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Shu Kobayashi, Tetsuya Sano, Teruaki Mukaiyama
1989 Volume 18 Issue 8 Pages
1319-1322
Published: 1989
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Highly enantioselective aldol-type reaction of achiral ketene silyl acetals with achiral aldehydes is carried out by the use of a chiral promoter, a combined use of chiral diamine coordinated tin(II) triflate and tributyltin fluoride.
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Koji Araki, Shinsaku Shiraishi
1989 Volume 18 Issue 8 Pages
1323-1324
Published: 1989
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The interaction of CuCl
2 with D-fructose in a dimethyl-d
6 sulfoxide(DMSO)-D
2O mixture showed a large solvent effect with CuCl
2 being found to interact specifically with the C4 and C5 hydroxyl groups of β-pyranose when the DMSO content was higher than 75% in the mixture.
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Koji Yamada, Tomoko Tsuritani, Tsutomu Okuda, Sumio Ichiba
1989 Volume 18 Issue 8 Pages
1325-1328
Published: 1989
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A first-order phase transition accompanied by a color change from green to black was observed for CsSnI
3 at about 425 K. These two modifications showed quite different
127I NQR spectra suggesting drastic structural change. High temperature modification has a perovskite structure with semi-metallic electric conductivity. The anion structure and bonding for the two modifications have been discussed on the basis of
127I NQR and X-ray diffraction data.
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Fumio Toda, Koichi Tanaka, Thomas C. W. Mak
1989 Volume 18 Issue 8 Pages
1329-1330
Published: 1989
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Crystal structure analysis of the title complex establishes the chirality of the (−)-(
Z)-nitrone and the path of its photocylization to the corresponding optically active oxaziridine.
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Yuichi Sugano, Shunji Naruto
1989 Volume 18 Issue 8 Pages
1331-1334
Published: 1989
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From the oxygen esters containing sulfur α-substituent, corresponding stannous enolates were prepared by the use of stannous trifluoromethanesulfonate. The enolates reacted with various imines to provide β-lactams.
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Hitoshi Takeda, Yoshiaki Sakurai, Shunsuke Takenaka, Hajime Miyake, Ta ...
1989 Volume 18 Issue 8 Pages
1335-1338
Published: 1989
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4-Octyloxybiphen-4′-yl 4-hydroxybenzoate and 4-hydroxyphenyl 4-octyloxybiphenyl-4′-carboxylate show a nematic phase, and the former compound also shows abnormally stable smectic A phase, where an associated hydrogen bond complex is assumed to be the origin.
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Masakazu Anpo, Yasushi Yamamoto, Satoshi Suzuki
1989 Volume 18 Issue 8 Pages
1339-1340
Published: 1989
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Photoluminescence spectrum of 1,6-diphenyl-1,3,5-hexatriene adsorbed on porous Vycor glass has been studied in the absence and presence of SO
2, O
2, N
2, or N
2O. The yields of the phosphorescence increase with increasing the amount of added SO
2, but not with added O
2, N
2, or N
2O, indicating that an intermolecular energy transfer occurs from the electronically excited SO
2 to 1,6-diphenyl-1,3,5-hexatriene in the adsorbed layer.
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Toshimi Shimizu, Mariko Mori, Hiroyuki Minamikawa, Masakatsu Hato
1989 Volume 18 Issue 8 Pages
1341-1344
Published: 1989
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Peptidic amphiphiles self-assembled to show the marked enhancement of circular dichroism in the aggregates. This fact was interpreted as the existence of the inter- and intramolecular strong exciton coupling of the amide and imide chromophores.
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Masanobu Watanabe, Hirotoshi Sano
1989 Volume 18 Issue 8 Pages
1345-1348
Published: 1989
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Ferrocenylruthenocene reacts with sulfuric acid-NH
4BF
4 to give a diamagnetic ferrocenylruthenocenium
+BF
4− salt, while it reacts with benzoquinone-BF
3(Et
2O) to give a paramagnetic ferrocenylruthenocenium
3+(BF
4−)
3 salt. Based on the results of
57Fe-Moessbauer spectroscopic studies, the Moessbauer parameters of the former salt are very similar to those of neutral ferrocenylruthenocene, suggesting that the structure of the salt is assumed to be [Cp(C
5H
4)Fe(C
5H
4)CpRu–RuCp(C
5H
4)Fe(C
5H
4)Cp]
2+(BF
4−)
2 in the solid state.
