Bulletin of the Chemical Society of Japan - Vol. 78, No. 7 (July, 2005)

Bulletin of the Chemical Society of Japan
Vol. 78, No. 7 (July, 2005)

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The Chemical Society of Japan Award for Young Chemists for 2003

Web Release Date: July 1, 2005

1181-1196 Development of an Antiferromagnetic Organic Superconductor κ-(BETS)₂FeBr₄
H. Fujiwara^* and H. Kobayashi
[Full Text PDF(J-STAGE)]

Structures and physical properties of the first antiferromagnetic organic superconductor, κ-(BETS)₂FeBr₄ [BETS = bis(ethylenedithio)tetraselenafulvalene], are presented. This salt shows successive antiferromagnetic and superconducting transitions at T_N = 2.5 K and T_c = 1.1 K, respectively, at ambient pressure.

Web Release Date: July 1, 2005

1197-1205 Bioluminescence in the Limpet-Like Snail, Latia neritoides
Y. Ohmiya,^* S. Kojima, M. Nakamura, and H. Niwa
[Full Text PDF(J-STAGE)]

We propose the mechanism of Latia bioluminescence: in the luciferin–luciferase reaction, Latia luciferin converts to the excited state of oxyluciferin via the dioxetanone structure, its excited energy is transferred to the bounded chromophore on Latia luciferase, and bioluminescence is produced.

Web Release Date: July 1, 2005

1206-1217 Cycloaddition of “N-Acyliminium Ion Pools” with Carbon–Carbon Multiple Bonds
S. Suga,^* Y. Tsutsui, A. Nagaki, and J. Yoshida^*
[Full Text PDF(J-STAGE)] [Supporting Information]

N-Acyliminium ion pools generated by the “cation pool” method were found to react with a variety of alkenes and alkynes to give the corresponding cycloadducts.

Web Release Date: July 1, 2005

1218-1222 Kinetics of the MnO₄⁻ Oxidation of Anionic Surfactant (Sodiumdodecyl Sulphate): Evidence for the Formation of Soluble Colloidal MnO₂
Raju and Z. Khan^*
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Kinetic data for the oxidation of sodiumdodecyl sulphate (SDS) by permanganate are reported for the first time. The reducing nature of the SDS is found to be due to the presence of a –O–SO₃⁻ group. Both monomeric and aggregated SDS molecules are oxidized by MnO₄⁻. In presence of externally added Mn(II), the path of oxidation becomes more complicated. Therefore, the exact dependence of the rate constants on Mn(II) can not be estimated.

Web Release Date: July 1, 2005

1223-1229 Phase Relationships of Crystalline Polymorphs of Mesogenic 4-Cyano-4′-heptyloxybiphenyl (7OCB) and 4-Cyano-4′-octyloxybiphenyl (8OCB)
K. Hori,^* Y. Iwai, M. Yano, R. Orihara-Furukawa, Y. Tominaga, E. Nishibori, M. Takata, M. Sakata, and K. Kato
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Temperature-variable XRD studies using synchrotron radiation and Raman spectroscopy have elucidated the phase relations and transition processes between crystalline polymorphs of the title compounds with structural evidence.

Web Release Date: July 1, 2005

1230-1240 Molecular Symmetry Group as Applied to the Spectroscopy of Molecules with Methyl Groups: Toluene, Nitromethane, and 5-Methyltropolone’s
N. Kanamaru
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A theory of the molecular symmetry group (MSG) is presented to describe the spectroscopy of molecules consisting of methyl and planar groups and belonging to G₁₂ MSG. As one of several novel results, removal of the degeneracy in peculiar torsional levels is illustrated.

Web Release Date: July 1, 2005

1241-1245 H-Transfer Motions in an H-Bonded (Chloranilic Acid)-(1,3-Diazine) 1:2 Molecular Complex Studied by ³⁵Cl NQR and ¹H NMR
R. Ikeda,^* S. Takahashi, the late T. Nihei, H. Ishihara, and H. Ishida
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H-Transfer motions among four protonated structures were independently observed by NQR.

Web Release Date: July 1, 2005

1246-1250 Reaction of (COCl)₂ with AgN₃: Evidence for the Formation of Oxalyl Diazide O₂C₂(N₃)₂
L. Fengyi, Z. Xiaoqing, S. Qiao, M. Lingpeng, Z. Shijun, A. Xicheng, Z. Jianping, G. Maofa,^* and W. Dianxun^*
[Full Text PDF(J-STAGE)]

Oxalyl diazide O₂C₂(N₃)₂ has been generated in the heterogeneous reaction of (COCl)₂ vapor with AgN₃ at room temperature. Evidence for the formation of O₂C₂(N₃)₂ is based on photoelectron spectroscopy characterization combined with high level theoretical calculations.

