-
Younosuke Araki, Yoshifusa Arai, Tadatoshi Endo, Yoshiharu Ishido
1989 Volume 18 Issue 1 Pages
1-4
Published: 1989
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Photoirradiation of a solution of 3-
O-benzyl-6-deoxy-1,2-
O-isopropylidene-α-
D-
xylo-hexofuranos-5-ulose in benzene for 92 h gave (6
S)-3,6-anhydro-1,2-
O-isopropylidene-5-
c-methyl-6-
c-phenyl-α-
D-gluco- and -β-
L-idofuranose in 54% and 11% yield, respectively. Related photocyclizations and solvent effects in the reactions were also described.
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Akio Takuwa
1989 Volume 18 Issue 1 Pages
5-8
Published: 1989
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The [4+2]photocycloaddition reactions between 1,2-naphthoquinone and olefins have been investigated. From the results of the stereochemistry and the regiochemistry of the adducts, it is concluded that the carbonyl oxygen atom at the position 2 in the photoexcited triplet state of 1,2-naphthoquinone attacks selectively one of the olefinic carbons.
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Akio Takuwa, Miho Sumikawa
1989 Volume 18 Issue 1 Pages
9-12
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Irradiation of 1,2-naphthoquinone in the presence of electron rich olefins such as 2-methoxypropene, ethyl vinyl ether, or 2,3-dihydrofuran, afforded two isomers of cycloadducts, i.e., dihydrodioxins and dihydrofuran derivatives. The distributions of these two products strongly depended on the solvent polarities. In the reaction in benzene, dihydrodioxins were almost exclusively obtained, whereas in acetonitrile or methanol dihydrofuran derivatives were exclusively produced in high yields.
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Senji Takahashi, Nobuo Mori
1989 Volume 18 Issue 1 Pages
13-14
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The coupling of bis(bromomethyl)benzenes with iodized samarium, cerium or Misch metal gives [2.2]cyclophanes in satisfactory yields in a short time.
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Atsushi Ogata, Akio Kazusaka, Akiko Yamazaki, Michio Enyo
1989 Volume 18 Issue 1 Pages
15-18
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The formation of silicomolybdic acid induced by the preadsorbed or catalytically formed water on MoO
3/SiO
2 was evidenced by typical heteropoly acid catalysed reactions, isomerization of 1-butene or dehydration of 2-propanol.
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Yasunori Yoshioka, Takanori Tanaka, Masami Sawada, Masahiro Irie
1989 Volume 18 Issue 1 Pages
19-22
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Molecular and crystal structures of
E- and
Z-isomers of 2,5-dimethyl-3-furylethylidene(isopropylidene)-succinic anhydride were examined. Both isomers have structures twisting between the furan ring and the succinic anhydride portion. The photocyclization reaction is initiated by a π–π* transition from each part of the molecule, not from a π-orbital delocalized over the molecule.
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Hideyuki Hanazawa, Jun Hirabayashi, Hiroshi Yoshida
1989 Volume 18 Issue 1 Pages
23-26
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The carboxy terminal asparagine residue of ribonuclease F
1 has been shown to be replaced by an aspartic acid residue in the isoform, ribonuclease F
2. A new name ribonuclease F
1′ has been proposed for this isoform. The previously reported primary structure of ribonuclease F
1 has been corrected at two positions.
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Shunichi Fukuzumi, Seiji Mochizuki, Toshio Tanaka
1989 Volume 18 Issue 1 Pages
27-30
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Metalloporphyrin-catalyzed reduction of dioxygen by ferrocene derivatives occurs efficiently
via outer-sphere electron transfer from ferrocene derivatives to metalloporphyrins (MTPP
+), followed by acid-catalyzed reduction of dioxygen by MTPP in the presence of perchloric acid in acetonitrile.