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Yutaka Morita, Toshio Agawa, Yasushi Kai, Nobuko Kanehisa, Nobutami Ka ...
1989 Volume 18 Issue 8 Pages
1349-1352
Published: 1989
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Calix[4]quinone and other functionalized calixarenes were synthesized in high yields. The crystal structure of the calix[4]quinone was determined by the X-ray diffraction method.
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Byong-tae Chang, Sung-jin Kim
1989 Volume 18 Issue 8 Pages
1353-1356
Published: 1989
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Effects of addition of potassium promoter on the catalytic properties of ultrafine particles of Fe metal prepared by the gas evaporation method have been studied for CO hydrogenation. The potassium promoter was found to be very effective in enhancing the catalytic activity and light olefin selectivity of UFP-Fe/TiO
2, an optimum amount of K
2CO
3/Fe being 6 wt%. Four kinds of TiO
2 with different physical and chemical properties were used as supports for UFP-Fe, and their effects on the activity and light olefin selectivity also have been discussed.
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Tohru Tsuchiya, Masahiko Yasumoto, Isao Shibuya
1989 Volume 18 Issue 8 Pages
1357-1360
Published: 1989
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The title reaction at 800 MPa, 70 °C, give 5-imino-1,4,2-dithiazoles, formed through 1,3-dipolar cycloaddition. These adducts decompose to the reactants on heating at ambient pressure. At 160 °C and 800 MPa, the reaction give thermally stable [1,2,4]dithiazolo[1,5-b][1,2,4]dithiazole-6a-S
IV derivatives.
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Shigekazu Yamazaki, Yasuyuki Yamazaki
1989 Volume 18 Issue 8 Pages
1361-1364
Published: 1989
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NiSO
4–K
2S
2O
8 has been found to be an efficient catalytic system for the selective oxidation of allylic alcohols to the corresponding unsaturated carbonyl compounds in excellent yields.
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Hiroshi Kawakami, Hajime Matsushita, Makoto Shibagaki, Yoshitake Naoi, ...
1989 Volume 18 Issue 8 Pages
1365-1368
Published: 1989
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Stereoselectivities in the coupling reactions between 1-α-chloro-2-deoxyribose derivative and silylated adenine have been examined under various conditions. The best result was obtained when the coupling reaction was carried out in 1,2,4-trichlorobenzene in the presence of triethylamine.
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Takashi Ishihara, Takao Shinozaki, Manabu Kuroboshi
1989 Volume 18 Issue 8 Pages
1369-1372
Published: 1989
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Treatment of 3-
F-alkyl-3-fluoro-2-propenyl phenyl or ethyl sulfoxide with trimethylsilyl triflate and a hindered amine produces the corresponding vinyl thionium ion species, which readily reacts with silyl enol ethers to give δ-
F-alkylated γ,δ-unsaturated carbonyl compounds. These compounds are converted into δ-
F-alkyl-α,β;γ,δ-unsaturated carbonyl compounds in good yields.
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Shuji Tomoda, Masakatsu Shimoda, Yoshito Takeuchi
1989 Volume 18 Issue 8 Pages
1373-1376
Published: 1989
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The steric compression effect (γ-effect) of γ-carbon on
77Se chemical shift in mono- and diselenogermanes has been first evaluated by
77Se NMR spectroscopy. The γ-gauche effect falls in the range between −59.1 and −13.6 ppm (upfield shift).
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T. Ken Miyamoto, Kojiro Okude, Kazuyuki Maeda, Hikaru Ichida, Yukiyosh ...
