-
Shigeori Takenaka, Toshihiro Ihara, Makoto Takagi
1992 Volume 21 Issue 1 Pages
1-4
Published: 1992
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A bis-9-acridinyl derivative containing a viologen linker chain (
3) forms an intercalation complex with DNA, and was found to cleave the double chain DNA strand effectively under irradiation by visible light, due to the photosensitized intramolecular electron transfer from the acridine to viologen moieties within
3.
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Jean-Luc Dubois, Kazuhiro Sayama, Hironori Arakawa
1992 Volume 21 Issue 1 Pages
5-8
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Carbides such as Mo
2C, Fe
3C, and WC have proved to be effective catalysts for hydrogenation of CO
2. Mo
2C and Fe
3C showed high CO
2 conversion and good methanol selectivity at 220 °C. A considerable amount of dimethylether was produced over WC. TaC and SiC were almost inactive. Copper promoted carbide catalysts were also tested for CO
2 hydrogenation.
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Tomoyuki Inui, Xinlin Tu, Akihito Goto, Masashi Inoue
1992 Volume 21 Issue 1 Pages
9-12
Published: 1992
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Although coal liquid showed negligible reactivity on the pentasil type Ga-silicate because of the presence of inhibitors, it significantly increased in reactivity by washing with polar organic solvents and afforded BTX in a 60% yield.
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Jun Tamaki, Takehiro Morishita, Hidetaka Morishige, Norio Miura, Nobor ...
1992 Volume 21 Issue 1 Pages
13-16
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Mixed oxide catalyst V-P-O for the butane oxidation to maleic anhydride was significantly promoted by the addition of some metal cations. In particular, the addition of a small amount of Bi (Bi/V = 0.02) was the most effective. Over the Bi-added catalyst, the MA selectivity exceeded 70 mol% up to the butane conversion level of 88 mol%, attaining the maximum MA yield of 62 mol% at 395 °C.
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Tahei Tahara, Hiro-o Hamaguchi
1992 Volume 21 Issue 1 Pages
17-20
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Transient resonance Raman spectra of Michler’s ketone in the lowest excited triplet state were measured in ethanol and benzene. The spectral features of the T
1 state in these solvents were similar to each other although some frequency shifts were observed. This result suggests that Michler’s ketone retains a charge transfer T
1 state in nonpolar solvents as well as in polar solvents.
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Shunya Takahashi, Hiroyoshi Kuzuhara
1992 Volume 21 Issue 1 Pages
21-24
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L-Fucopyranose and a couple of
L-fucosidase inhibitors, 5-deoxy-5-thio-
L-fucopyranose and 1,5-dideoxy-1,5-imino-
L-fucitol, were prepared from a common pentose intermediate with α-
D-
arabino configuration. Stereoselectivities on carbon chain elongation of the key intermediate were successfully controlled by choosing the appropriate organometallic reagents.
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Hironobu Hashimoto, Masayuki Izumi
1992 Volume 21 Issue 1 Pages
25-28
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5-Thio-
L-fucose and 3-
O-allyl-
L-fucose triacetate were synthesized from
D-arabinose
via D-
arabino-pentodialdo-1,4-furanose derivative.
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Masahiro Terada, Jin-Hua Gu, Dibakar C. Deka, Koichi Mikami, Takeshi N ...
1992 Volume 21 Issue 1 Pages
29-32
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The Eu(fod)
3- or Eu(dppm)
3-catalyzed aldol reactions of the four chiral α-alkoxy aldehydes having different protecting groups with (
E)- or (
Z)-ketene silyl acetals are shown to provide the high levels of diastereocontrol, the sense depending on the nature of the protecting group. The catalytic stereo-modulation is explained in terms of the mode of aldehyde/catalyst complexation (chelation
vs. nonchelation).
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Toshiyuki Hamada, Takenori Kusumi, Midori O. Ishitsuka, Hiroshi Kakisa ...
1992 Volume 21 Issue 1 Pages
33-36
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Three new diterpenoids possessing lobane skeleton have been isolated from the Okinawan soft coral of
Sinularia flexibilis. Their structures and absolute configurations have been established by chemical transformations as well as spectroscopic analysis.
