Bulletin of the Chemical Society of Japan

Vol. 73, No. 12 (December, 2000)

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Copyright (C) 2000 by The Chemical Society of Japan


CONTENTS


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Accounts
=============================

Reflection Spectroscopic Study of Organic Conductors

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Kyuya Yakushi

pages 2643-2662



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Articles
Applied and Materials
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Optical Oxygen Sensing Based on the Luminescence Quenching of Europium(III) Complex Immobilized in Fluoropolymer Film

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Yutaka Amao,* Ichiro Okura, and Tokuji Miyashita

pages 2663-2668



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Articles
General and Physical
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Energetics for the Oxygen Rebound Mechanism of Alkane Hydroxylation by the Iron-Oxo Species of Cytochrome P450

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Kazunari Yoshizawa,* Yoshihito Shiota, and Yoshihisa Kagawa

pages 2669-2673


Phase Transfer of Gold Nanoparticles across a Water/Oil Interface by Stoichiometric Ion-Pair Formation on Particle Surfaces

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Hiroshi Yao,* Osamu Momozawa, Tomoki Hamatani, and Keisaku Kimura

pages 2675-2678


Systematic Design of Chiral Molecules of High Symmetry. Achiral Skeletons Substituted with Chiral Ligands

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Shinsaku Fujita

pages 2679-2685


NMR Study of Hydrothermal Reactions of Dichloromethane with and without Alkali

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Yuki Yamasaki,*, Heiji Enomoto, Nakamichi Yamasaki, and Masaru Nakahara*,

pages 2687-2693


An OH Monitoring Method Using Infrared-Ultraviolet Double Resonance Laser-Induced Fluorescence

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Kazuhide Tsuji, Kiyoshi Nakata, Hirotada Oishi, and Kazuhiko Shibuya*

pages 2695-2702


Mass-Spectrometric Study on Ion-Molecule Reactions of CH5+ , C2 H5+ , and C3 H5+ with C8 -C18 n -Paraffins in an Ion Trap

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Yuki Tanaka, Masaharu Tsuji,*, and Yukio Nishimura

pages 2703-2712


Twist Phase Transition in Poly( p -phenylene) Oligomers: Heat Capacity of p -Quinquephenyl

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Kazuya Saito,* Yasuhisa Yamamura, and Michio Sorai

pages 2713-2718


Electron-Beam Decomposition of Carbon Tetrachloride in Air/Nitrogen

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Koichi Hirota,* Hidehiko Arai, and Shoji Hashimoto

pages 2719-2724


Crystal Structure of N , N' -Distearyl-1,4-diazabicyclo[2.2.2]octane Dibromide

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Tsutomu Ishioka,* Noriko Matsuda, Yasuyuki Kitagawa, and Kazuo T. Nakamura

pages 2725-2726


References for NMR Chemical Shift Measurements in Cyclodextrin Solutions

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Noriaki Funasaki,* Masao Nomura, Hiroshi Yamaguchi, Seiji Ishikawa, and Saburo Neya

pages 2727-2728



=============================
Articles
Analitical and Inorganic
=============================

Transport Behavior of Amino Acid across Charged Mosaic Membrane

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Takashi Fukuda and Akira Yamauchi*

pages 2729-2732


Structures of [M(cbim)4 (NO3 )2 ] [M = Cd(II), Co(II) and Ni(II); cbim = 4' -Cyanobenzyl-1-imidazole] in the Solid State and in Solution

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Wei-Yin Sun,* Bao-Li Fei, Taka-aki Okamura, Yan-An Zhang, Tao Ye, Wen-Xia Tang, and Norikazu Ueyama

pages 2733-2738


The Role of Activated -Carbon Atom Hydrogen in Salting-in Effect on Tris( -amino acidato)cobalt(III)

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Yasuki Yoshimura

pages 2739-2746


Dependence of EXAFS (Extended X-Ray Absorption Fine Structure) Parameters of Iodide Anions in Various Solvents upon a Solvent Parameter

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Hajime Tanida* and Iwao Watanabe

pages 2747-2752


Anomalous Electrochemical Behavior of 1,4-Benzoquinone upon the Addition of Silver Ion

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Isao Ando, Hiroto Miyake, Yusuke Ohki, Kikujiro Ujimoto, and Hirondo Kurihara*

pages 2753-2757


Unique Aspects of the 1-Methylimidazole Ligation to Corrphycenatoiron(III)