1989 Volume 18 Issue 8 Pages
1377-1380
Published: 1989
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The four optical isomers of mandelato(
trans-1,2-diaminocyclohexane)platinum(II) have been prepared. The X-ray crystal structure analyses of a pair of diastereomer have confirmed that the skeletal configuration of (
R)- or (
S)-mandelic acid has been retained on the chelation of platinum(II). Preliminary animal test against mice leukemia L1210 has been carried out using these compounds.
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Minoru Hanaya, Masamoto Iwaizumi
1989 Volume 18 Issue 8 Pages
1381-1384
Published: 1989
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The existence of the intramolecular motion and the most stable structure of the paramagnetic complexes, MeCpMo(CO)
3(
p-benzoquinone), formed by photochemical reaction of [MeCpMo(CO)
3]
2 with
p-benzoquinones were revealed by the EPR spectroscopic study.
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Syun-ichi Kiyooka, Maki Hamada, Hideaki Matsue, Ryoji Fujiyama
1989 Volume 18 Issue 8 Pages
1385-1386
Published: 1989
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Photochemical addition of alkylacylgermanes to styrene has been achieved to give regiose1ective 1 : 1 and 2 : 1 adducts of acylgermanes to styrene in good yields.
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Masato Hashimoto, Tai Hasegawa, Hikaru Ichida, Toschitake Iwamoto
1989 Volume 18 Issue 8 Pages
1387-1390
Published: 1989
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The two-dimensional host metal complex of the title inclusion compound is built of one-dimensional extension of cadmium atoms bridged doubly by ambidentate 1,9-diaminononane ligands and cross-linking of tetracyanonickelate(II) between the cadmium atoms in adjacent doubly-bridged chains. The cavity formed in the two-dimensional network accommodates a pair of the guest molecules.
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Hidemi Yoda, Koji Shirakawa, Kunihiko Takabe
1989 Volume 18 Issue 8 Pages
1391-1392
Published: 1989
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The anion of 4-phenylsulfonylbutenolide generated by deprotonation with lithium diisopropylamide reacted with a variety of electrophilic reagents regioselectively to afford 4-alkylated compounds, which were desulfurized in good yields to 4-substituted butenolides upon treatment with tri-
n-butyltin hydride.
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Makoto Onaka, Katsumi Higuchi, Keisuke Sugita, Yusuke Izumi
1989 Volume 18 Issue 8 Pages
1393-1396
Published: 1989
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Clay montmorillonite, calcium fluoride, and hydroxyapatite are found to be effective solid catalysts for the reactions of cyanotrimethylsilane with carbonyl compounds. Different catalytic functions of the solid catalysts are also elucidated.
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Teruaki Mukaiyama, Kouichi Kashiwagi, Shigekazu Matsui
1989 Volume 18 Issue 8 Pages
1397-1400
Published: 1989
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In the presence of a catalytic amount of a diphosphonium salt, the reaction of various imines, including 2-[
N-(diphenylmethyl)formimidoyl]-pyridine, with ketene silyl acetals proceeded smoothly to afford the corresponding β-aminoesters in good yields.
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Teruaki Mukaiyama, Hideo Sugimura, Takashi Ohno, Shu Kobayashi
1989 Volume 18 Issue 8 Pages
1401-1404
Published: 1989
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On treatment with a low valent titanium compound, a glyoxylate is reductively converted to the titanium enediolate, which reacts with carbonyl compounds to give the corresponding adducts, α,β-dihydroxycarboxylates, in good yields.
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Makoto Sato, Norio Miyaura, Akira Suzuki
1989 Volume 18 Issue 8 Pages
1405-1408
Published: 1989
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The cross-coupling reaction of alkylboronic acid esters with 1-alkenyl- or aryl halides is successfully catalyzed by PdCl
2(dppf) or Pd(PPh
3)
4 in the presence of thallium(I) hydroxide or carbonate to give the corresponding alkenes or arenes in good yields. The coupling reaction of arylboronic acid esters with aryl halides under similar conditions to provide biaryls is also described.
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Manabu Igawa, Masayuki Ichihara, Takashi Hayashita
1989 Volume 18 Issue 8 Pages
1409-1412
Published: 1989
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Electron transfer can be readily coupled to ion transport by a circulating current generated in a novel macromosaic membrane system as in a biological system. A circulating current in the system including an electron transfer membrane enhances ion transport and electron transfer through the membranes and a redox reaction causes ion transport or vice versa in this system.