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Shunichi Fukuzumi, Makoto Chiba, Toshio Tanaka
1989 Volume 18 Issue 1 Pages
31-34
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Various ketones are readily reduced by an acid-stable NADH model compound, 10-methylacridan (AcrH
2), in the presence of perchloric acid in acetonitrile. Rates of the acid-catalyzed reduction of ketones by unprotonated AcrH
2 are well correlated with rates of the acid-catalyzed photoinduced electron-transfer reactions from the excited state of [Ru(bpy)
3]
2+ to the ketones.
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Shunichi Fukuzumi, Kumiko Tanii, Toshio Tanaka
1989 Volume 18 Issue 1 Pages
35-38
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Radical cations of dihydropteridine and dihydroflavin are formed in the photoreduction of pteridine and flavin analogues, respectively, by benzyl alcohol derivatives in the presence of perchloric acid in acetonitrile
via photoinduced electron transfer from benzyl alcohol derivatives to the triplet excited states of protonated pteridine and flavin analogues. Their ESR spectra and the stabilities are compared.
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Noboru Matsumura, Osamu Mori, Masaaki Tomura, Shigeo Yoneda
1989 Volume 18 Issue 1 Pages
39-42
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Tetraazapentalenes (R = CH
3 and CH
2=CHCH
2) reacted with isocyanates to give new types of tetraazapentalenes, (
2) and (
3). The compounds,
2 and
3 were also obtained by the reaction of isocyanates with thiadiazolopyrimidines.
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Masanobu Awano, Hiroyoshi Takagi, Yasuyoshi Torii, Norimitsu Murayama, ...
1989 Volume 18 Issue 1 Pages
43-46
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The powder of oxide superconductor was synthesized by the mist pyrolysis method. Ba
2YCu
3O
7−y single phase particles were produced at reaction temperature of about 950 °C. The particle size changed with the concentration of starting solution and was about 0.1 μm diameter at the concentration of 0.00125 mol/l. They had homogeneity as the result of pyrolysis of droplets, including stoichiometric components.
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Toru Arai, Ken-ich Maruya, Kazunari Domen, Takaharu Onishi
1989 Volume 18 Issue 1 Pages
47-50
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Irreversibly adsorbed CO at 273 K on partially reduced CeO
2 was hydrogenated to form C
1–C
6+ hydrocarbons at 473 K. The amount of adsorbed CO and the rate of hydrocarbon formation increased with increasing the extent of reduction of CeO
2·Ce
3+ and/or oxygen vacancy on the surface is an active center for the adsorbed CO hydrogenation.
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Yushin Nakamura
1989 Volume 18 Issue 1 Pages
51-54
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The iron complex-substituted psoralen (
1) having a moiety capable of photochemically cross-linking to DNA and a DNA cleaving moiety was synthesized. The photoreaction of which is noniron complex of
1, with Col E1 plasmid DNA gave the covalently interstrand cross-linked DNA which was cleaved in the presence of FeSO
4 and dithiothreitol under air.
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Tamotsu Inabe, Yusei Maruyama
1989 Volume 18 Issue 1 Pages
55-58
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The crystal obtained by electrocrystallization of potassium dicyanophthalocyaninatocobalt (III), K[Co(Pc) (CN)
2], in acetonitrile has been found to be a cation deficient salt, K[Co(Pc)(CN)
2]
2(CH
3CN)
5. The structural study has indicated that partly overlapped phthalocyanine rings form a two-dimensional sheet.
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Satoshi Ushida
1989 Volume 18 Issue 1 Pages
59-60
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The effective use of a nicotinoyl group as an easily introducible and cleavable protective group for hydroxyl and amino groups is described. Deprotection by alkaline hydrolysis is performed after activation by quarternization of pyridine moiety with methyl iodide.
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Michiharu Kato, Youichi Tooyama, Akira Yoshikoshi
1989 Volume 18 Issue 1 Pages
61-64
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A benzylic hydroxyl group activated by the 2,6-dimethoxy-4-methylphenyl group was proved to be a remarkably reactive nucleofuge in 1,3-diol fragmentation under mild conditions. 4-(2,2,6-Trimethyl-6-vinylcyclohexyl)-2-butanone, a seco-sesquiterpene, was synthesized by using a fragmentation product thereby obtained.
