-
Akihiko Tsuge, Tsuyoshi Sawada, Shuntaro Mataka, Masashi Tashiro
1992 Volume 21 Issue 3 Pages
345-348
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Metacyclophanes having three aromatic rings in their skeleton were prepared. Their conformational properties were estimated by the
1H NMR spectra and the X-ray analysis. It was proved that they assume a “folded inwards” or an “alternate” conformation depending on a slight difference in the structure of the internal substituent.
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Yuzuru Masuda, Yutaka Nunokawa, Masayuki Hoshi, Akira Arase
1992 Volume 21 Issue 3 Pages
349-352
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A catalytic amount of LiBEt
3H (1%) promoted markedly the reactions of BH
3 in tetrahydrofuran (THF) with stoichiometric amounts of alcohols (1:2 and 1:3) to provide corresponding trialkoxyboranes and dialkoxyboranes quantitatively under mild reaction conditions.
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Keisuke Umeda, Hiroshi Ikeda, Asao Nakamura, Fujio Toda
1992 Volume 21 Issue 3 Pages
353-356
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The intermolecular association of NAD
+ and Rh(terpy)
23+ was confirmed with NMR spectroscopy. The protons of adenine in NAD
+ was shifted to upfield by the addition of Rh(terpy)
23+. ROESY spectrum showed intermolecular NOE between aromatic protons of those compounds. From these observations, the structures of complex of Rh(terpy)
23+ and NAD
+ were proposed.
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Satoru Iwata, Cheng-Ping Qian, Kiyoshi Tanaka
1992 Volume 21 Issue 3 Pages
357-360
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Lithiation of 3,5-dimethyl- and 5-trifluoromethyl-1-phenylpyrazoles with butyllithium is found to be directed to an
ortho position. The
ortho direction is ascribed to coordination of lithium with pyrazole 2-nitrogen or 5-trifluoromethyl group, respectively.
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Hideo Tomioka, Kazunori Komatsu
1992 Volume 21 Issue 3 Pages
361-364
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Irradiation (λ > 300 nm) of 3-methoxy-1,2,3-benzotriazin-4-one (
3) matrix isolated in Ar at 10 K resulted in the formation of E- and Z-1-(methoxyazo)benzazetinones which reproduced
3 upon irradiation of light of λ > 350 nm, thus constituting a new photochromic system consisting of ternary components.
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Makoto Ogawa, Masahiro Hirata, Kazuyuki Kuroda, Chuzo Kato
1992 Volume 21 Issue 3 Pages
365-368
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Maleic and methylmaleic acids were intercalated into montmorillonite by solid-solid reactions, whereas their geometrical isomers (
trans-forms), fumaric and methylfumaric acids, were not intercalated. Both maleic and fumaric acids were intercalated into Na-montmorillonite, when the ethanolic solutions were used. Both the difference in the crystal structures of the guest species and the ability of
cis-isomer to form a chelate like structure with the interlayer cations are thought to be concerned for the novel selectivity in the solid-state.
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Kazunari Yoshizawa, Akihisa Chano, Akihiro Ito, Kazuyoshi Tanaka, Toki ...
1992 Volume 21 Issue 3 Pages
369-372
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The electron spin resonance (ESR) of the quartet state of 1,3,5-tris(diphenylamino)benzene (TDAB) is reported. The orange-colored cationic radical is prepared by oxidation of TDAB with trifluoroacetic anhydride in a tetrabutylammonium tetrafluoroborate-CH
2Cl
2 solution. The ESR spectrum reveals that the cationic radical shows a typical quartet signal and that it is extremely stable at room temperature.
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Shu Kobayashi, Isamu Shiina, Jun Izumi, Teruaki Mukaiyama
1992 Volume 21 Issue 3 Pages
373-376
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Optically active α-alkoxy-α-methyl-β-hydroxy ester derivatives are prepared starting from racemic α-alkoxy propionic acid ester derivatives by way of asymmetric aldol reaction of the corresponding achiral intermediates. (−)-2-C-Methyl-D-threono-1,4-lactone is conveniently synthesized by using this methodology.