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Saburo Neya,* Yoshiki Ohgo, Mikio Nakamura, and Noriaki Funasaki

pages 2759-2765


Five-Coordinate Geometry of Cadmium(II) with Octahedral Bidentate- S , S Complex-Ligand cis ( S )-[Co(aet)2 (en)]+ (aet = 2-aminoethanethiolate): Synthesis, Crystal Structures and Interconversion of S-Bridged CoIII CdII Polynuclear Complexes

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Takumi Konno,* Keiji Tokuda, Junko Sakurai, and Ken-ichi Okamoto

pages 2767-2773



=============================
Articles
Orgainc and Biological
=============================

Selective, Convenient and Efficient Deprotection of Trimethylsilyl and Tetrahydropyranyl Ethers, Ethylene Acetals and Ketals with Oxone under Non-aqueous Conditions

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Iraj Mohammadpoor-Baltork,* Mohammad Kazem Amini, and Siyamak Farshidipoor

pages 2775-2778


Rhenium Complexes-Catalyzed Alkylation of Arenes with Alkyl Halides

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Yutaka Nishiyama,* Fujio Kakushou, and Noboru Sonoda*

pages 2779-2782


Mechanistic Studies of the Pyrene-Sensitized Photodecomposition of N -Phenylglycine: Acceleration of the Photodecomposition by the Addition of an Electron Acceptor

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Shingo Ikeda, Shigeru Murata,* Kunihiko Ishii, and Hiro-o Hamaguchi

pages 2783-2792


Lead(IV) Oxide-Mediated Oxidation of Azulen-2-ols to Form 1,1-Coupled Dimers and Hexacyclic Cage-Dimers.

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Yun-Shan Lin,* Shih-Jue Lin, Shuan-Ya Jiang, Tian-Chyuan Huang, Chien-Yu Huang, Teruo Kurihara, Akira Mori, Tadayoshi Morita, (the late) Hitoshi Takeshita, and (the late) Tetsuo Nozoe

pages 2793-2803


Direct Synthesis of N -Hydroxy -Amino Acid Esters from Carboxylic Esters and Nitrones

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Kazuhiro Kobayashi,* Takeshi Matoba, Susumu Irisawa, Atsushi Takanohashi, Miyuki Tanmatsu, Osamu Morikawa, and Hisatoshi Konishi

pages 2805-2809


A Convenient Method for the Preparations of Carboxamides and Peptides by Using Di(2-pyridyl) Carbonate and O , O' -Di(2-pyridyl) Thiocarbonate as Dehydrating Reagents

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Isamu Shiina,* Yoshihito Suenaga, Masakazu Nakano, and Teruaki Mukaiyama*

pages 2811-2818


Syntheses of Optically Active Citronellol, Citronellal, and Citronellic Acid by Microbial Oxidation and Double Coupling System in an Interface Bioreactor

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Shinobu Oda,* Takeshi Sugai, and Hiromichi Ohta

pages 2819-2823


A General Method for the Formation of Zinc Enolate Equivalents from Iodoacetates by Diisopropylzinc-Iodine Exchange Reaction: Preparation of -Hydroxy Esters

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Itaru Sato, Yoshiko Takizawa, and Kenso Soai*

pages 2825-2826


Synthesis of Diarylsulfoximines by the Friedel-Crafts Reaction of Sulfonimidoyl Chlorides

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Yoshio Furusho, Yuichiro Okada, and Toshikazu Takata*

pages 2827-2828



=============================
Articles
Applied and Materials
=============================

Construction of Polymeric Self-Assembly Based on 2 5 ,4 5 ,6 5 -Cyclotriphosphazene and Its Inclusion Behavior of Iodine

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Tomoyuki Itaya and Kenzo Inoue*

pages 2829-2833



Bulletin of the Chemical Society of Japan [Graphical Abstracts]

Bulletin of the Chemical Society of Japan

Vol. 73, No. 12 (December, 2000)

Go to the Full Text PDF

Copyright (C) 2000 The Chemical Society of Japan


GRAPHICAL ABSTRACTS


=============================
Accounts
=============================


Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2643-2662 (2000) [Vol. 73, No. 12, December, 2000]

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Reflection Spectroscopic Study of Organic Conductors

Kyuya Yakushi


Illustration

The inter-molecular electronic transitions in quasi one- and two-dimensional organic conductors studied by polarized reflection spectroscopy are reviewed. The following effects on the optical spectrum are discussed: the strong electron-electron interaction, coupling with intra-molecular vibration, mixing between the longitudinal and transverse excitations in an anisotropic material.