Web Release Date: July 1, 2005

1251-1255 The Magnetic Orientation of 2-Dimensional Silver Dendrites
A. Katsuki,^* I. Uechi, and Y. Tanimoto
[Full Text PDF(J-STAGE)]

A liquid/solid redox reaction between silver ion and zinc metal was investigated under vertical and inhomogeneous magnetic field. 2-Dimensional oriented and tilted dendrites were observed under the magnetic field.

Web Release Date: July 1, 2005

1256-1258 On Infrared Intensities of Spinel, MgAl₂O₄
I. Kanesaka,^* Y. Hayashi, and Y. Morioka
[Full Text PDF(J-STAGE)]

An unexpected relationship between the LO–TO splittings and the infrared intensities is explained in terms of the vibrational coupling among TO modes. A new manner for evaluating LO modes is proposed.

Web Release Date: July 1, 2005

1259-1262 Growth of Hexagonal Bipyramidal Ruby Crystals by the Evaporation of a Li₂O–MoO₃ Flux
K. Teshima,^* H. Kondo, and S. Oishi^*
[Full Text PDF(J-STAGE)]

Ruby crystals were obtained with lengths of up to 2.6 mm and widths of up to 2.1 mm, and had a transparent-red color. Their form was a bipyramid bounded by well-developed

faces.

Web Release Date: July 1, 2005

1263-1269 DNA Cleavage by Good’s Buffers in the Presence of Au(III)
M. Tabata,^* A. Habib, and K. Watanabe
[Full Text PDF(J-STAGE)]

Good’s buffers induced DNA cleavage in the presence of Au(III) through the formation of nitrogen-centered cationic free radicals from the Good’s buffers. These were confirmed by the measurements of gel electrophoresis, ESR spectra, CD spectra, and CV. Gel electrophoresis. Lane1 is control; 2, EPPS; 3, MES; 4, MOPS; 5, MOPSO, and 6, HEPPSO.

Web Release Date: July 1, 2005

1270-1278 Observation of a Large Current on the Cyclic Voltammetry of Acylaminoferrocenes in the Solid State: An Efficient Electron-Transfer Pathway through Continuous NH···O=C Hydrogen-Bond Chains and π-Conjugation
T. Okamura, K. Sakauye, M. Doi, H. Yamamoto, N. Ueyama,^* and A. Nakamura
[Full Text PDF(J-STAGE)]

Acetylaminoferrocene exhibits strong and continuous NH···O=C hydrogen-bond chains in the crystal, which behave as an efficient electron-transfer pathway, leading to a large current in cyclic voltammetry in the solid state.

Web Release Date: July 1, 2005

1279-1282 Infinite Chain Structure and Steep Spin Crossover of a Fe^III Complex with a N₃O₂ Pentadentate Schiff-Base Ligand and 4-Aminopyridine
K. Tanimura, R. Kitashima, N. Bréfuel, M. Nakamura, N. Matsumoto,^* S. Shova, and J.-P. Tuchagues
[Full Text PDF(J-STAGE)]

A spin crossover Fe^III complex with a steep spin transition, [Fe^III(4-NH₂py)L]BPh₄, consists of a one-dimensional chain structure constructed by the hydrogen bonds between the amino group of 4-NH₂py of a molecule and the methoxy group of the adjacent molecule.

Web Release Date: July 1, 2005

1283-1284 A Solvothermal Synthesis and the Structure of (NH₄)₂Ag₆Sn₃S₁₀
M. BaiYin, L. Ye, Y. An,^* X. Liu, C. Jia, and G. Ning
[Full Text PDF(J-STAGE)]

A novel framework, (NH₄)₂Ag₆Sn₃S₁₀, was synthesized solvothermally and characterized by single-crystal diffraction. The framework comprises silver-rich cationic layers, [Ag₆SnS₄]²⁺, pillared by [SnS₃]²⁻ zigzag chains formed by vertex-sharing SnS₄ tetrahedra; NH₄⁺ ions are located in 1D channels. View down [010] of (NH₄)₂Ag₆Sn₃S₁₀ showing 1D channels, and the connection of cationic layers, [Ag₆SnS₄]²⁺, by a zigzag chain, [SnS₃]²⁻. Yellow, S; blue, Ag; white, H; gray, Sn.