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Jun-ichiro Setsune, Yoshihiro Ishimaru, Akira Sera
1992 Volume 21 Issue 3 Pages
377-380
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The treatment of [(tpp)Fe
IIICl] [tpp = tetraphenylporphyrin dianion] with NaBH
4 in the presence of alkenes afforded σ-type organoiron(III) porphyrins, the structure of which was analyzed by paramagnetic
1H NMR. While 1-alkenes were hydrometallated to give σ-(1-methylalkyl)Fe
III(tpp) along with a small amount of σ-(alkyl)Fe
III(tpp), 2- and 3-alkenes yielded σ-(1-methylalkyl)Fe
III(tpp) complexes without any regioisomers.
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Tsuyoshi Satoh, Jun-ichi Shishikura, Yasumasa Hayashi, Koji Yamakawa
1992 Volume 21 Issue 3 Pages
381-384
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Lithium-chlorine exchange of α-chloro α-sulfonyl ketones, easily prepared from 1-chloroalkyl aryl sulfoxides and aldehydes in good yields, with
n-butyllithium gave α-sulfonyl ketones in high yields. Some trials to trap the enolate intermediate were carried out.
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Taro Tsubomura, Osamu Igarashi, Makoto Morita
1992 Volume 21 Issue 3 Pages
385-388
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Circularly polarized luminescence of [Ru(diimine)
3]
2+-Ag
+ exciplexes in aqueous solution (diimine = 2,2′-bipyridine (bpy) and 1,10-phenanthroline (phen)) was studied. Remarkable enhancement of the emission dissymmetry factor g
em is observed for the exciplex.
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Yoshimitsu Suda, Seiji Yago, Motoo Shiro, Takeo Taguchi
1992 Volume 21 Issue 3 Pages
389-392
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Highly diastereoselective alcoholysis of σ-symmetric dicarboxylic acid anhydrides was performed using 1-phenyl-3,3-bis(trifluoromethyl)propan-1,3-diol. The importance of the geminally trifluoromethylated carbinol moiety for achieving a high degree of chiral induction was confirmed from lower diastereoselectivity with the hydroxyl protected 1,3-diol or with the similar 1,3-diols having hydrocarbon substituents instead of the trifluoromethyl group.
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Shiro Kobayashi, Isao Kaneko, Hiroshi Uyama
1992 Volume 21 Issue 3 Pages
393-394
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Enzymatic oxidation polymerization of
o-phenylenediamine using horseradish peroxidase as a catalyst was carried out in an aqueous organic solvent. Polymeric materials with average molecular weight of 20 000 were obtained. The structure of the polymer was found to be composed mainly from imino-2-aminophenylene unit from
13C NMR analysis.
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Mami Kawaguchi, Shoji Satoh, Miwako Mori, Masakatsu Shibasaki
1992 Volume 21 Issue 3 Pages
395-398
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A stereoselective synthesis of
trans-decalins has been developed by use of regiocontrolled 6-
endo-
trig-radical cyclization of alkenyl bromides with an
exo-methylene group in cyclohexane ring.
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Noriko Sato, Yutaka Fukuda
1992 Volume 21 Issue 3 Pages
399-402
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We have prepared hydrogenphosphate ion-sensing electrodes containing Ni(II) mixed ligand complexes, [Ni(dike)(diam)]X where dike = β-diketonate, diam = N,N′-polyalkylated ethylenediamine, and X = ClO
4− or B(C
6H
5)
4− which are non-coordinating anions. In the case of electrodes containing perchlorate complexes as a sensing material, an electrochemical response to hydrogenphosphate ions has been observed, but not in the case of the tetraphenylborate complexes.
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Ulf Pindur, Christian Otto
1992 Volume 21 Issue 3 Pages
403-406
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3-Acylindoles react with α-amino-α′-diphenylphosphin-oyl-substituted carbanions to 3-(2′-aminovinyl)indoles (
7 and
12) Via carbinols. The electron-rich 3-vinylindoles
7 and
12 undergo Diels-Alder reactions with
N-phenylmaleimide.
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Mitsuji Yamashita, Akihito Iida, Koichi Ikai, Tatsuo Oshikawa, Tadashi ...
1992 Volume 21 Issue 3 Pages
407-410
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Treatment of 1-phenyl-2-phospholene 1-oxide with
N-bromoacetamide or bromine afforded
threo and
erythro bromohydrins, the latter being converted into novel
N-glycosides by reaction with amines. The
N-
t-butyl phosphono sugar glycoside exists in the
2E conformation.