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Tsutomu Fujimoto, Hideki Umekawa, Norikazu Nishino
1992 Volume 21 Issue 1 Pages
37-40
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A new “picket-fence” porphyrin precursor with carboxy terminal groups has been prepared. Four atropisomers of
meso-tetra(
o-methoxycarbonylphenyl)porphyrin have been separated by chromatography. The conformational stability of the αααα-isomer was examined to the prolonged heating for both free base and zinc complex. The usefulness of
meso-tetra(
o-carbonylphenyl)porphyrin appeared to be not at all inferior to well-known
meso-tetra(
o-aminophenyl)porphyrin.
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Sadao Miki, Tatsuo Katayama, Zen-ichi Yoshida
1992 Volume 21 Issue 1 Pages
41-44
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1,2,3-Tri-t-butyl-8-methyl- (
1a), 1,2,3-tri-t-butyl-6-methyl-8-bromo- (
1b), and 1,2,3-tri-t-butyl-8-bromo-naphthalene (
1c) were synthesized. They underwent thermally forbidden electrocyclic reaction to give
hemi-Dewar-naphthalenes (
2a,b,c). Interconversion between
1 and
2 was thermally reversible. Energy profiles for the reactions were determined.
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N. Prabhakar Reddy, Yuko Uchimaru, Hans-Jürgen Lautenschlager, Ma ...
1992 Volume 21 Issue 1 Pages
45-48
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Nitriles and 2-phenylazirine underwent dehydrogenative double silylation with
o-bis(dimethylsilyl)benzene in the presence of (ethylene)bis(triphenylphosphine)platinum catalyst to give silyl enamines and imines in excellent yields.
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Yutaka Nakamura, Chung-gi Shin
1992 Volume 21 Issue 1 Pages
49-52
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The stereoselective synthesis of (S,S)-2,3-diaminobutyric acid (Dab), which is one of the four uncommon α-amino acid residues of antrimycins (
1a) and cirratiomycins (
1b), was accomplished. Furthermore, N-terminal tripeptide segment of
1 containing Dab residue was also synthesized.
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Yoshihiko Sadaoka, Masanobu Matsuguchi, Yoshiro Sakai, Yu-uki Murata
1992 Volume 21 Issue 1 Pages
53-56
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By using Reichardt’s betain dye dispersed in poly(methyl methacrylate) thin film, a bifunctional optical humidity sensor was fabricated. The optical intensity and the wavelength of maximum observed at around 780 nm were sensitive to the humidity. The characteristic of the dye dispersed in polymer was also influenced by the hydrogen bond acidity of the polymer matrix.
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Shigeru Murata, Hideo Tomioka
1992 Volume 21 Issue 1 Pages
57-60
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Photolysis of o-nitrophenylazide in an Ar matrix at 12 K produced the mixture of benzofuroxan and a new species, which could be identified as o-dinitrosobenzene on the basis of its IR and UV spectra.
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Yutaka Ukaji, Mitsuhiro Nishimura, Tamotsu Fujisawa
1992 Volume 21 Issue 1 Pages
61-64
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The Simmons-Smith reaction starting from allylic alcohols using (
R,
R)-diethyl tartrate as a chiral auxiliary was found to proceed enantioselectively;
i.e., the treatment of allylic alcohols with diethylzinc and diethyl tartrate, followed by the reaction with diethylzinc and diiodomethane, afforded the corresponding cyclopropylmethyl alcohols in optically active form.
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Sadao Miki, Osamu Kobayashi, Hiroyuki Kagawa, Zen-ichi Yoshida, Hirosh ...
1992 Volume 21 Issue 1 Pages
65-68
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7,8,9-Tri-t-butyl-1,4-Dewar-5,12-naphthacenequinone (
1) was synthesized. Upon thermolysis of
1 the formation of the detectable amount of naphthacenequinovalene (
3) was observed. Singlet excited state of 7,8,9-tri-t-butyl-5,12-naphthacenequinone produced
via the thermal cycloreversion of
1 is responsible for the formation of
3.