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Tadashi Shiraiwa, Kazuyuki Shinjo, Hidemoto Kurokawa
1989 Volume 18 Issue 8 Pages
1413-1414
Published: 1989
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The asymmetric transformation of (
S)-proline ((
S)-Pro) through formation of the salt with (2
S,3
S)-tartaric acid achieved in the presence of 0.1 molar equivalent of butanal in butanoic acid at 80 °C to obtain (
R)-Pro. The purified salt gave (
R)-Pro with 100% optical purity in 85% yield.
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Kenkichiro Kobayashi, Satoshi Ichikawa, Genji Okada
1989 Volume 18 Issue 8 Pages
1415-1418
Published: 1989
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A film of single phase of Bi
2Sr
2CaCu
2O
x is prepared on a single crystalline SrTiCO
3 (100) at 923 K by the method of plasma assisted organometallic chemical vapor deposition. The c axis of the resulting film is oriented in the direction perpendicular to the substrate surface.
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Shigenobu Hayashi, Kikuko Hayamizu
1989 Volume 18 Issue 8 Pages
1419-1422
Published: 1989
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We have found that the isotropic peak position changes depending on the spinning rate of the sample in
63Cu,
65Cu,
127I, and
79Br magic-angle-sample-spinning (MAS) NMR of cuprous halides, CuI, CuBr, and CuCl. The mechanisms which cause the spinning-rate-dependent shift are briefly discussed.
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Katsunori Teranishi, Toshio Goto
1989 Volume 18 Issue 8 Pages
1423-1426
Published: 1989
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In the case of chemiluminescence of coelenterazine, effects of conformational rigidity of and hydrogen-bonding with the emitter, coelenteramide, on the chemiluminescence efficiency have been examined. Conformational rigidity has a light enhancing effect, whereas decreasing light yield was observed by hydrogen bond formation with the emitter.
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Sadao Tsuboi, Jun-ichi Sakamoto, Takashi Sakai, Masanori Utaka
1989 Volume 18 Issue 8 Pages
1427-1428
Published: 1989
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(−)-Avenaciolide
1 was synthesized highly stereoselectively in 7 steps from ethyl 3-chloro-4-oxododecanoate via the kinetic resolution of ethyl 4-acetoxy-3-chlorododecanoate by lipase-catalyzed hydrolysis.
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Shunzo Yamamoto, Hiroyuki Hokamura
1989 Volume 18 Issue 8 Pages
1429-1432
Published: 1989
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The intensity of the 326.1 nm resonance line of cadmium were measured at 485 °C and various pressures of the quenchers (methane, ethane, propane, butane, and isobutane). The quenching rate constants were determined on the basis of the Stern–Volmer plots. A dependence of the quenching cross-section on C–H bond strength was observed.
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Masato Yoshida, Naomi Satoh, Nobumasa Kamigata
1989 Volume 18 Issue 8 Pages
1433-1436
Published: 1989
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Diphenyl diselenide could be readily converted into cationic selenenylating reagent by treating with
m-nitrobenzenesulfonyl peroxide, and the intermediate was reacted with olefins in the presence of methanol, phenol, or electron-rich benzenes in one pot to afford methoxy-, phenoxy-, or arylselenenylated compounds, respectively.
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Susumu Hara, Naoki Toshima
1989 Volume 18 Issue 8 Pages
1437-1440
Published: 1989
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Poly(1,4-phenylene) (polyparaphenylene, PPP) film has been prepared by electrochemical polymerization of benzene using a composite electrolyte of aluminum chloride and copper(I) chloride. The growing side surfaces of the films prepared at +1.8 V and +3.0 V versus saturated calomel electrode show the fibrous structure, which is much different from those of other PPP films.
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Masahiro Watanabe, Paul Stonehart, Mikio Inoue, Hiroaki Fukui, Kishio ...
