-
Kunisuke Okada, Yasushi Mizuno, Hideo Tanino, Hisae Kakoi, Shoji Inoue
1989 Volume 18 Issue 5 Pages
703-706
Published: 1989
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Details on a second synthetic procedure of neosurugatoxin framework are described using a Diels–Alder adduct obtained from 6-bromo-3-ethoxycarbonylmethylene-2-oxoindoline and 1,3-pentadiene.
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Tokuyuki Kuroda, Koji Hisamura, Nobuhiro Nakamizo, Yoshio Otsuji
1989 Volume 18 Issue 5 Pages
707-710
Published: 1989
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The reactivity of 5-fluoro-1-(2-phenylethenesulfonyl)uracil (
1) and 5-fluoro-1-phenylthioureidouracil (
2) in the γ-radiolysis of their aqueous solutions was studied by a competitive kinetic method using nitrobenzene and acetone as reference compounds. The rate constants for the reactions of
1 and
2 with e
aq− were of the same order of magnitude as that for nitrobenzene. The efficiencies of the conversion of intermediates generated from
1 and
2 into 5-fluorouracil were also estimated.
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Yoshihisa Sakata, Hiroshi Abe, Junko Kondo, Ken-ichi Maruya, Kazunari ...
1989 Volume 18 Issue 5 Pages
711-714
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Infrared active dinitrogen band was observed at 2341 cm
−1 on a ZrO
2 surface at 300 K. These species disturb the dissociative adsorption of hydrogen on ZrO
2.
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Yoshio Okamoto, Kazuhiro Hatano, Ryo Aburatani, Koichi Hatada
1989 Volume 18 Issue 5 Pages
715-718
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Cellulose tris(4-
t-butylphenylcarbamate) and amylose tris(4-
t-butylphenylcarbamate) were adsorbed on macroporous silica gel and used as chiral stationary phases for high-performance liquid chromatography to separate racemic compounds. The carbamates, particularly cellulose derivative, exhibited remarkable optical resolving power, and resolved racemic drugs such as chloroquine and nicardipine which were not resolved on other phenylcarbamate derivatives of cellulose and amylose.
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Makoto Komiyama, Yoichi Matsumoto
1989 Volume 18 Issue 5 Pages
719-722
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The complex between a modified β-cyclodextrin, which is attached with a diethylenetriamine residue at the primary hydroxyl side, and zinc(II) ion effectively and homogeneously catalyzes the cleavages of the 2′,3′-cyclic monophosphates of ribonucleosides and the ribonucleotide dimers. The magnitude of the catalysis is highly dependent on the kind of the nucleic base in the substrates.
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Masaki Matsui, Hiroyuki Nakazumi, Kazusaki Kamiya, Chizuko Yatome, Kat ...
1989 Volume 18 Issue 5 Pages
723-724
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The ozonolysis of uracils unsubstituted at the 1-position gave new 1-acyl-5-hydroxyhydantoins and 5-hydroxyhydantoins in water, while that of 1-substituted uracils gave the corresponding 5-hydroxyhydantoins in low yields. The structure of 1-acetyl-5-hydroxy-5-methylhydantoin was determined by X-ray crystallography.
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Seiichiro Ogawa, Yasunobu Miyamoto, Akihiro Nakajima
1989 Volume 18 Issue 5 Pages
725-728
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Reaction of validoxylamine A derivatives with
N-bromosuccinimide in aqueous
N,
N-dimethylformamide resulted in a cleavage of the imino bonds to give rise to synthetically useful protected derivatives of (+)-validamine and valienamine, and the cyclohexanone and -hexenone derivatives.
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Shouji Iwatsuki, Masataka Kubo, Hideki Yamashita
1989 Volume 18 Issue 5 Pages
729-732
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A tough film of fully conjugated poly(2,5-thienylene-vinylene) was successfully prepared by hydrogen transfer reaction in dioxane from poly(2,5-thienylene-ethylene) film obtained in the vapor deposition process with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as an oxidizing reagent.
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Yoshiaki Sakurai, Hitoshi Takeda, Shunsuke Takenaka, Shigekazu Kusabay ...