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Atsushi Fukuoka, Nobutoshi Ohashi, Sanshiro Komiya
1992 Volume 21 Issue 1 Pages
69-72
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New styryl ruthenium-molybdenum and -tungsten complexes Cp(CO)
3M-Ru (
trans-styryl)(CO)(PPh
3)
2 [M = Mo (
2), W (
3)] have been prepared by the metathetical reactions of Ru(
trans-styryl)Cl(CO)(PPh
3)
2 with Na[MCp(CO)
3]. The reactions of
2 with CO and with PMe
3 give Cp(CO)
3Mo-Ru(
trans-styryl)(CO)
2(PPh
3)
2 (
4) and Cp(CO)
3Mo-Ru(
trans-styryl)(CO)(PMe
3)
2 (
5), respectively. The complexes of
2,
3,
4, and
5 have been characterized by IR,
1H NMR,
31P{
1H} NMR spectroscopy, and elemental analysis.
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Naotoshi Nakashima, Chikako Nakamura, Toshiko Hiraishi, Osamu Manabe, ...
1992 Volume 21 Issue 1 Pages
73-76
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Crystallization behavior for the alignment of an aromatic chromophore in the aqueous chiral bilayer was examined based on its enhanced circular dichroism (CD). It was found that the existence of crystalline phase in the fluid bilayer promotes rapid crystallization of chromophere arrays in the bilayer. We also found that CD spectra oscillate at phase transition region of the bilayer.
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Norikazu Nishino, Yuichi Makinose, Tsutomu Fujimoto
1992 Volume 21 Issue 1 Pages
77-80
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New fluorogenic peptides with efficient quenching group were synthesized and subjected to the action of thermolysin and trypsin. The hydrolysis of the peptide bond resulted in the increase in fluorescence intensity by 50-200-fold of the quenched peptides.
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Tsunehiro Harada, Teruaki Mukaiyama
1992 Volume 21 Issue 1 Pages
81-84
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In the presence of a catalytic amount of antimony(V) chloride or antimony(V) salt generated from antimony(V) chloride and silver hexafluoroantimonate, the pinacol rearrangement of several 1,2-diols or their trimethylsilyl ethers proceeds smoothly to give the corresponding ketones in good yields.
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Yuriko Kaida, Yoshio Okamoto
1992 Volume 21 Issue 1 Pages
85-88
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Esters and silyl ethers of 4-hydroxy-2-cyclopentenone which are important building blocks for the synthesis of prostagrangins have been efficiently resolved into optically active isomers by HPLC on amylose tris(1-phenylethylcarbamate)s.
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Ryoji Yanagihara, Shuichi Osanai, Sadao Yoshikawa
1992 Volume 21 Issue 1 Pages
89-90
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D-Fructose was converted into 2-C-(hydroxymethyl)-D-ribose in a methanolic solution containing a nickel(II) – N,N′-diethylethylenediamine complex.
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Yoshihito Hayashi, Masatatsu Suzuki, Akira Uehara, Yasuhisa Mizutani, ...
1992 Volume 21 Issue 1 Pages
91-94
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(μ-Alkoxo)(μ-carboxylato)diiron(II,II) complexes with hindered dinucleating ligand were synthesized and the structure of μ-benzoato derivative was determined by X-ray analysis. The complexes showed reversible oxygenation in acetonitrile and dichloromethane. Resonance Raman spectra of these species demonstrated a possibility of unsymmetrical μ-η
1-η
1′ binding of the oxygen toward the diiron centers.
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Atsushi Kajiwara, Kaoru Aramata, Shigeki Nomura, Yotaro Morishima, Mik ...
1992 Volume 21 Issue 1 Pages
95-98
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Polyacrylamide having tetraphenylporphyrin rings in its side chain was prepared by radical polymerization of 5-(4-acrylamido)-phenyl-10,15,20-triphenylporphyrin (AATPP) by using AIBN at 60 °C in benzonitrile.
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Kazuhiko Takai, Seiji Miwatashi, Yasutaka Kataoka, Kiitiro Utimoto
1992 Volume 21 Issue 1 Pages
99-102
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Treatment of tantalum-alkyne complexes with dimethylhydrazones by the assistance of Me
3Al in a mixed solvent of DME, benzene, and THF at 45 °C for 16 h gives (
E)-allylic hydrazines stereoselectively.