Web Release Date: July 1, 2005

1285-1287 Zn(II) Complexes with Aliphatic Thiolates. (Et₄N)[Zn(SAd)₃] and (Et₄N)₂[{Zn(ScHex)₂}₂(μ-ScHex)₂]
Y. Matsunaga, K. Fujisawa,^* N. Ibi, N. Amir, Y. Miyashita, and K. Okamoto
[Full Text PDF(J-STAGE)]

In order to characterize exact Zn–S bonding, new homoleptic aliphatic thiolato complexes of Zn(II), (Et₄N)[Zn(SAd)₃] (1) (left) and (Et₄N)₂[{Zn(ScHex)₂}₂(μ-ScHex)₂] (2) (right) were prepared. With steritically hindered thiol, a three-coordinate complex was obtained.

Web Release Date: July 1, 2005

1288-1290 Dinuclear Pt(II) and Pd(I) Complexes with Bridging PPh₂ Ligands from the Reaction of PPh₂H with Zero-Valent Complexes of These Metals
M. Tanabe, M. Itazaki, O. Kitami, Y. Nishihara, and K. Osakada^*
[Full Text PDF(J-STAGE)]

Diphenylphosphine reacts with unsaturated Pt(0) and Pd(0) complexes to afford the dinuclear Pt(II) and Pd(I) complexes with bridging phosphido ligands via initial oxidative addition of the P–H bond.

Web Release Date: July 1, 2005

1291-1295 Metal Ion-Induced Hetero-Block α-Helical Coiled Coil
A. Kashiwada,^* Y. Nakamura, and K. Matsuda^*
[Full Text PDF(J-STAGE)]

Two kinds of 18-residue polypeptides, Pep3 and Pep4, form the hetero-block α-helical coiled coil structure, (Pep3)₃–Ni²⁺–(Pep4)₃, in the presence of Ni²⁺ ions.

Web Release Date: July 1, 2005

1296-1301 Self-Associative Properties of Quinoline Derivatives in Solution
S. Latypov,^* M. A. Fakhfakh, J.-C. Jullian, X. Franck, R. Hocquemiller, and B. Figadère
[Full Text PDF(J-STAGE)]

Experimental data from proton NMR studies combined with ab initio calculations (energy and GIAO chemical shifts) indicated that quinoline(s), in solution, exist in equilibrium as a series of stacks (dimers or n-mers) that are slightly different in mutual orientation. The self-association constant depends dramatically on concentration of substrate: at low concentration recognition occurs and dimerization was observed with association constants that are approximately 200 times larger than for higher n-mers at higher concentration.

Web Release Date: July 1, 2005

1302-1308 Chemical and Genetic Study of Ligularia tongolensis, Ligularia cymbulifera, and Ligularia atroviolacea in the Hengduan Mountains of China
R. Hanai,^* X. Gong,^* M. Tori,^* S. Kondo, K. Otose, Y. Okamoto, T. Nishihama, A. Murota, Y. Shen, S. Wu, and C. Kuroda^*
[Full Text PDF(J-STAGE)]

Three Ligularia species were examined from both chemical and genetic aspects. Intra-specific diversity was observed in L.tongolensis, but not in L.cymbulifera. 15-Oxygenated furanoeremophilanes, including two new compounds, were isolated from all the three title species.

Web Release Date: July 1, 2005

1309-1333 Highly Stereoselective Samarium(II) Iodide-Mediated Aldol Reactions of Acylaziridines with Aldehydes
Y. Ogawa, K. Kuroda, and T. Mukaiyama^*
[Full Text PDF(J-STAGE)]

Some samarium(II) iodide-mediated stereoselective aldol reactions of acylaziridines are established. anti,anti-β-Amino–β′-hydroxy ketones from aziridinyl ketones and syn-δ-amino–β′-hydroxy–β,γ-unsaturated esters from γ,δ-aziridinyl–α,β-unsaturated esters were stereoselectively synthesized by the aldol reactions of various aldehydes in the presence of samarium(II) iodide.