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Akiyoshi Matsuzaki, Yoshiaki Hamada
1992 Volume 21 Issue 3 Pages
411-414
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A veins-of-leaf cluster is formed on the window surface of a reaction cell in N
2-laser-induced aerosol formation from CS
2 vapor. The infrared spectrum of this cluster is similar to that of the floating substance collected on a small KBr plate placed in the center of the reaction cell, and rather different from that of the sedimentary material. It is noteworthy that there are characteristic bands, which are present only in the spectrum of this cluster. The X-ray diffraction analysis indicates that an amorphous structure is much major in the cluster.
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Yusaku Takita, Tomoya Sakai, Yukako Mizuhara, Tatsumi Ishihara
1992 Volume 21 Issue 3 Pages
415-418
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Adsorption of water vapor on crystalline compounds of V-P-O was examined by a TPD method. Water molecules chemisorbed on the V-P-O compounds composed of V(IV) ions such as α- and β-(VO)
2P
2O
7 and VO(PO
3)
2, were desorbed at 400 °C. However, from compounds consisting of V(V) like V
2O
5 and VOPO
4, only physically adsorbed water molecules were desorbed at 80–200 °C. It can be concluded that the valence of V ions is a key factor for the chemisorption of water vapor on V-P-O compounds.
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Yoshiro Yamashita, Shoji Tanaka, Kenichi Imaeda, Hiroo Inokuchi, Mizuk ...
1992 Volume 21 Issue 3 Pages
419-422
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The title compounds, tetrathiafulvalene (TTF) analogues with a quinoid structure fused with a 1,2,5-thiadiazole ring, are strong electron donors, and the tetramethyl derivative gave highly conductive cation radical salts showing metallic temperature dependence down to 100 K.
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Jun-ichi Yamaguchi, Takeshi Takeda
1992 Volume 21 Issue 3 Pages
423-426
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The oxidation of alkoxytributylstannanes with copper(II) bromide in the presence of lithium bromide and t-butoxytributylstannane gave the corresponding carbonyl compounds in good yields under mild reaction conditions.
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Ruxiong Cai, Kazuhito Hashimoto, Yoshinobu Kubota, Akira Fujishima
1992 Volume 21 Issue 3 Pages
427-430
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It was found that the efficiency of photocatalytic killing of cancer cells with TiO
2 particles under aerial condition was increased by adding superoxide dismutase (SOD). This enhancement effect of SOD was suppressed when catalase, hydrogen peroxide scavenger, was added to the system. These results can be reasonably explained by the efficient conversion of photogenerated superoxide anion into hydrogen peroxide with the aid of SOD.
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Haruhiko Tada, Takehiko Tozyo, Yoshihiro Terui, Fumiaki Hayashi
1992 Volume 21 Issue 3 Pages
431-434
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Cytotoxic cyclic depsipeptides discokiolides A-D were isolated from the marine sponge
Discodermia kiiensis as methyl esters. The structures were mainly determined by NMR techniques. Discokiolides are the unique depsipeptides containing oxazole ring.
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Teruaki Mukaiyama, Kaoru Suzuki, Jeong Sik Han, Shu Kobayashi
1992 Volume 21 Issue 3 Pages
435-438
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A novel catalyst system consisting of antimony(V) chloride (SbCl
5) and lithium perchlorate (LiClO
4) effectively promotes the Friedel-Crafts acylation reaction of aromatic compounds with acid anhydrides.
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Hidenori Chikashita, Yusuke Nakamura, Hiromitsu Uemura, Kazuyoshi Itoh
1992 Volume 21 Issue 3 Pages
439-442
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The nucleophilic addition of methyllithium to chiral α,β-dialkoxy 1,3-dithian-2-yl ketones in ether gave the corresponding Cram type of
anti isomers in excellent diastereoselectivity. The method was applied to the stereocontrolled synthesis of optically active and highly substituted tetrahydrofurans.
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Seiichi Takano, Kohei Inomata, Kunio Ogasawara
1992 Volume 21 Issue 3 Pages
443-446
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A possible chiral synthetic route to the alkaloid (−)-dendrobine has been explored by employing intramolecular Pauson-Khand reaction as the key step. The cobalt complex generated from (
S)-carvone yielded a single stereoisomer (
10) on intramolecular Pauson-Khand reaction.The adduct
10 was transformed into decarboxy-7,9-dihydrodendrobine by a four-step reaction.