1989 Volume 18 Issue 5 Pages
733-736
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The octyloxy homolog and the higher members of 4-(4-alkoxyphenoxycarbonyl)phenyl 4-formylbenzoates show two kinds of smectic A phases and experience a smectic A-smectic A transition, where the lower smectic A phase has a bilayer arrangement of the molecules, and the upper probably a monolayer one.
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Susumu Igarashi, Yoshihisa Haruta, Motoyasu Ozawa, Yoshiyuki Nishide, ...
1989 Volume 18 Issue 5 Pages
737-740
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Several furan and pyrrole derivatives were prepared through palladium(II)-catalyzed intramolecular cyclization of 2-(
p-toluenesulfonyl)-3-butenols and 2-methanesulfonyl-4-pentenyl alcohol or amine derivatives in good yields.
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Atsuhiro Osuka, Kazutaka Ida, Kazuhiro Maruyama
1989 Volume 18 Issue 5 Pages
741-744
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9,9′-Spirobifluorene-linked porphyrin monomer, dimer, and tetramer, and their zinc-complexes have been synthesized. Intramolecular porphyrin–porphyrin interactions were shown to be greater in the dimer than in the tetramer by
1H-NMR, absorption spectra and intramolecular singlet energy transfer studies.
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Sotaro Ito, Noriya Fukumoto, Atsutaka Kunai, Kazuo Sasaki
1989 Volume 18 Issue 5 Pages
745-746
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The combination of anodic dissolution of copper electrode with cathodic reduction of copper(II) ions in an undivided cell brought about efficient electrooxygenation of benzene to give hydroquinone and
p-benzoquinone.
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Chung-gi Shin, Nobuyuki Takahashi
1989 Volume 18 Issue 5 Pages
747-748
Published: 1989
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Enzymatic coupling of
N-protected α,γ-dimethyl α-dehydroglutamate with L-α-leucine amide using papain at pH 8.0 was first achieved to give α-dehydroglutamylleucine derivatives.
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Sukekatsu Nozaki
1989 Volume 18 Issue 5 Pages
749-752
Published: 1989
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4-(Hydroxymethyl)phenoxymethyl copoly(styrene-1% divinylbenzene) resin beads loosely packed in a glass column was satisfactorily employed as a solid support for synthesis of magainin 1 under Fmocstrategy. The trieicosapeptide was synthesized in continuously flowing DMF under low pressure conditions. The antibiotic was obtained in an overall yield of 31% after HPLC purification.
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Kou Nakata, Akira Nagasawa, Yoichi Sasaki, Tasuku Ito
1989 Volume 18 Issue 5 Pages
753-756
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Seventeen trinuclear iron(III) carboxylate complexes, [Fe
3(μ
3-O)(μ-RCO
2)
6(L)
3]
n+ (
n = 1 or 7; RCO
2 = simple carboxylate, pyridine carboxylic acid, or amino acid; L = H
2O, pyridine, or imidazole) gave two reduction peaks in cyclic voltammogram in CH
3CN. The first reversible redox potential (
E1/2 = +0.23 to −0.60 V vs. Ag/Ag
+ electrode) has a good linear correlation with p
Ka (1.5–4.8) of the bridging carboxylate ligand.
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Yoshihito Kunugi, Toshio Fuchigami, Hsien-Ju Tien, Tsutomu Nonaka
1989 Volume 18 Issue 5 Pages
757-760
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Glassy carbon electrodes coated with LB(Langmuir–Blodgett)-films of a dimethyldioctadecylammonium salt were prepared and used for the electroreduction of aromatic carbonyl compounds to give high selectivities for the corresponding hydrodimers. The selectivities were comparable to those obtained at an uncoated electrode in catholytes containing ordinary quaternary ammonium salts (10–100 mM (1 M = 1 mol dm
−3)) as co-supporting electrolytes. The coated electrodes seemed to be stable during the electrolysis.
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Tamotsu Takahashi, Masato Murakami, Masaki Kunishige, Masahiko Saburi, ...