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Kimihisa Yamamoto, Toshio Asada, Hiroyuki Nishide, Eishun Tsuchida
1989 Volume 18 Issue 1 Pages
65-68
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Hydroquinone is electro-oxidatively polymerized to poly(dihydroxyphenylene), which is a Nernstian-type electroactive polymer (E° = 0.7 V in acidic medium) and shows a redox reaction through two-electron transfer accompanied with 4 protons dissociation on Pt electrode.
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Toshiyuki Inazu, Takashi Yamanoi
1989 Volume 18 Issue 1 Pages
69-72
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β-Glucosides were stereoselectively obtained in good yields from 3,4,6-tri-
O-benzyl-2-benzyloxycarbonylamino-2-deoxy-α-
D-glucopyranosyl dimethylphosphinothioate with several alcohols in the presence of iodine and a catalytic amount of trityl or perchlorate salts.
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Hideharu Morimoto, Isamu Kinoshita, Masayasu Mori, Yoshimasa Kyogoku, ...
1989 Volume 18 Issue 1 Pages
73-76
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The vibrational circular dichroism of (1
R,2
R)-diaminocyclohexane complexes of Pd(II), Cu(II), Ni(II), and Co(III) in CD
3CN are characterized by positive and negative bands for the antisymmetric and symmetric NH
2 stretching vibrations, respectively. This feature is attributable to the λ conformation of the chelate ring.
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Masahiro Miura, Kenji Itoh, Masakatsu Nomura
1989 Volume 18 Issue 1 Pages
77-78
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The carbonylation of arylsulfonyl chlorides with a catalytic amount of tetrakis(triphenylphosphine)palladium(0) in the presence of a titanium tetraalkoxide gives the corresponding esters along with diaryl disulfides.
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ESR and Structure of Cation Radicals of 2,3,6,7-Tetrahydro-1,4,5,8-tetrathiaanthracene and 2,3,6,7-Tetrahydro-1,4,5,8-tetrathiaphenanthrene
Kenji Morihashi, Osamu Kikuchi, Tatsuya Nabeshima, Satoru Iwata, Naomi ...
1989 Volume 18 Issue 1 Pages
79-82
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The cation radicals of 2,3,6,7-tetrahydro-1,4,5,8-tetrathiaanthracene (HTA) and 2,3,6,7-tetrathia-1,4,5,8-tetrathiaphenanthrene (HTP) have been characterized by ESR spectroscopy. The remarkable alternating linewidth effects were observed in the spectra of HTA
+• and HTP
+• both in concd H
2SO
4 and in AlCl
3/CH
3NO
2.
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Taichi Nakano, Hidehisa Nakamura, Yoichiro Nagai
1989 Volume 18 Issue 1 Pages
83-86
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Seiichi Takano, Atsushi Kijima, Takumichi Sugihara, Shigeki Satoh, Kun ...
1989 Volume 18 Issue 1 Pages
87-88
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Thermolysis of (−)-vincamine in DMF using a microwave oven has brought about total racemization via concurrent Diels–Alder cycloreversion and cycloaddition.
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Katsumi Yonemoto, Isao Shibuya
1989 Volume 18 Issue 1 Pages
89-90
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The reaction of various heterocyclic cation compounds with I
2/NH
4OH resulted in ring expansion on nitrogen atom. The similar ring expansion reaction occurred on the corresponding triiodides with NH
4OH. The reaction mechanism based on initial nucleophilic attack of NH
3 on cations, subsequent oxidative iodination, and liberation of I
− is proposed.
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Nobuo Kato, Xue Wu, Shinya Tanaka, Hitoshi Takeshita
1989 Volume 18 Issue 1 Pages
91-94
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An improved eight-membered ring closure by means of a Lewis acid-catalyzed ene-reaction of an iridoid dimer produced a tricyclic derivative which was further converted to cycloaraneosene and its congener, “hydroxycycloaraneosene”. Total synthesis of the latter established its structure to be 8β-hydroxy derivative, not as the originally-proposed 9α-.