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=============================
Articles
Applied and Materials
=============================


Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2663-2668 (2000) [Vol. 73, No. 12, December, 2000]

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Optical Oxygen Sensing Based on the Luminescence Quenching of Europium(III) Complex Immobilized in Fluoropolymer Film

Yutaka Amao,* Ichiro Okura, and Tokuji Miyashita


Illustration

Stern-Volmer plots of the europium(III) complex in fluoropolymer films were obtained. The KSV values of [Eu(tta)3 phen], [Eu(tta)3 ].2H2 O, [Eu(pta)3 ].2H2 O and [Eu(fod)3 ].2H2 O in film were estimated to be 0.015, 0.005, 0.002 and 0.003 %-1 , respectively. A highly sensitive oxygen sensor using [Eu(tta)3 phen] film has been developed.

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=============================
Articles
General and Physical
=============================


Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2669-2673 (2000) [Vol. 73, No. 12, December, 2000]

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Energetics for the Oxygen Rebound Mechanism of Alkane Hydroxylation by the Iron-Oxo Species of Cytochrome P450

Kazunari Yoshizawa,* Yoshihito Shiota, and Yoshihisa Kagawa


Illustration

The hydroxylation of ethane by an iron-oxo model of cytochrome P450 is described from DFT calculations. The oxygen rebound mechanism might be a reasonable hypothesis in some aspects if the active species is truly of the compound I type, a six-coordinate iron-oxo species.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2675-2678 (2000) [Vol. 73, No. 12, December, 2000]

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Phase Transfer of Gold Nanoparticles across a Water/Oil Interface by Stoichiometric Ion-Pair Formation on Particle Surfaces

Hiroshi Yao,* Osamu Momozawa, Tomoki Hamatani, and Keisaku Kimura


Illustration

Stoichiometric ion-pair formation between carboxylate anions on the particle surface and tetraoctylammonium cations caused a phase transfer of gold nanoparticles across a water/toluene interface. During the transfer, an improvement in the dispersibility and a decrease in the mean particle diameter were observed.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2679-2685 (2000) [Vol. 73, No. 12, December, 2000]

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Systematic Design of Chiral Molecules of High Symmetry. Achiral Skeletons Substituted with Chiral Ligands

Shinsaku Fujita


Illustration

A systematic design for chiral molecules has been discussed in terms of three criteria, where the sphericity concept has been used as a key concept.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2687-2693 (2000) [Vol. 73, No. 12, December, 2000]

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NMR Study of Hydrothermal Reactions of Dichloromethane with and without Alkali

Yuki Yamasaki,*, Heiji Enomoto, Nakamichi Yamasaki, and Masaru Nakahara*,


Illustration

Hydrothermal reactions of concentrated CH2 Cl2 were investigated by 1 H, 2 H, and 13 C NMR. The mechanism of the reactions are discussed in terms of the hydrolysis intermediate, CH2 (OH)2 .

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2695-2702 (2000) [Vol. 73, No. 12, December, 2000]

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An OH Monitoring Method Using Infrared-Ultraviolet Double Resonance Laser-Induced Fluorescence

Kazuhide Tsuji, Kiyoshi Nakata, Hirotada Oishi, and Kazuhiko Shibuya*


Illustration

We have applied an IR-UV double resonance laser-induced fluorescence technique to the measurement of OH concentrations in the troposphere, which exists in extremely low concentrations, ca. 106 molecules cm-3 , and plays a central role in the atmospheric chemistry.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2703-2712 (2000) [Vol. 73, No. 12, December, 2000]

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Mass-Spectrometric Study on Ion-Molecule Reactions of CH5+ , C2 H5+ , and C3 H5+ with C8 -C18 n -Paraffins in an Ion Trap

Yuki Tanaka, Masaharu Tsuji,*, and Yukio Nishimura


Illustration

Chemical ionization of n -paraffins (Cx H2x+2 : x = 8 -18) by CH5+ , C2 H5+ , and C3 H5+ has been studied using an ion-trap type of GC/MS. In all the reactions, Cx H2x+1+ and Cy H2y+1+ (y = 3-x - 3 ) ions were observed. The reaction mechanism was discussed from the observed product-ion distributions.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2713-2718 (2000) [Vol. 73, No. 12, December, 2000]

