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Vol. 81, No. 5 (April, 2008)
[PDF version]
| The Chemical Society of Japan Award for Young Chemists for 2005 |
Web Release Date:
May 14, 2008
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539-547
Catalytic Radical Cyclization of Oximes Induced by One-Electron Transfer
M. Kitamura* and K. Narasaka
[Full Text PDF(J-STAGE)] Free Access Article
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Anion radicals generated by one-electron reduction of oxime derivatives act as iminyl radical equivalents. Catalytic radical cyclization of γ,δ-unsaturated oximes induced by one-electron reduction proceeds to give various aza-heterocycles.
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| Web Release Date:
May 14, 2008
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548-561
Palladium-Catalyzed CH Arylation and Dehydrogenative Homocoupling of Heteroaromatic Compounds and Application to the Design of Advanced Organic Materials
A. Mori* and A. Sugie
[Full Text PDF(J-STAGE)] Free Access Article
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Our recent effort on transition-metal-catalyzed substitution reactions at the CH bond of thiazoles and thiophenes is described. Studies on the spectroscopic, thermal, and electrochemical properties of thiazole and thiophene derivatives directed to functional organic materials are also discussed.
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| Web Release Date:
May 14, 2008
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562-573
Acid-Catalyzed Reactions of Sarcophytoxide, a Marine Cembranoid: An Apparently Enantio-Directive Reaction, Unusual Products and Stereochemical Reconsideration of Epoxide–Ketone Rearrangement
K. Nii, K. Tagami, M. Kijima, T. Munakata, T. Ooi, and T. Kusumi*
[Full Text PDF(J-STAGE)] [Supporting Information] Free Access Article
Perchloric acid treatment of sarcophytoxide, a marine cembranoid possessing an epoxide, brought about epoxide–ketone rearrangement affording ketones. The stereochemistry indicated that the epoxide–ketone rearrangement took a course via a cationic intermediate.
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| Web Release Date:
May 14, 2008
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574-582
Inclusion of 2,4- and 2,5-Diphenyloxazole by γ-Cyclodextrin in Aqueous Solution
S. Hamai
[Full Text PDF(J-STAGE)]
γ-CD forms a 2:1 inclusion complex with 2,4-diphenyloxazole (2,4-DPO). The addition of 1-pentanol (PeOH) to a 2,4-DPO solution containing γ-CD results in the formation of a 2:2:1 γ-CD–PeOH–2,4-DPO inclusion complex. In the presence of γ-CD, 2,5-DPO exhibits excimer fluorescence, which is due to a 1:2 and 2:2 γ-CD–2,5-DPO inclusion complexes.
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| Web Release Date:
May 14, 2008
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| 583-589
Effects of an Axial Amino Ligand on the Spectroscopic and Electrochemical Properties of Amino(methoxo)(tetraphenylporphyrinato)antimony(V) Complexes
S. Tsunami, K. Tanaka, J. Matsumoto, T. Shiragami,* and M. Yasuda
[Full Text PDF(J-STAGE)]
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The effects of an axial amino ligand on the spectroscopic and electrochemical properties of amino(methoxo)(tetraphenylporphyrinato)antimony(V) bromide are investigated. Both the reduction potentials and the quantum yield for fluorescence of their complexes can be controlled by proton concentration.
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| Web Release Date:
May 14, 2008
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| 590-597
Effects of Heteroatom Substitution on the Structures, Physicochemical Properties, and Redox Behavior of Nickel(II) Complexes with Pyridine-Containing Macrocyclic Ligands
M. Taki,* Y. Kawashima, N. Sakai, T. Hirayama, and Y. Yamamoto
[Full Text PDF(J-STAGE)] [Supporting Information]
A series of nickel(II) complexes supported by pyridine-containing macrocyclic ligands (LNH, LS, and LO) were prepared. Structure and physicochemical properties as well as spin-state interconversion in various solvents have been investigated.
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| Web Release Date:
May 14, 2008
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| 598-605
Synthesis, Structures, and Magnetic Properties of Doubly Face-Sharing Heterotrinuclear NiII–LnIII–NiII (Ln = Eu, Gd, Tb, and Dy) Complexes
T. Yamaguchi, Y. Sunatsuki, H. Ishida, M. Kojima,* H. Akashi, N. Re, N. Matsumoto, A. Pochaba, and J. Mroziński
[Full Text PDF(J-STAGE)]
Heterotrinuclear [(NiIIL)2LnIII(NO3)] (Ln = Eu, Gd, Tb, and Dy) complexes were synthesized, where H3L is a tripodal ligand obtained by condensation of 1,1,1-tris(aminomethyl)ethane and salicylaldehyde (1:3), and their structures and magnetic properties were studied.
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| Web Release Date:
May 14, 2008
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| 606-616
Preparation of C-Glycoside Pendant β2- and β2,2-Amino Acids
Y. Inaba, S. Yano, and Y. Mikata*
[Full Text PDF(J-STAGE)]
Facile preparations of C-glycosyl β2- and β2,2-amino acids are described. The present procedure serves as an efficient route to C-glycosylated β-amino acids containing a non-biodegradable linkage.