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Nobuhito Imanaka, Toshihide Murata, Takeshi Kawasato, Gin-ya Adachi
1992 Volume 21 Issue 1 Pages
103-106
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The lowering of the operating temperature for the CO
2 gas sensor with the lithium conducting solid electrolyte was examined by applying a ductile solid of a Li
2CO
3 + Li
2O mixture or a Li
2CO
3-K
2CO
3-Na
2CO
3 eutectic. In the case of the eutectic solid, the CO
2 sensor can detect the gas content precisely from 100 ppm to 1% at as low a temperature as 350 °C. The ductilities of the solid greatly enhanced the reactivity between Li
2CO
3 in the eutectic and the CO
2 gas in the atmosphere.
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Makoto Shimizu, Hiroshi Kawanami, Tamotsu Fujisawa
1992 Volume 21 Issue 1 Pages
107-110
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Optical resolution of 3-propionyloxy-1-trimethylsilyl-1-octyne or 3-(
E)-propionyloxy-1-octene via lipase-mediated hydrolysis gave optically pure (
S)-1-trimethylsilyl-1-octyn-3-ol and (
R)-(
E)-1-iodo-1-octen-3-ol, respectively, in which a reversal of enantio-selectivity for hydrolysis was observed between 3-propionyloxy-1-octyn and its 1-trimethylsilylated derivative, and the effect of the acyl groups on the enantio-discrimination was also investigated.
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Yoshihisa Watanabe, Hiro-aki Yamada, Nori-aki Kawasaki, Kenji Wada, Ta ...
1992 Volume 21 Issue 1 Pages
111-114
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Catalytic activity of Fe/sulfur in coal liquefaction using H
2O-CO as a hydrogen source was investigated. Fe(CO)
5/sulfur was found to be an excellent catalyst precursor. In the two-staged heating reaction (375 °C-60 min and 425 °C-60 min) of Yallourn coal, both high coal conversion (92.9 d.a.f.%) and high oil yield (55.8 d.a.f.%) were achieved by the Fe(CO)
5/sulfur catalyst.
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Akihito Miyamoto, Hayao Kobayashi, Reizo Kato, Akiko Kobayashi, Yutaka ...
1992 Volume 21 Issue 1 Pages
115-118
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The metal instability of (DMe-DCNQI)
2Cu was induced by applying uniaxial stress or coating the crystal with Apiezon L grease. The quadratic temperature dependence of the resistivity gave an indication of the large enhancement of the effective mass of the conduction electrons.
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Toshio Naito, Akihito Miyamoto, Hayao Kobayashi, Reizo Kato, Akiko Kob ...
1992 Volume 21 Issue 1 Pages
119-122
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The superconducting transition temperature (T
c) was investigated by alloying (BEDT-TTF)
2Cu[N(CN)
2]Br with (BEDT-STF)
2Cu[N(CN)
2]Br. The T
c of the former rapidly decreased with doping the latter. The relation between stoichiometry and structure is also discussed.
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Mitsuaki Goto, Akira Kobayashi, Kazukiyo Kobayashi, Kazuhiro Saito, To ...
1992 Volume 21 Issue 1 Pages
123-126
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The drug binding properties of lactose carrying polystyrene (PVLA), which could be endocytosed into hepatocytes due to its interaction with receptors of asialoglycoprotein, were examined by UV and NMR spectroscopies. The results obtained with a hydrophilic drug model, 8-anilino-naphthalene-1-sulphonate (ANS), and with a hydrophobic drug model, 1,6-diphenyl-hexatriene (DPH), indicated the PVLA can be used as a hepatocyte targeting drug carrier.
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Kazuo Iguchi, Kunihiko Nishimura, Kei Yamazaki, Makoto Iwashima, Yasuj ...
1992 Volume 21 Issue 1 Pages
127-130
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Three new cembranolide diterpenes each possessing a dimethylamino group were isolated from the Okinawan soft coral
Sinularia sp. Their structures were determined based on data from spectroscopic analysis and chemical transformation.