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Twist Phase Transition in Poly( p -phenylene) Oligomers: Heat Capacity of p -Quinquephenyl

Kazuya Saito,* Yasuhisa Yamamura, and Michio Sorai


Illustration

Twist phase transitions of crystalline p -quinquephenyl at 264 K and of p -sexiphenyl around 295 K were detected by calorimetry. Properties of the twist transition in polymer is discussed on the basis of properties of the oligomers shorter than p -sexiphenyl.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2719-2724 (2000) [Vol. 73, No. 12, December, 2000]

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Electron-Beam Decomposition of Carbon Tetrachloride in Air/Nitrogen

Koichi Hirota,* Hidehiko Arai, and Shoji Hashimoto


Illustration

Thermal electrons and negative oxygen ions produced by EB irradiation decomposed approximately 90% of 10 ppm CCl4 in dry air at 18 kGy. In the presence of water, the formation of O2- (H2 O)n lowered the decomposition by 20%.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2725-2726 (2000) [Vol. 73, No. 12, December, 2000]

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Crystal Structure of N , N' -Distearyl-1,4-diazabicyclo[2.2.2]octane Dibromide

Tsutomu Ishioka,* Noriko Matsuda, Yasuyuki Kitagawa, and Kazuo T. Nakamura


Illustration

The crystal structure of N ,N' -distearyl-1,4-diazabicyclo [2.2.2]octane dibromide is orthorhombic (Pna 21 ) with cell dimensions of a = 63.851 (9), b = 9.156 (7), c = 8.366 (6) and Z = 4 .

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2727-2728 (2000) [Vol. 73, No. 12, December, 2000]

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References for NMR Chemical Shift Measurements in Cyclodextrin Solutions

Noriaki Funasaki,* Masao Nomura, Hiroshi Yamaguchi, Seiji Ishikawa, and Saburo Neya


Illustration

The chemical shifts, determined using an external reference and corrected for the upfield shift proportional to the -cyclodextrin concentration, are in excellent agreement with those obtained using an internal, inert reference.

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Articles
Analitical and Inorganic
=============================


Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2729-2732 (2000) [Vol. 73, No. 12, December, 2000]

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Transport Behavior of Amino Acid across Charged Mosaic Membrane

Takashi Fukuda and Akira Yamauchi*


Illustration

Transport of an amphoteric electrolyte, such as an amino acid through a charged mosaic membrane having two different fixed charges was examined. The composite membrane permeated the amino acids according to the ionic states in aqueous solution, rather than the molecular sizes.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2733-2738 (2000) [Vol. 73, No. 12, December, 2000]

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Structures of [M(cbim)4 (NO3 )2 ] [M = Cd(II), Co(II) and Ni(II); cbim = 4' -Cyanobenzyl-1-imidazole] in the Solid State and in Solution

Wei-Yin Sun,* Bao-Li Fei, Taka-aki Okamura, Yan-An Zhang, Tao Ye, Wen-Xia Tang, and Norikazu Ueyama


Illustration

Reactions of 4' -cyanobenzyl-1-imidazole with Cd(NO3 )2 , Co(NO3 )2 and Ni(NO3 )2 gave mononuclear complexes, respectively. The metal ion was coordinated by imidazole groups, while the cyano groups were free of coordination. The crystal structures and NMR spectral characterization are reported.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2739-2746 (2000) [Vol. 73, No. 12, December, 2000]

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The Role of Activated -Carbon Atom Hydrogen in Salting-in Effect on Tris( -amino acidato)cobalt(III)

Yasuki Yoshimura


Illustration

Salting-in effect of NaBr on tris(amino acidato)cobalt(III) ([Co(aa)3 ]) seems to arise from hydrophilic interaction of carbonyl groups in [Co(aa)3 ] with surroundings. The interaction is enhanced by activated -carbon hydrogens of amino acids in [Co(aa)3 ].