Web Release Date: July 1, 2005

1334-1344 Conformation Dependence of Photophysical Properties of σ–π Conjugation as Demonstrated by cis- and trans-1,2-Diaryl-1,2-disilacyclohexane Cyclic Systems
H. Tsuji,^* Y. Shibano, T. Takahashi, M. Kumada, and K. Tamao^*
[Full Text PDF(J-STAGE)]

Conformation effect on photophysical properties of diaryldisilane σ–π conjugation system was investigated in terms of spectroscopic studies of configurationally constrained cis- and trans-1,2-diaryl-1,2-dimethyl-1,2-disilacyclohexanes.

Web Release Date: July 1, 2005

1345-1347 Isolation of Two 13-epi-Neoverrucosane-Type Diterpenoids from a Marine Sponge Axinyssa tethyoides
H. Shimogawa, T. Teruya, K. Suenaga, and H. Kigoshi^*
[Full Text PDF(J-STAGE)]

1 and 2 were isolated from the marine sponge Axinyssa tethyoides. Their structures were elucidated by 2D NMR spectroscopy, the modified Mosher’s method, and fluorescent X-ray analysis. 1 and 2 are the first 13-epi-neoverrucosane-type diterpenes that possess a sulfate group.

Web Release Date: July 1, 2005

1348-1350 Anion Recognition by 1,3-Benzenedisulfonamide Derivatives Bearing Phenolic Hydroxy Groups in MeCN-d₃
S. Kondo,^* T. Suzuki, T. Toyama, and Y. Yano
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The halide anion recognition by 1,3-benzenedisulfonamides derived from 2-aminophenols was studied by ¹H NMR titrations in MeCN-d₃, which demonstrated that the receptors achieved high recognition ability with chloride anion.

Web Release Date: July 1, 2005

1351-1353 Rotational Isomerism Involving an Acetylenic Carbon VII. Restricted Rotation about Acetylenic Axis in a Diphenylethyne Derivative with Sterically Crowded m-Terphenyl Moieties
S. Toyota,^* T. Yanagihara, Y. Yoshida, and M. Goichi
[Full Text PDF(J-STAGE)]

The rotation about the acetylenic axis in the diphenylethyne derivative was retarded by the steric hindrance of the mesityl groups.

Web Release Date: July 1, 2005

1354-1361 Multivariate Analysis and Experimental Design in the Screening of Combinatorial Libraries of Molecular Imprinted Polymers
F. Navarro Villoslada and T. Takeuchi^*
[Full Text PDF(J-STAGE)]

The combination of an experimental design/multivariate analysis method and a high-throughput technique was developed in the screening and evaluation of molecular imprinted polymers (MIPs). Combinatorial libraries of MIPs were prepared automatically and screened for high affinity by partial least squares regression.

Web Release Date: July 1, 2005

1362-1367 Singlet Energy Transfer and Photoinduced Electron Transfer in Star-Shaped Naphthalimide Derivatives Based on Triphenylamine
W. Zhu, Y. Xu, Y. Zhang, J. Shen, and H. Tian^*
[Full Text PDF(J-STAGE)]

Excitation into either the triphenylamine or naphthalimide absorption bands results in the occurrence of singlet energy transfer and photoinduced electron transfer (PIET), effectively. The model of TPA-NP was the first example in which the PIET occurred from the imide side of naphthalimide to the naphthalene ring.

Web Release Date: July 1, 2005

1368-1370 Synthesis of 3-Alkynyl-2,5-dibromothiophene and 3,3′-Dialkynyl-5,5′-dibromo-2,2′-bithiophene as the Starting Compounds for π-Conjugated Polymer
T. Sato, H. Kokubo, H. Fukumoto, and T. Yamamoto^*
[Full Text PDF(J-STAGE)] [Supporting Information]

New dihalothiophene monomers, 2 and 4, were obtained. Newly prepared Polymer-1 showed λ_max at a longer wavelength than its alkyl analogues and showed a large bathochromic shift in the solid.

Web Release Date: July 1, 2005

1371-1372 Specific Acceleration of the Hydrogenation of Methyl Acetoacetate on Enantio-Differentiating Sites of a Tartaric Acid-Modified Nickel Catalyst by the Addition of Acetic Acid to the Reaction Media
T. Osawa,^* M. Ando, T. Harada, and O. Takayasu
[Full Text PDF(J-STAGE)]

The hydrogenation of methyl acetoacetate on the enantio-differentiating sites of a tartaric acid-modified nickel catalyst was specifically accelerated by the addition of acetic acid to the reaction media to increase the enantio-differentiating ability of the catalyst.