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Takahiko Akiyama, Hiroyuki Nishimoto, Keiichiro Ishikawa, Shoichiro Oz ...
1992 Volume 21 Issue 3 Pages
447-450
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The nucleophilic addition of organometallics to α-keto esters derived from (1
L)-1,2:5,6-di-
O-cyclohexylidene-3-
t-butyldimethylsilyl-
chiro-inositol afforded the corresponding α-hydroxy esters of high diastereomeric excess (up to 98% de). Grignard reagents attacked from
re-face, while organolithium reagents preferred
si-face attack.
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Jing-Kang Shen, Hajime Katayama
1992 Volume 21 Issue 3 Pages
451-452
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Pyrazole and pyrazoline derivatives are prepared by the intramolecular cyclization reaction of a hydrazonyl group with formyl or keto groups in the presence of a Lewis acid.
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Makoto Handa, Hiroaki Sono, Kenichi Kasamatsu, Kuninobu Kasuga, Masahi ...
1992 Volume 21 Issue 3 Pages
453-456
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Reaction of molybdenum(II) trifluoroacetate, Mo
2(O
2CCF
3)
4 and 9,10-anthraquinone (AQ) gave a chain complex, [Mo
2(O
2CCF
3)
4·AQ]
n. The complex has been characterized by X-ray structural analysis, IR, ESR, and reflectance spectra.
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Tadashi Shimura, Hiroshi Funaki, Hiroshi Nishihara, Kunitsugu Aramaki, ...
1992 Volume 21 Issue 3 Pages
457-460
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Electrochemical oxidation of n-alkylbenzenes (alkyl = butyl, hexyl, octyl, and dodecyl) in 0.1 mol dm
−3 n-Bu
4NBF
4-nitromethane with a catalytic amount of NiCl
2[P(allyl)
2Ph]
2 affords poly(n-alkylphenylene)s soluble in common organic solvents. n-Alkylbenzene with a longer alkyl chain gives a soluble polymer with higher molecular weight, more positive oxidation potential and larger band gap.
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Isao Mochida, Yoshinori Yasumoto, Hiroshi Fujitsu, Yasuhiro Kojima
1992 Volume 21 Issue 3 Pages
461-464
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Catalytic activity of silica gel-supported cesium salts was examined for the dehydrochlorination of TCE into DCE by recovering hydrogen chloride. Among the salts, CsNO
3 showed the best activity, although it was converted into CsCl during the reaction. High dispersion of CsNO
3 on silica gel may be a major reason of the high activity.
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Yoichiro Kitamori, Masafumi Yasunami, Takanori Hioki, Kahei Takase
1992 Volume 21 Issue 3 Pages
465-468
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A new tricyclic π-conjugated system, cyclopent[a]azulen-3(H)-one, was prepared by flash vacuum pyrolysis on the final step. All proton signals of this molecule were observed at higher magnetic resonance field than expected in terms of induced paramagnetic ring current in the periphery of this molecule.
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Yutaka Mori, Masaru Sato, Takeaki Iida
1992 Volume 21 Issue 3 Pages
469-472
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Several N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine (TPEN) analogues were synthesized and the superoxide dismutase (SOD) activities of their Fe(II), Co(III), Mn(II), and Ni(II) complexes were investigated. The results indicated that N,N,N′,N′-tetrakis(2-pyridylmethyl)-(±)-trans-1′,2′-cyclohexanediamine (TPCN) and Fe(II) formed [Fe(II)
3(TPCN)
2] complex. The [Fe(II)
3(TPCN)
2] complex was found to increase the SOD activity and exhibited longer stability than that of [Fe(II)TPEN]
2+ in aqueous solution.
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Nobuharu Iwasawa
1992 Volume 21 Issue 3 Pages
473-476
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Various 1-alkynylcyclopropanols are found to be converted to 3-substituted 2-cyclopenten-1-ones in good yields by heating their dicobalt hexacarbonyl complexes in refluxing tetrahydrofuran or dimethoxyethane.
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Katsunori Kohata, Yuichi Yamaguchi, Hisao Higashio, Tsugikatsu Odashim ...