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2747-2752 (2000) [Vol. 73, No. 12, December, 2000]

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Dependence of EXAFS (Extended X-Ray Absorption Fine Structure) Parameters of Iodide Anions in Various Solvents upon a Solvent Parameter

Hajime Tanida* and Iwao Watanabe


Illustration

EXAFS of I K -edge have been obtained for I- dissolved in various solvents. Oscillation amplitudes of the EXAFS evaluated from the peak intensities in the Fourier-transform spectra were found to correlate with the Mayer-Gutmann acceptor number (AN ) of solvents studied.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2753-2757 (2000) [Vol. 73, No. 12, December, 2000]

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Anomalous Electrochemical Behavior of 1,4-Benzoquinone upon the Addition of Silver Ion

Isao Ando, Hiroto Miyake, Yusuke Ohki, Kikujiro Ujimoto, and Hirondo Kurihara*


Illustration

1,4-Benzoquinone exhibited an anomalous electrochemical behavior upon the addition of a trace amount of silver ion. The concentrations of silver ion in voltammograms increase in the order, a, b, c, and d. This behavior was investigated by electrochemical techniques.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2759-2765 (2000) [Vol. 73, No. 12, December, 2000]

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Unique Aspects of the 1-Methylimidazole Ligation to Corrphycenatoiron(III)

Saburo Neya,* Yoshiki Ohgo, Mikio Nakamura, and Noriaki Funasaki


Illustration

Mono 1-methylimidazole intermediate appreciably accumulates during 1-methylimidazole binding to the corrphycenatoiron(III), in remarkable contrast with the known observations for porphyrinatoiron(III) complexes. Rationale for the finding was provided on the basis of corrphycene structure with a trapezoidal and narrower metallo cavity.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2767-2773 (2000) [Vol. 73, No. 12, December, 2000]

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Five-Coordinate Geometry of Cadmium(II) with Octahedral Bidentate- S , S Complex-Ligand cis ( S )-[Co(aet)2 (en)]+ (aet = 2-aminoethanethiolate): Synthesis, Crystal Structures and Interconversion of S-Bridged CoIII CdII Polynuclear Complexes

Takumi Konno,* Keiji Tokuda, Junko Sakurai, and Ken-ichi Okamoto


Illustration

The reaction of [Ni{Co(aet)2 (en)}2 ]Cl4 with excess CdCl2 produced a novel S-bridged CoIII CdII dinuclear complex molecule, [CdCl3 {Co(aet)2 (en)}]0 , from which S-bridged CoIII CdII CoIII trinuclear and (CoIII CdII CoIII )2 hexanuclear complex salts, [CdCl{Co(aet)2 (en)}2 ](NO3 )3 and [Cd2 Cl{Co(aet)2 (en)}4 ](NO3 )7 , were derived by treatments with NaNO3 in water.

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Articles
Orgainc and Biological
=============================


Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2775-2778 (2000) [Vol. 73, No. 12, December, 2000]

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Selective, Convenient and Efficient Deprotection of Trimethylsilyl and Tetrahydropyranyl Ethers, Ethylene Acetals and Ketals with Oxone under Non-aqueous Conditions

Iraj Mohammadpoor-Baltork,* Mohammad Kazem Amini, and Siyamak Farshidipoor


Illustration

An efficient and selective method for the deprotection of trimethylsilyl and tetrahydropyranyl ethers, ethylene acetals and ketals using oxone is reported.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2779-2782 (2000) [Vol. 73, No. 12, December, 2000]

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Rhenium Complexes-Catalyzed Alkylation of Arenes with Alkyl Halides

Yutaka Nishiyama,* Fujio Kakushou, and Noboru Sonoda*


Illustration

A rhenium complexes catalyzed the alkylation of arenes with alkyl halides to give the corresponding mono- and dialkyl substituted arenes in moderate-to-good yields.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2783-2792 (2000) [Vol. 73, No. 12, December, 2000]

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Mechanistic Studies of the Pyrene-Sensitized Photodecomposition of N -Phenylglycine: Acceleration of the Photodecomposition by the Addition of an Electron Acceptor

Shingo Ikeda, Shigeru Murata,* Kunihiko Ishii, and Hiro-o Hamaguchi


Illustration

The efficiency of the pyrene-sensitized photodecomposition of N -phenylglycine (NPG) was enhanced by the addition of an electron acceptor. The mechanism for the rate enhancement is discussed on the basis of results obtained by using the laser flash photolysis technique.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2793-2803 (2000) [Vol. 73, No. 12, December, 2000]

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Lead(IV) Oxide-Mediated Oxidation of Azulen-2-ols to Form 1,1-Coupled Dimers and Hexacyclic Cage-Dimers.

