:
March 27, 2013
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| Vibrational mode assignment in the terahertz frequency region by isotope shift: anthracene in solid state
Ohki Kambara, Carlito S. Ponseca, Jr., Keisuke Tominaga, Jun-ichi Nishizawa, Tetsuo Sasaki, Houng-Wei Wang, and Michitoshi Hayashi
[Full Text PDF(J-STAGE)]
 | The low-frequency spectra of normal anthracene and anthracene-d10 were measured by a high-resolution terahertz spectrometer to assign the vibrational modes. Calculations based on solid-state density functional theory were performed to assign the vibrational modes. |
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Web Release Date: March 23, 2013 (in press)
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Web Release Date:
March 23, 2013
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| Sequential Peptide Ligation by Combining the Cys-Pro Ester (CPE) and Thioester Methods and its Application to the Synthesis of Histone H3 Containing a Trimethyl Lysine Residue
Toru Kawakami, Yuichi Akai, Hisao Fujimoto, Chieko Kita, Yuko Aoki, Takehiko Konishi, Masazumi Waseda, Lisa Takemura, and Saburo Aimoto
[Full Text PDF(J-STAGE)]
A novel sequential ligation strategy, in which native chemical ligation followed by the thioester method was performed, based on the use of the CPC peptide, was applied to the synthesis of histone H3 containing a trimethyl Lys9 residue.
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