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Akira Ohki, Masanobu Yamura, Seishi Kumamoto, Shigeru Maeda, Toshio Ta ...
1989 Volume 18 Issue 1 Pages
95-98
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Dicationic type anion-exchange extractants, C
nBP, extracted organic dianionic species to a much greater degree as compared with classical monocationic extractants (Capriquat, etc.). This high extraction ability was applied to poly(vinyl chloride) (PVC) membrane electrode (coated-wire type). The electrode was found to be highly selective to 1,5-naphthalenedisulfonate anion (NDS
2−).
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Masami Inoue, Toshitaka Uragaki, Hiroshi Kashiwagi, Saburo Enomoto
1989 Volume 18 Issue 1 Pages
99-100
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The oxidation of methacrylic acid esters to pyruvic acid esters was carried out with aqueous H
2O
2 in CH
3CN in the presence of a catalytic amount of chromium compounds such as Cr(III)(acac)
3, chromium salts, and chromic acid. The oxidation of methyl methacrylate in the presence of chromic acid and triethylamine (1:1) gave an 82% conversion with a 72% selectivity to methyl pyruvate at 40 °C for 20 h.
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R. P. Gandhi, M. P. S. Ishar
1989 Volume 18 Issue 1 Pages
101-104
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Unlike the reactions of tropone with tetraethylallenetetracarboxylic ester and phenylsulphonylpropa-1,2-diene reported in the literature (which yield 2+8 cycloadducts), thermal additions involving tropone and ethyl penta-2,3-dienoate, ethyl hexa-2,3-dienoate and ethyl 4-methylhexa-2,3-dienoate occur predominantly in a 2+4 manner. The reactions are of mechanistic significance.
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Isamu Inamura, Masayuki Isshiki, Takeo Araki
1989 Volume 18 Issue 1 Pages
105-108
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Lipid-soluble vitamins A
1, E, D
2, and K
1, were solubilized in water by forming complexes with poly(
N-vinylpyrrolidone) (PVP). The effects of ultraviolet (UV) irradiation and hydrogen peroxide on the vitamin–PVP complexes in water were examined by measuring absorption spectra, and compared with those on the vitamins in ethanol.
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Yuzo Nishida, Sachiko Haga, Tadashi Tokii
1989 Volume 18 Issue 1 Pages
109-112
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From the reaction mixture of [Fe
3O(CH
3COO)
6(H
2O)
3]Cl and
N-alkyl(R)-
N,
N-bis(benzimidazol-2-ylmethyl)amine, (μ-oxo)bis(μ-acetato)diiron(III) complexes were prepared for R = ethyl, n-propyl, n-butyl, and benzyl. On the other hand, (μ-hydroxo)bis(μ-acetato) structure was inferred for the complexes with R = –CH
2CH
2OH based on the magnetic and spectroscopic results.
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Yoshikazu Shizuri, Mitsuru Ohkubo, Shosuke Yamamura
1989 Volume 18 Issue 1 Pages
113-116
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Some phenols with an olefinic double bond at the side chain have been subjected to anodic oxidation under various conditions to afford tricyclo[5.3.1.0
1,5]undec-9-en-8,11-diones and two different spiro compounds, precursors of bioactive natural products.
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Tsutomu Katsuki, Takeshi Hanamoto, Masaru Yamaguchi
1989 Volume 18 Issue 1 Pages
117-118
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The C
19–C
27 fragment of the ansa chain part of rifamycin S was stereoselectively synthesized from (4
Z)-1,2-epoxy-3-methyl-4-hexene by reiterative use of stereoselective epoxidation of
cis-homoallylic alcohol and regioselective opening of the resulting epoxy alcohol as key steps.
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Kojiro Okude, Hikaru Ichida, T. Ken Miyamoto, Yukiyoshi Sasaki, Tazuko ...