Yun-Shan Lin,* Shih-Jue Lin, Shuan-Ya Jiang, Tian-Chyuan Huang, Chien-Yu Huang, Teruo Kurihara, Akira Mori, Tadayoshi Morita, (the late) Hitoshi Takeshita, and (the late) Tetsuo Nozoe


Illustration

The PbO2 -oxidation of 2-azulenol derivatives in AcOH generated azulenoxy radicals, which recombined to [1,1' -biazulene]-2,2' (1H ,1'H )-dimers and, from 5-substituted azulen-2-ol derivatives hexacyclic cage dimers via the [5+5] cycloaddition process.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2805-2809 (2000) [Vol. 73, No. 12, December, 2000]

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Direct Synthesis of N -Hydroxy -Amino Acid Esters from Carboxylic Esters and Nitrones

Kazuhiro Kobayashi,* Takeshi Matoba, Susumu Irisawa, Atsushi Takanohashi, Miyuki Tanmatsu, Osamu Morikawa, and Hisatoshi Konishi


Illustration

The title amino acid derivatives were prepared in fair to good yields directly from carboxylic esters and nitrones when lithium or magnesium ester enolates were treated with nitrones in THF at -78 °C or in Et2 O at -20 to 0 °C, respectively.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2811-2818 (2000) [Vol. 73, No. 12, December, 2000]

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A Convenient Method for the Preparations of Carboxamides and Peptides by Using Di(2-pyridyl) Carbonate and O , O' -Di(2-pyridyl) Thiocarbonate as Dehydrating Reagents

Isamu Shiina,* Yoshihito Suenaga, Masakazu Nakano, and Teruaki Mukaiyama*


Illustration

Preparations of carboxamides and peptides are performed in high yields from free carboxylic acids and amines by dehydration condensation using di(2-pyridyl) carbonate (DPC) or O ,O' -di(2-pyridyl) thiocarbonate (DPTC) in the presence of a catalytic amount of 4-(dimethylamino)pyridine (DMAP).

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2819-2823 (2000) [Vol. 73, No. 12, December, 2000]

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Syntheses of Optically Active Citronellol, Citronellal, and Citronellic Acid by Microbial Oxidation and Double Coupling System in an Interface Bioreactor

Shinobu Oda,* Takeshi Sugai, and Hiromichi Ohta


Illustration

(R )-Citronellal and citronellic acid were synthesized from (R )-citronellol by microbial oxidation. Also (S )-Citronellol and citronellic acid were derived from the low ee of (S )-citronellol by a double coupling system and microbial oxidation in an interface bioreactor, respectively.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2825-2826 (2000) [Vol. 73, No. 12, December, 2000]

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A General Method for the Formation of Zinc Enolate Equivalents from Iodoacetates by Diisopropylzinc-Iodine Exchange Reaction: Preparation of -Hydroxy Esters

Itaru Sato, Yoshiko Takizawa, and Kenso Soai*


Illustration

Diisopropylzinc is found to be a highly efficient reagent for the formation of zinc enolates from various iodoacetates via iodine-zinc exchange reaction at room temperature, affording -hydroxy esters in high yields by the reaction with aldehydes and ketones.

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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2827-2828 (2000) [Vol. 73, No. 12, December, 2000]

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Synthesis of Diarylsulfoximines by the Friedel-Crafts Reaction of Sulfonimidoyl Chlorides

Yoshio Furusho, Yuichiro Okada, and Toshikazu Takata*


Illustration

Sulfonimidoyl chlorides were allowed to react with aromatic hydrocarbons in the presence of Lewis acids to afford the corresponding diarylsulfoximines in good yield.

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Articles
Applied and Materials
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Copyright (C) 2000 The Chemical Society of Japan
Bull. Chem. Soc. Jpn., 73, 2829-2833 (2000) [Vol. 73, No. 12, December, 2000]

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Construction of Polymeric Self-Assembly Based on 2 5 ,4 5 ,6 5 -Cyclotriphosphazene and Its Inclusion Behavior of Iodine

Tomoyuki Itaya and Kenzo Inoue*


Illustration

Elemental analysis, FT-IR, fluorescence, and X-ray diffraction data showed that 2, 2, 4, 4, 6, 6-hexakis(4-pyridylmethoxy)-25 , 45 , 65 -cyclotri(phosphazene) and 1,4-naphthalenedicarboxylic acid form a cylindrical-shaped self-assembly with void capable of including iodine.

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