1989 Volume 18 Issue 5 Pages
761-764
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Structural determination of the first zirconocene–olefin complex, i.e., Cp
2Zr(PhCH=CHPh)(PMe
3), by X-ray crystallography is presented. Zirconium–olefin complexes such as ethylene and butene complexes can be selectively prepared in high yields from dialkylzirconocenes. On treatment of Cp
2Zr(CH
3)(PhCH
2CH
2) with, PMe
3 a styrene complex
5 was obtained in good yield.
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Chyongjin Pac, Koichiro Ishii, Shozo Yanagida
1989 Volume 18 Issue 5 Pages
765-768
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Irradiation of [fac-Re(bpy)(CO)
3Br] and triethylamine in tetrahydrofuran at > 400 nm results in the catalytic H
2 evolution without the CO
2 reduction to CO, while the CO
2 reduction occurs with little H
2 evolution in
N,
N-dimethylformamide and acetonitrile.
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Takuji Ogawa, Kazuo Hayami, Hitomi Suzuki
1989 Volume 18 Issue 5 Pages
769-772
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Alkenyl sulfides and selenides were easily obtained in moderate to good yields by heating the corresponding bromides with diorganyl disulfides or diselenides in hexamethylphosphoric triamide with or without copper(I) iodide as a promoter.
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Nagatoshi Nishiwaki, Satoshi Minakata, Mitsuo Komatsu, Yoshiki Ohshiro
1989 Volume 18 Issue 5 Pages
773-776
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Reaction of
N-benzoyloxypyridinium chloride, Reissert–Henze salt, with silver acetylide gave the pyridine ethynylated selectively at 2-position. The reaction is applicable to various substituted pyridines and pyridine homologs.
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Yoshio Uemichi, Takeshi Sakai, Takaji Kanazuka
1989 Volume 18 Issue 5 Pages
777-780
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Nickel supported on activated carbon was highly active as a catalyst for the dehydrogenation of cyclohexanol to cyclohexanone. The activity of nickel catalysts strongly depended on the support; activated carbon was most efficient, while silica, alumina and magnesia were much less effective.
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Reizo Kato, Hayao Kobayashi, Akiko Kobayashi
1989 Volume 18 Issue 5 Pages
781-784
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Crystal and electronic structures of organic conductors, (EDT-TTF)
2X (EDT-TTF = ethylenedithiotetrathiafulvalene; X = PF
6, AsF
6, TaF
6, BF
4, ClO
4, ReO
4, Au(CN)
2), have been studied. In all these compounds, the donor molecules exhibit face-to-face stacking. Simple tight-binding band calculations indicate quasi-one-dimensional electronic structures.
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Toshikazu Hirao, Toshihide Murakami, Mitsuru Ohno, Yoshiki Ohshiro
1989 Volume 18 Issue 5 Pages
785-786
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Trimethyl ester of coenzyme PQQ (PQQTME) and PdCl
2 constitute an effective redox system on treatment with terminal olefin in DMF-H
2O, which permits the PdCl
2-PQQTME catalyzed Wacker oxidation reaction under oxygen.
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Keiki Kishikawa, Makoto Yamamoto, Shigeo Kohmoto, Kazutoshi Yamada
1989 Volume 18 Issue 5 Pages
787-790
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The aldol addition reaction of chiral acetylurea with aldehydes diastereoselectively gives β-alkyl-β-hydroxypropionyl-ureas (
3 and
4) and the methanolysis of the adducts
3 and
4, separated perfectly by conventional column chromatography on silica gel, gives the corresponding optically pure methyl β-alkyl-β-hydroxypropionates.
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Renji Okazaki, Masafumi Unno, Naoki Inamoto
1989 Volume 18 Issue 5 Pages
791-792
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In two different types of reactions the title group behaves as a bulkier group than 2,4,6-tri-
t-butylphenyl which has often been used for kinetic stabilization of highly reactive compounds.
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Yujiro Hayashi, Koichi Narasaka
1989 Volume 18 Issue 5 Pages
793-796
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Asymmetric [2+2] cycloaddition reaction between 3-(2-acryloyl)-1,3-oxazolidin-2-one derivatives and 1,1-bis(methylthio)ethylene proceeds by the use of a catalytic amount of a chiral titanium reagent to give the corresponding cyclobutanes in high enantioselectivity.