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Kentaro Okuma, Koumei Ikari, Hiroshi Ohta
1992 Volume 21 Issue 1 Pages
131-134
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The reaction of phosphonate carbanions with elemental selenium in the presence of amines afforded the corresponding selenoamides in moderate yields. The reaction of these anions with sulfur also gave thioamides. These reactions might proceed through thio- or selenoaldehyde intermediates.
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Satoshi Kawata, Masaaki Nakamura, Yoichi Yamashita, Kichizo Asai, Koic ...
1992 Volume 21 Issue 1 Pages
135-138
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A new dinuclear iron(III) complex, [Fe
2(hpta)(Obz)(H
2O)
2], where H
5hpta is 2-hydroxy-1,3-propanediamine-N,N,N′,N′-tetraacetic acid and HObz is benzoic acid, was prepared and characterized. X-Ray structure analysis revealed that the complex has mono(μ-carboxylato)(μ-alkoxo) diiron(III) core and each iron atom has an NO
5 donor set in a distorted octahedron.
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Yuting Ge, Sachihiko Isoe
1992 Volume 21 Issue 1 Pages
139-140
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Cerbinal, an unusual iridoid with 10 π-System, was synthesized from (+)-genipin in 6 steps via dehydration of the hemiacetal and subsequent dehydrogenation with DDQ.
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Masato Nanasawa, Makoto Kaneko, Hiroyoshi Kamogawa
1992 Volume 21 Issue 1 Pages
141-142
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The charge-transfer band of 1,1′-diamyl-4,4′-bipyridinium hexacyanoferrate(II) varied by the kind of solvent and its absorption was enhanced by photo-induced intramolecular electron transfer via radical-ion complex.
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Daisuke Akashi, Hiroaki Kido, Yoichi Sasaki, Tasuku Ito
1992 Volume 21 Issue 1 Pages
143-146
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The trinuclear ruthenium cluster [Ru
III3(μ
3-O)(μ-CH
3COO)
6(pyridine)
2(CH
3OH)]
+ was incorporated into poly(4-vinylpyridine) through substitution of the pyridyl residue for CH
3OH to form a new macromolecular complex, which showed distinctive reversible cyclic voltammographic waves at −0.05 and +0.95 V vs. SCE in aqueous CF
3COO
− medium at pH 3, when coated on a glassy carbon electrode as a transparent film.
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Hiroaki Isago, Masahiko Shimoda
1992 Volume 21 Issue 1 Pages
147-150
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Spectroscopic properties of the titled complex are reported compared to the other radical bis(phthalocyaninato)lanthanoid(III) complexes. Electronic, infrared, and Ce 3d XPS spectra show that the cerium in the titled complex is neither tri- nor tetravalent and Ce 4f electron delocalizes in a phthalocyanine π orbital.
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Hisashi Fujihara, Yutaka Takaguchi, Jer-Jye Chiu, Tomoki Erata, Naomic ...
1992 Volume 21 Issue 1 Pages
151-154
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A new heterocycle containing tellurium and sulfur atoms, 5
H,7
H-dibenzo[
b,
g][1,5]tellurathiocin (
1), has been synthesized. The transannular bond formation between tellurium and sulfur atoms was found in the reaction of
1 with coned H
2SO
4 by
1H,
13C, and
125Te NMR spectroscopy. Two-electron oxidation of
1 with
2 equiv. of NOPF
6 gave the tellurathia dication salt
3 ( > Te
+–S
+ < 2PF
6−) which acts as an oxidizing agent.
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Masamitsu Ochi, Koji Yamada, Kumi Kataoka, Hiyoshizo Kotsuki, Kozo Shi ...
1992 Volume 21 Issue 1 Pages
155-158
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Two new diterpenoids, litophynins I and J, which exhibit molluscicidal and repellent activities against the muricid gastropod
Drupella fragum, have been isolated from the soft coral
Litophyton sp. Their structures were fully characterized by extensive 2D-NMR studies.
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Yoshihiko Watanabe, Toyonori Takeda, Keiji Anbo, Yoshio Ueno, Takeshi ...