1989 Volume 18 Issue 1 Pages
119-120
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Di-μ-sulfoacetato-bis[(1
R,2
R)-1,2-diaminocyclohexane]platinum(II), [Pt(C
6N
2H
14)]
2(CO
2CH
2SO
3)
2, has been synthesized. The complex has a di-μ-carboxo bridged dinuclear structure and shows significant antitumor activity against mice leukemia L1210.
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Hiroshi Yamamoto, Tadashi Hanaya, Heizan Kawamoto, Saburo Inokawa
1989 Volume 18 Issue 1 Pages
121-124
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Methyl 2,3-
O-isopropylidene-β-
D-ribopyranoside was converted (in 4 steps) into methyl 4-deoxy-4-[(dimethoxy)phosphinyl]-2,3-
O-isopropylidene-β-
D-ribopyranoside (
10a, 30% overall yield). The title compounds were readily derived from
10a and characterized as the 4-deoxy-4-(methoxyphosphinyl) tetraacetates.
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Fumiyuki Ozawa, Isao Yamagami, Masataka Nakano, Fuminari Fujisawa, Aki ...
1989 Volume 18 Issue 1 Pages
125-128
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Aromatic aldehydes (ArCHO: quinoline-8-carbaldehyde and
o-(
N,
N-dimethylamino)benzaldehyde) react with tertachloropalladate(II) through a C–H activation reaction to give the corresponding aroylpalladium complexes, which afford α-keto amides (
) in high yields upon carbonylation with piperidine. Attempts for double carbonylation through orthopalladation reactions of aromatic hydrocarbons are also reported.
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Haruo Akashi, Takashi Shibahara, Taeko Narahara, Hiroaki Tsuru, Hisao ...
1989 Volume 18 Issue 1 Pages
129-132
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Two cubane-type molybdenum aqua compounds, [Mo
4OS
3(H
2O)
12](CH
3·C
6H
4·SO
3)
5·14H
2O and [Mo
4OS
4(H
2O)
12](CH
3·C
6H
4·SO
3)
5·14H
2O have been prepared, and characterized by X-ray crystallography, electronic spectroscopy, and cyclic voltammetry. Their reduced species, [Mo
4OS
3(H
2O)
12]
4+ and [Mo
4S
4(H
2O)
12]
4+, have also been characterized.
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Tomokazu Matsue, Atsushi Aoki, Takayuki Abe, Isamu Uchida
1989 Volume 18 Issue 1 Pages
133-136
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An electrochemical flow-through detector with indium–tin oxide interdigitated microelectrode arrays was used for the determination of catecholamines. This detector showed amplification of the current signals by redox cycling. The undesired response due to ascorbic acid can be eliminated by coating the electrode surface with Nafion.
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Hiroaki Yanagisawa, Sadao Ishihara, Akiko Ando, Takuro Kanazaki
1989 Volume 18 Issue 1 Pages
137-140
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Reduction of (6
R)-6-amino-6,7-dihydro-2-thienyl-1,4-thiazepin-5(4
H)-one derivatives with Mg–MeOH gave the corresponding perhydrothiazepinones. Protection with trityl group at the 6-amino group gave predominantly the 2
S,6
R isomer which was converted to the potent angiotensin-converting enzyme (ACE) inhibitor. The ACE inhibitor having the 6,7-dihydro-l,4-thiazepin-5(4
H)-one ring was also prepared.
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Hiroyuki Itoh, Toshiya Saito, Toshimichi Shibue, Eiichi Kikuchi
1989 Volume 18 Issue 1 Pages
141-144
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Liquid phase methanol synthesis was investigated over ultrafine particle (UFP) catalysts prepared by chemical deposition in liquid phase. The UFP prepared by reduction of Cu and Zn acetylacetonates by LiAlH
4 in THF solution showed a very high methanol productivity which is greater than twice that of a Cu–Zn–Al coprecipitated oxide catalyst.