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Yoshinori Yamamoto, Toshiaki Furuta
1989 Volume 18 Issue 5 Pages
797-800
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The 5-, 6-, 7-, and 8-membered lactams are obtained from the corresponding α,ω-amino carboxylic acids in good to high yields by treatment with triethylgallium in toluene or benzene.
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Tatsuo Okauchi, Hideki Kubota, Koichi Narasaka
1989 Volume 18 Issue 5 Pages
801-804
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β-2-Deoxyribonucleosides are prepared stereoselectively from 1-
O-acetyl-5-
O-benzyl-3-
O-[2-(methylsulfinyl)ethyl]-2-deoxy-D-erythro-pentofuranose by the reaction with the silyl or zinc derivatives of nucleoside bases in the presence of trimethylsilyl trifluoromethanesulfonate.
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Byong-tae Chang, Sung-jin Kim, Pang-bu Hong
1989 Volume 18 Issue 5 Pages
805-808
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Ultrafine iron particles prepared by the gas evaporation method were found to be able to become high active and relatively stable catalysts for CO hydrogenation, simply by mixing them with supports, under the conditions of Fe contents less than 10 wt% and reaction temperatures below 250 °C. The sequence of catalytic activity, depending upon the kind of support, was as follows; TiO
2(JRC-3,4,5 and Wake, M) > HZSM-5(US) > SiO
2(M) > Al
2O
3(M) > NaZSM-5(M).
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Oyo Mitsunobu, Makiko Yoshida, Masashi Takiya, Keiji Kubo, Seitaro Mar ...
1989 Volume 18 Issue 5 Pages
809-812
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1,5-Anhydro-4,6-
O-benzylidene-2-deoxy-3-
O-mesyl-D-
ribo-hex-1-enitol reacted with alkylmagnesium bromides (RMgBr: R = C
2H
5–, (CH
3)
2CH–, or C
2H
5(CH
3)CH–) to give the corresponding 1-β-
C-glycopyranosides and 3-
C-alkyl-D-
arabino-hex-1-enitols, while the reaction with methylmagnesium bromide afforded 1-α-
C- and 1-β-
C-methyl-glycosides in a ratio of 1 : 1.5–2. On the other hand, when the reaction was carried out in the presence of Cul or CuBr–S(CH
3)
2, substitution took place at the C-3 position to afford the corresponding 3-
C-methyl-D-
arabino-hex-1-enitol.
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Tisato Kajiyama, Akira Miyamoto, Hirotsugu Kikuchi, Yasuhiro Morimura
1989 Volume 18 Issue 5 Pages
813-816
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Electro-optical properties based on light scattering controlled by a.c. electric field were investigated for polymer/(liquid crystal) composite films. Scanning electron microscopic observation for the matrix polymer after extraction of LC with methanol exhibited that LC molecules were continuously embedded in a three-dimensional spongy network of polymer matrix. Such a membrane system with many optical interfaces plays an important role on light scattering without an imposed electric field. A high contrast of light-switching was observed; 3% transmittance of the as-cast composite film changed to 81% with the response time of 0.3 ms in the case of an applied 250 Vp-p a.c. electric field of 10 kHz at 333 K.
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Tisato Kajiyama, Hirotsugu Kikuchi, Akira Miyamoto, Satoru Moritomi, J ...
1989 Volume 18 Issue 5 Pages
817-820
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Binary mixtures composed of side chain type-liquid crystalline polymer (LCP) and low molecular weight liquid crystal (LMWLC) of which chemical structure is similar to the mesogenic side chain of LCP were prepared. Good miscibility between LCP and LMWLC was obtained in a mesophase state over a whole range of concentration. Response time of molecular reorientation by an imposed electric field remarkably decreased with an increase in the fraction of LMWLC. A new type of reversible and bistable electro-optical effect based on light scattering was proposed for the mixture system in a smectic state.