1992 Volume 21 Issue 1 Pages
159-162
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Reactions of sulfonium methylides attached to a 5- or 6-membered cycloalkanone undergo the ring-fission as a major reaction course to give α-methylene-ω-(phenylthio)carboxylates, whereas sulfonium methylides attached to a larger ring give α-methylenecycloalkanones predominantly. Reactions of the acyclic compounds are also examined.
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Kazutomo Ori, Yoshihiro Mimaki, Yutaka Sashida, Tamotsu Nikaido, Taich ...
1992 Volume 21 Issue 1 Pages
163-166
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Persicanidine A, a novel cerveratrum alkaloid was isolated from the fresh bulbs of
Fritillaria persica together with a known alkaloid, delavine. The structure was elucidated by spectroscopic data and X-ray crystallographic analysis. Persicanidine A is unique in structure having the D/E
trans (H-13α/H-17β) and E/F
cis (
cis-quinolizidine) ring fusions. Persicanidine A and delavine were active as a cyclic AMP phosphodiesterase inhibitor.
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Yoshiyasu Fukuyama, Motoko Hirono, Mitsuaki Kodama
1992 Volume 21 Issue 1 Pages
167-170
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(+)-Bicyclohumulenone, a bicyclic sesquiterpene isolated from liverworts, was synthesized using stereoselective Simmons-Smith cyclopropanation and intramolecular alkylation of α-sulfenyl carbanion as key steps.
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Takashi Wakasugi, Naka Tonouchi, Tadashi Miyakawa, Makoto Ishizuka, Ta ...
1992 Volume 21 Issue 1 Pages
171-172
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Chlorination of paraldehyde gave chloroacetaldehydes which were treated with concd sulfuric acid to afford cyclic trimer (
3) of chloroacetaldehyde (CA). Depolymerization of
3 yielded pure CA satisfactory.
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Hiroaki Tachibana, Reiko Azumi, Takayoshi Nakamura, Mutsuyoshi Matsumo ...
1992 Volume 21 Issue 1 Pages
173-176
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Three types of photochemical switching phenomena in LB films were observed using amphiphilic molecules consisting of azobenzene, alkyl chain, and pyridinium(TCNQ)
2. For two types the conductivity of the LB film changed reversibly with photoisomerization of azobenzene. The third type showed phenomena which are compared to the learning process.
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Tohru Sakakibara, Ichiro Matuo, Aya Takaide, Takanori Nakamura, Akinor ...
1992 Volume 21 Issue 1 Pages
177-180
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Irradiation of 3-nitro-α- and β-
D-
erythro-hex-2-enopyranoside derivatives in methanol, ethanol, and isopropanol with high pressure Hg lamp gave the adducts in moderate yields. The stereoselectivities calculated by AM1 calculation by the use of model compounds with 1,3-dioxolan-2-yl radical are not conflict with those observed in similar photoreaction in 1,3-dioxolane as well as the present results.
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Teruaki Mukaiyama, Kiyotaka Yorozu, Koji Kato, Tohru Yamada
1992 Volume 21 Issue 1 Pages
181-184
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Various α,β-unsaturated amides derived from α-amino acids are converted to the corresponding 2-hydroxyimino amides of α-amino acids by the reaction with butyl nitrite and silane, which are directly reduced with samarium diiodide to the optically active dipeptides in good yields under mild conditions with high chemo- and stereoselectivities.
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Kazushi Mashima, Hiroshi Nakano, Takehiko Mori, Hidemasa Takaya, Akira ...
1992 Volume 21 Issue 1 Pages
185-188
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Dinuclear molybdenum complex Mo
2(pyphos)
4, pyphos = 6-diphenylphosphino-2-pyridonato, was treated with transition metal complexes such as Mo(CO)
3(CH
3CN)
3, PdCl
2(PhCN)
2, and PtBr
2(cod) to form one-dimensional tetranuclear cluster complexes Mo
2(pyphos)
4(M
Ln)
2 (
3) (
a: M
Ln = Mo(CO)
3,
b: M
Ln = PdCl
2, and
c: M
Ln = PdBr
2). Iodine–doped material of
3a showed semi-conducting property.
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