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Teruaki Mukaiyama, Tetsuro Shimpuku, Tohru Takashima, Shu Kobayashi
1989 Volume 18 Issue 1 Pages
145-148
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1,2-
cis-Ribofuranosides are stereoselectively prepared in high yields by the reaction of 1-
O-acetyl-β-
D-ribose with silylated nucleophiles by the promotion of a new catalyst system, the combined use of a catalytic amount of tin(IV) chloride and tin(II) triflate with a stoichiometric amount of lithium perchlorate.
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Bo-Qing Xu, Tsutomu Yamaguchi, Kozo Tanabe
1989 Volume 18 Issue 1 Pages
149-152
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A peparation of hybrid catalysts of SiO
2·Al
2O
3–MgO (SA/MgO) and silanized MgO (SiOx/MgO) was attempted for the purpose of obtaining a new category of the acid-base bifunctional catalyst. The resultant catalyst was applied to the catalytic decomposition of alkylamines to yield acetonitrile via a dealkylation–dehydrogenation reaction.
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Akira Tohara, Mitsuo Sato
1989 Volume 18 Issue 1 Pages
153-156
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Hydroxo(tetramesitylporphinato)iron(III) in degassed benzene, toluene, and ethylbenzene is confirmed to be reduced to the four coordinate ferrous complex upon irradiation with light λ > 300 nm. Production of diphenyl and solvent dependence of photoreduction rates support the concurrent generation of hydroxyl radical along with the ferrous complex production.
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Kazuo Iguchi, Soichiro Kaneta, Hiroto Nagaoka, Yasuji Yamada
1989 Volume 18 Issue 1 Pages
157-160
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The clavulone derivatives (1-
O-demethylclavulone II and 4-
O-deacetylclavulone II) were synthesized from clavulone II (
1) by selective enzymatic hydrolysis of
1 using porcin liver esterase (PLE) and orange peel acetylesterase, respectively. The derivative (12-
O-deacetylclavulone II) was synthesized by organocuprate reduction of 10,11-epoxyclavulone II which was prepared from
1.
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Yuzo Nishida, Sachiko Haga
1989 Volume 18 Issue 1 Pages
161-162
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Iron(II) complex with 1,3-bis(2-benzimidazyl)-2-thiapropane is stable in air in both the solid and the solution states. This complex is oxidized to Fe(III) state by 13(S)-hydroperoxy-9Z,11E-octadecadienoic acid, and the Fe(III) species is readily reduced to Fe(II) state by phenidone. This suggests the presence of thioether group in the coordination sphere of native lipoxygenase.
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Chulabhorn Mahidol, Vichai Reutrakul, Chitchanun Panyachotipun, Gunnig ...
1989 Volume 18 Issue 1 Pages
163-166
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The reactions of lithio α-chloromethyl and α,α-dichloromethyl phenyl sulfoxides with enones gave 1,2 and 1,4 adducts respectively. The reaction of the latter carbanion with enones provides a useful synthesis of novel substituted cyclopropanes.
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Yong Hae Kim, Sang Chul Lim, Mikio Hoshino, Yasuo Ohtsuka, Takeshi Ohi ...
1989 Volume 18 Issue 1 Pages
167-170
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The spin trapping studies by ESR have demonstrated that O
2−• efficiently reacts with 2-nitrobenzenesulfonyl chloride, 2-nitrobenzenesulfinyl chloride, and diphenylphosphoryl chloride, to result in the formation of their peroxyl radicals, some of which have been key intermediates for site-selective oxidation of certain organic molecules and argued whether they exist as anion and/or radical form.
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Hayao Imamura, Kazuyoshi Koda, Hiroshi Miura, Susumu Tsuchiya
1989 Volume 18 Issue 1 Pages
171-172
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TiCl
4 or Ti(
O-
i-Pr))
4-treated low valent, highly dispersed lanthanide particles (Sm and Yb) prepared by metal vapor deposition exhibited the activity for propylene metathesis at 333–473 K. Propylene was selectively converted to ethylene and but-2-ene.
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