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Kahee Fujita, Tsutomu Tahara, Toshitaka Koga
1989 Volume 18 Issue 5 Pages
821-824
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All of five regioisomeric 6
A ,6
X ,6
Y-tri-
O-(
p-toluenesulfonyl)-β-cyclodextrins were prepared, isolated, and their structures were determined through a combination of the extended Körner method, 3,6-anhydration, and the Taka amylase A-catalyzed hydrolysis.
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Katsumaro Minamoto, Kishiko Azuma, Yorihisa Hoshino, Shoji Eguchi
1989 Volume 18 Issue 5 Pages
825-828
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With respect to “up” amination of the sugar part of nucleosides through an appropriate N-cyclonucleoside, 5′,N-anhydro-2,2′-imino-1-(2′-deoxy-β-D-arabinofuranosyl)uracil proved to be easily hydrolyzed to 1-(2′,5′-N-anhydro-5′-amino-2′,5′-dideoxy-β-D-arabinofuranosyl)uracil (
2) in dilute alkaline or acidic medium.
2 was characterized as its acetylimino analogue or hydrochloride, and proved to trans form to 5′,N-anhydro-6,2′-imino-1-(2′-deoxy-β-D-arabinofuranosyl)-5,6-dihydrouracil spontaneously.
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Hiroaki Okumura, Noriyoshi Kakuta, Akifumi Ueno, Ryuichi Morimo, Takan ...
1989 Volume 18 Issue 5 Pages
829-832
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Samarium ions in Al-doped SiO
2:Sm
3+ phosphor were revealed to be atomically dispersed in small Al
2O
3 crystallites by forming Sm–O–Al bonding, which contributes to improvements in the fluorescent intensity of SiO
2:Sm
3+ phosphor.
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Kazuhiro Maruyama, Hiroko Yamada, Atsuhiro Osuka
1989 Volume 18 Issue 5 Pages
833-836
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Irradiation of tyrosine-linked pyropheophorbide a and 1,4-benzoquinone (
BQ) in benzene led to a clean formation of a quinone-linked product, while photoreaction of 9-desoxomesopyropheophorbide a and
BQ produced a quinone-linked 9-desoxomesopyropheophorbide a and a quinone-linked 9-desoxophylloerythrin a.
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Glen B. Deacon, Craig M. Forsyth
1989 Volume 18 Issue 5 Pages
837-838
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Samarium(II) iodide is obtained from reaction of mercury(II) iodide with an excess of samarium metal in boiling tetrahydrofuran. The preparation involves formation and reduction of samarium(III) iodide and is affected by the quality of the samarium metal.
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Yoshikazu Ikeda, Eiichiro Manda
1989 Volume 18 Issue 5 Pages
839-840
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In the presence of antimony(III) chloride, acetophenone is selectively electroreduced to 1-phenylethanol on a lead cathode in protic medium at low current densities.
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Hiroaki Tachibana, Hideo Komizu, Takayoshi Nakamura, Mutsuyoshi Matsum ...
1989 Volume 18 Issue 5 Pages
841-844
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Conductive Langmuir–Blodgett films of charge transfer complex containing azobenzene group in the hydrophobic part exhibited a sharp discontinuity in the temperature dependent conductivity. This discontinuity was accompanied with the change in the aggregation form and the morphology of the films.
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Shigenori Matsushima, Tomoki Maekawa, Jun Tamaki, Norio Miura, Noboru ...
1989 Volume 18 Issue 5 Pages
845-848
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Influences of various oxide additives on C
2H
5OH sensing properties of SnO
2-based elements were examined. The sensitivity and selectivity of the elements could be markedly promoted with the addition of basic oxides represented by La
2O
3. The promoting effect was estimated to be related with selectivity in oxidation reaction of C
2H
5OH.
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Takayuki Kawashima, Satoshi Kojima, Naoki Inamoto
1989 Volume 18 Issue 5 Pages
849-852
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The optically active phosphinodithioates were prepared by the reaction of the corresponding phosphinothioates with Lawesson’s reagent in high chemical and optical yields, and were allowed to react with
n-BuLi, followed by treatment with the electrophiles to give the corresponding optically active secondary or tertiary phosphine sulfides.