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| Web Release Date:
May 14, 2008
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| 617-622
A Great Improvement of the Enantioselectivity of Lipase-Catalyzed Hydrolysis and Esterification Using Co-Solvents as an Additive
T. Nishigaki, Y. Yasufuku, S. Murakami, Y. Ebara, and S. Ueji*
[Full Text PDF(J-STAGE)]
The addition of the co-solvents such as tetrahydrofuran markedly improved the enantioselectivity (E value) in lipase-catalyzed hydrolysis and esterification. The origin of the enantioselectivity enhancement was investigated by the initial reaction rate and the results of FT-IR, CD, and ESR spectra.
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| Web Release Date:
May 14, 2008
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| 623-629
Mechanistic Study on the Base-Promoted Reaction of Allylphenylsilanes to Alkenylsilanols
S. Imazeki,* H. Sugawara, A. Sano, and T. Akiyama
[Full Text PDF(J-STAGE)]
On treatment of allylphenylsilanes with t-BuOK and 18-crown-6 in DMSO, isomerization of the olefinic double bond and subsequent substitution of the phenyl group with a hydroxy group took place smoothly to afford alkenylsilanol derivatives in good yields. The reaction mechanism was investigated using 18O-labeled sulfoxide. We found that a (methylsulfinyl)methyl anion generated from DMSO participated in this reaction.
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| Web Release Date:
May 14, 2008
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| 630-635
Acetyl Chloride-Mediated Synthesis of trans-2-[(Diethoxyphosphorylamino)alkyl]-4-aryl-5,5-dimethyl-1,3,2λ5
-dioxaphosphorinane-2-oxide
Z. Miao,* J. Zhang, Z. Cui, and R. Chen*
[Full Text PDF(J-STAGE)]
N-Phosphoramino-protected six-membered cyclic α-aminophosphonates trans-2-[(diethoxyphosphorylamino)alkyl]-4-aryl-5,5-dimethyl-1,3,2λ5-dioxaphosphorinane-2-oxide 4a–4l were synthesized with the help of acetyl chloride. 31P NMR was used to trace the reaction process. The possible reaction mechanism was proposed and the stereochemistry of the title compounds was studied. In order to confirm the structure of 4, products 4f and 4k were recrystallized and determined by X-ray diffraction analysis.
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| Web Release Date:
May 14, 2008
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| 636-640
Protein Digestion Using Immobilized Enzyme and a Microscale Vibration Unit for Structural Analysis of Phospholipase A2 by Mass Spectrometry
Y. Sasakura,* R. Inada, M. Nogami, M. Watanabe, T. Ogino, and K. Kanda
[Full Text PDF(J-STAGE)]
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A protein digestion method using immobilized enzyme was developed. In relation to conventional liquid-phase digestion, the number of matched peptides and sequence coverage improved significantly. These results support the efficacy of this method in proteomics applications.
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| Web Release Date:
May 14, 2008
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| 641-643
Photo-Ring-Opening Efficiency of 2,2-Diphenyl-2H-1-benzopyran Evaluated from Addition Reactivity of Amines to Its Ring-Opened Isomers
M. Sakuragi,* Y. Kawanishi, Y. Suzuki, and H. Sakuragi
[Full Text PDF(J-STAGE)]
Irradiation of 2,2-diphenyl-2H-1-benzopyran (DPBP) in the presence of amine gave an addition product. With a large excess of amine, the apparent quantum yield for product formation reached 0.5. This value corresponds to a minimal quantum yield for photocleavage of DPBP.
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| Web Release Date:
May 14, 2008
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| 644-652
Photochromic Properties of Diarylethene Derivatives Having Benzofuran and Benzothiophene Rings Based on Regioisomers
T. Yamaguchi,* K. Uchida, and M. Irie
[Full Text PDF(J-STAGE)]
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Photochromic diarylethene regioisomers with benzothiophene and benzofuran rings were synthesized and their photochromic performances were examined in solution as well as in the single-crystalline phase.
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| Web Release Date:
May 14, 2008
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| 653-655
Influence of Residual Chloride Ions in Alumina-Supported Cobalt Catalysts on Catalytic Activity in Ketone and Aldehyde Hydrogenation
A. Otomo, Y. Tukagoshi, M. Ohshima, H. Kurokawa, and H. Miura*
[Full Text PDF(J-STAGE)]
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Liquid-phase hydrogenation of various ketones and aldehydes were effectively promoted using Cl−-free alumina-supported cobalt catalysts, whereas Cl−-containing catalysts showed very low activity for ketone hydrogenation and accelerated only aldehyde hydrogenation.
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| Web Release Date:
May 14, 2008
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| 656-658
Decomposition of Waste Organic Solvents by Liquid-Phase Atmospheric Pressure Microwave Plasma Generated Using Carbon Felt Pieces Impregnated with NaCl
H. Kurihara* and T. Yajima
[Full Text PDF(J-STAGE)]
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LPAPMP generation is effective in the decomposition of organic solvents. An image and the generation mechanism are shown as follows.
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