1989 Volume 18 Issue 8 Pages
1441-1444
Published: 1989
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Significant diffusion overpotential losses are encountered due to the carbon backing paper alone in phosphoric acid fuel cell electrodes. Above that, the diffusion overpotentials in the electrocatalyst layer are also significant, so gains are still to be made by further reducing both of these diffusion overpotentials. Since the overpotential in the backing paper is proportional to the thickness of the paper, reduction of the thickness is very important for the improvement of the electrode performance.
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Akira Mitsui, Akihiro Uehata, Hiroshi Nakamura, Taku Matsuo
1989 Volume 18 Issue 8 Pages
1445-1448
Published: 1989
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In porphyrin–viologen linked compounds, photoinduced electron-transfer from porphyrin to viologen was suppressed by Br
−, while the decay of the resulting triplet radical pair was accelerated by the same counterion. Contribution of heavy atom effects and CT interaction was suggested to explain the observed counterion effects.
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Yoshiro Hirai, Masaru Chintani, Takao Yamazaki, Takefumi Momose
1989 Volume 18 Issue 8 Pages
1449-1452
Published: 1989
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All four stereoisomers of a pyrrolidine derivative, which is useful as a versatile chiral building block for synthesis of several pyrrolizidine alkaloids, were prepared in high enantioselectivity by utilizing the Sharpless epoxidation of the intermediate allyl alcohol starting from propargyl alcohol.
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Junji Tanaka, Shuji Kanemasa, Hiroshi Kobayashi, Otohiko Tsuge
1989 Volume 18 Issue 8 Pages
1453-1456
Published: 1989
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Reactions of alkyl Grignard reagents with methyl 2-(trimethylsilyl)acrylate produce, after quenching with water, 1:2 adducts in most cases as single diastereomers. Tight chelation working in the 1:2 adduct anions would be responsible for such high chemo- and diastereoselectivities.
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Isao Shimizu, Toshiyuki Makuta, Masato Oshima
1989 Volume 18 Issue 8 Pages
1457-1460
Published: 1989
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Reaction of diallyl α-oxalcarboxylates with formic acid in the presence of palladium catalyst gave α-keto acid in good yields. When the reaction was carried out without formic acid, decarboxylation-allylation took place to give allyl β-allyl-α-keto carboxylates.
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Takeo Hamaya, Yaomi Kumagai, Naoto Koshizaki, Tokuzo Kanbe
1989 Volume 18 Issue 8 Pages
1461-1464
Published: 1989
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Electroless nickel deposition on glass beads was carried out by a new plating method without using stannous chloride, which needs a successive pretreatment with aminosilane and PdCl
2. It was presumed that metallic palladium nuclei was formed in the initial stage and initiated the plating.
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Tadashi Kometani, Eitaro Kitatsuji, Ryuichi Matsuno
1989 Volume 18 Issue 8 Pages
1465-1466
Published: 1989
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A practical procedure using ethanol as an energy source was developed on the baker’s yeast mediated bioreduction of prochiral ketones.
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Yoshihito Kunugi, Toshio Fuchigami, Tsutomu Nonaka
1989 Volume 18 Issue 8 Pages
1467-1470
Published: 1989
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A nickel electrode composite-plated with nickel and poly(tetrafluoroethylene) was used in the cathodic reduction of carbonyl compounds to give high current efficiencies for the corresponding alcohols in aqueous sulfuric acid. This fact may indicate that this hydrophobic electrode has apparently a high hydrogen-overvoltage and consequently suppresses effectively hydrogen evolution.
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Hiroshi Yamamoto, Tadashi Hanaya, Katsuhiko Ohmori, Heizan Kawamoto
1989 Volume 18 Issue 8 Pages
1471-1472
Published: 1989
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Starting with methyl 2,3-
O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside, methyl 5-deoxy-2,3-
O-isopropylidene-5-[(methoxy)methylphosphinyl]-α-D-lyxo-hexofuranoside (
8) was prepared (in 5 steps, 16% overall yield). The hexose
8 was converted into the title compounds, which were characterized as the 1,2,3,4,6-pentaacetates.