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Shigeru Murata, Yasuki Ohtawa, Hideo Tomioka
1989 Volume 18 Issue 5 Pages
853-856
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Photoreactions of
o-carbomethoxyphenyldiazomethane (
1), in Ar matrix at 10 K are studied by means of infrared spectroscopy. Irradiation (>350 nm) of
1 generates the carbonyl ylide, which undergoes the reversible photo-isomerization to the corresponding oxirane.
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Takahito Oguchi, Toshikazu Ura, Yasutaka Ishii, Masaya Ogawa
1989 Volume 18 Issue 5 Pages
857-860
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A facile conversion of olefins into carboxylic acids could be achieved by using aqueous hydrogen peroxide (35%-H
2O
2) in the presence of catalytic amounts of tungstic acid (5 wt%). The oxidation was markedly influenced by the acidity of the reaction medium, and it was found to proceed favorably under a weak acidic condition (pH 4–5).
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Yasunari Nishikata, Masa-aki Kakimoto, Atsushi Morikawa, Ichiro Kobaya ...
1989 Volume 18 Issue 5 Pages
861-864
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The defects of the polyimide LB films deposited on glassy carbon electrodes were examined by means of cyclic voltammetry of the redox couple of potassium ferri- and ferrocyanide in aqueous solution. The degree of defects of the polypyromellitimide LB films was apparently less than that of the cadmium arachidate LB film. The polyimide derived from aliphatic tetracarboxylic acid afforded the ten-layer LB films possessing no detectable defects.
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Yasunari Nishikata, Ichiro Kobayashi, Masa-aki Kakimoto, Yoshio Imai, ...
1989 Volume 18 Issue 5 Pages
865-868
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The redox reaction of the polyimide LB films themselves was examined by means of cyclic voltammetry. Both their cathodic and anodic current peaks decreased with potential cycling, and no peaks were observed after a few tens of sweeps, whereas the redox reaction was reversible in the case of polyimide cast films.
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Shinya Nariki, Shigeru Ito, Katsumi Uchinokura, Noboru Yoneda
1989 Volume 18 Issue 5 Pages
869-872
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Thallium ferrite with β-alumina structure was prepared by exchanging K
+ ions in K
+-β-ferrite crystals with Tl
+ ions into TlNO
3 melt. The lattice constants were a = 0.5931 nm and c = 2.389 nm. The ionic conductivity of Tl
+-β-ferrite was 3 × 10
−2 S·cm
−1 at 300 °C.
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Fumio Toda, Atsushi Sato, Koichi Tanaka, Thomas C. W. Mak
1989 Volume 18 Issue 5 Pages
873-876
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Pantolactone was resolved very efficiently by complex formation of its (
S)-(−) isomer with the title host compound. The structure of the 1:1 complex was elucidated by X-ray crystallography.
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Yukito Murakami, Yoshio Hisaeda, Xi-Ming Song, Sheng-Di Fan
1989 Volume 18 Issue 5 Pages
877-880
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The carbon-skeleton rearrangement of an alkyl ligand coordinated to the nuclear cobalt of simple vitamin B
12 model complexes formed with diimine–dioxime-type ligands took place efficiently in a synthetic bilayer membrane under irradiation with visible light.
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Yukito Murakami, Jun-ichi Kikuchi, Teruhisa Ohno, Takayuki Hirayama
1989 Volume 18 Issue 5 Pages
881-884
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A cubic cyclophane surrounded by six faces, each being constructed with the [3.3.3.3]azaparacyclophane ring, behaved as a polycationic host in acidic aqueous media and exhibited size-sensitive and regioselective molecular discrimination that originates from rigid geometry of its hydrophobic cavity.
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Jun-ichiro Setsune, Toshiya Iida, Teijiro Kitao
1989 Volume 18 Issue 5 Pages
885-888
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Cobalt(III) porphyrins reacted with α-diazo-β-dicarbonyl compounds to give N,Co-methano bridged Co(III) porphyrins in good yields. The axial ligand and the peripheral substituents have great influence on the insertion of the carbenes and on the subsequent transformation to Co(III)
N-alkylporphyrins with a
linkage.
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