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Masahiro Kai, Motomi Katada, Hirotoshi Sano
1989 Volume 18 Issue 8 Pages
1473-1476
Published: 1989
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Mixed-valence binuclear ferrocenium salts with FeCl
4−, SnCl
62−, and ZnCl
42− anions were studied by using
57Fe-Mössbauer spectroscopy. The FeCl
4− and SnCl
62− salts show two types of the temperature dependence of the spectra, whereas the ZnCl
42− salt shows no temperature dependence, concluding that the valence state of iron atoms does not depend on the chemical nature of binuclear ferrocenyl cations but on the interactions through the cations and the anions in solid.
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Masahiro Kai, Motomi Katada, Hirotoshi Sano
1989 Volume 18 Issue 8 Pages
1477-1480
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A binuclear ferrocenyl derivative with phenyl groups and its mixed-valence triiodide salt were prepared. The
57Fe-Mössbauer spectra of the triiodide salt show that the temperature dependence of mixed-valence state is different from that of biferrocenium triiodide but rather similar to those of dialkylbiferrocenium salts which show an averaged-valence state at high temperatures.
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Takeshi Yamamura, Makoto Tadokoro, Miho Hamaguchi, Reiko Kuroda
1989 Volume 18 Issue 8 Pages
1481-1484
Published: 1989
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A new member was added to the class of thiolatoamine nickel complexes with square planar NiS
2N
2 geometry. Synthetic route of the compound, (
N,
N′-ethylenebis(o-mercaptobenzylaminato))nickel(II), Ni(ebmba), and the the result of X-ray structural analysis were presented. The structure and the electrochemical behavior were compared with those of (
N,
N′-ethylenebis(thiosalicylideneaminato))nickel(II), Ni(tsalen).
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Eiichi Suzuki, Masaki Okamoto, Yoshio Ono
1989 Volume 18 Issue 8 Pages
1485-1486
Published: 1989
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Exchgangeable Cl
− anions in the interlayer sites of a hydrotalcite-like mineral, Mg
6Al
2(OH)
16Cl
2·4H
2O, catalyzed a halide-exchange reaction between C
6H
5CH
2Cl and C
4H
9Br or C
4H
9I in toluene or in DMF. Thus, for example, a reaction between C
6H
5CH
2Cl (33 mmol) and C
4H
9Br (195 mmol) in DMF at 343 K for 20 h gave C
6H
5CH
2Br with a 90% yield on a C
6H
5CH
2Cl basis.
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Eiichi Suzuki, Masaki Okamoto, Yoshio Ono
1989 Volume 18 Issue 8 Pages
1487-1490
Published: 1989
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The hydrotalcite-like mineral containing interlayer Cl
− or CH
3O
− anions catalyzed a reaction, 4 (CH
3O)
3SiH → 3 (CH
3O)
4Si + SiH
4. Thus, for example, when 41 mmol of (CH
3O)
3SiH was subjected to the reaction at 323 K for 6 h in the presence of 0.62 g of the mineral containing interlayer CH
3O
− anions (2.0 mmol of CH
3O
− anions), the conversion of (CH
3O)
3SiH was 83%.
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Minae Mure, Shinobu Itoh, Yoshiki Ohshiro
1989 Volume 18 Issue 8 Pages
1491-1494
Published: 1989
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Reaction of the coenzyme PQQ with several α,ω-diaminoalkanes was examined in the CTAB micellar system. α,ω-Diaminoalkanes having 4 to 10 methylene carbons were oxidized to the corresponding aminoaldehydes by PQQ efficiently. On the other hand, ethylenediamine showed competitive inactivation by forming the cyclic adduct, a pyrazine derivative. The reaction mechanism is also discussed.
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Akitami Ichihara, Masaaki Hashimoto, Takamasa Hirai, Ichiro Takeda, Ya ...
1989 Volume 18 Issue 8 Pages
1495-1498
Published: 1989
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Structure of (+)-orthosporin, a phytotoxic metabolite isolated from
Rhynchosporium orthosporum has been elucidated from spectroscopic data and chemical reaction, and the stereochemistry of (+)-orthosporin and (+)-diaporthin has been confirmed by the synthesis.
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