1992 Volume 21 Issue 3 Pages
477-480
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We synthesized two kinds of new water-soluble glycosylated porphines, 5,10,15,20-tetrakis[4′-(β-
D-glucopyranosyl)phenyl]porphine and 5,10,15,20-tetrakis[3′-(β-
D-glucopyranosyl)phenyl]porphine, and investigated their chromogenic properties and reactivities with copper(II) ion.
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Hidefumi Sakamoto, Junichi Ishikawa, Hiroyuki Nakagami, Yasuaki Ito, K ...
1992 Volume 21 Issue 3 Pages
481-484
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High Cu
2+ ion selectivity in the solvent extraction was spectrophotometrically exhibited by using the non-cyclic polyether derivatives bearing a 5-nitro-2-pyridylhydrazone at each end of the bridging chain. The species of Cu
2+ complexes extracted were changed with the variation of additional alkali metal salts.
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Masayuki Sato, Noritaka Kitazawa, Shinya Nagashima, Kazuya Kano, Chika ...
1992 Volume 21 Issue 3 Pages
485-488
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Synthesis and optical resolution of (
Z)-5-benzylidene as well as 5-alkyl derivatives of the title compounds have been accomplished. The Diels-Alder reaction of the former with ketene diethylacetal and base-mediated methylation of the latters were found to proceed preferencially from the same side of 2-methyl group of the oxazinedione rings. The reason for this selectivity is proposed.
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Masaaki Mishima, Toshifumi Ariga, Yuho Tsuno, Kazutoshi Ikenaga, Kiyos ...
1992 Volume 21 Issue 3 Pages
489-492
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Gas phase basicities of α-trimethylsilylstyrenes have been determined by measuring proton transfer equilibrium constants. Basicity of α-trimethylsilylstyrene was found to be comparable to that of α-alkylstyrene, suggesting that α-trimethylsilyl group as well as α-alkyl group stabilizes a carbenium ion.
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Masaaki Mishima, Chul Hyun Kang, Mizue Fujio, Yuho Tsuno
1992 Volume 21 Issue 3 Pages
493-496
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The substituent effect on gas phase basicities toward Me
3Si
+ has been studied for acetophenone bases. It is shown that the magnitude of the ρ value is the same as the corresponding value for the proton basicities while contribution of resonance effect of para π-donors is reduced somewhat in Me
3Si
+ basicities.
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Yukito Murakami, Osamu Hayashida, Tosihiro Ito, Yoshio Hisaeda
1992 Volume 21 Issue 3 Pages
497-500
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Novel cage-type azacyclophanes bearing chiral binding sites provided by
L- and
D-valine residues exhibited discrimination toward steroid hormones in D
2O–CD
3OD (3:1 v/v), as effected by hydrophobic and π–π interactions. In addition, chirality-based discrimination of α- and β-estradiol was attributed to their different modes of hydrogen bonding with the hosts.
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Hisashi Fujihara, Yutaka Takaguchi, Naomichi Furukawa
1992 Volume 21 Issue 3 Pages
501-502
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The reaction of 12-oxo-5
H,7
H-dibenzo[
b,
g][1,5]tellurathiocin with acetic anhydride afforded a 12,12-diacetoxy-substituted tellurane (
3). Heating of the benzene solution of
3 gave a remote α-acetoxylated sulfide and the parent 5
H,7
H-dibenzo[
b,
g][1,5]tellurathiocin.
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Ho-Geun Ahn, Kei Yamamoto, Ryuichi Nakamura, Hiroo Niiyama
1992 Volume 21 Issue 3 Pages
503-506
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Sn(CH
3)
4/Al
2O
3 prepared by the deposition of Sn(CH
3)
4 to alumina which was previously dehydroxylated by heating at 773–1223 K was found to be an active catalyst for the metathesis of alkenes. The catalytic activity greatly depended on the pretreatment temperature of the alumina and the amount of Sn(CH
3)
4 deposited.
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Hideyoshi Miyake, Kimiaki Yamamura
1992 Volume 21 Issue 3 Pages
507-508
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Tetrakis(triphenylphosphine)palladium(0) catalyzes the hydrostannation of conjugated dienes. The reaction proceeds highly regio- and stereoselectively to give (
Z)-2-alkenyltributylstannanes. This method is convenient for the stereoselective synthesis of allyltin compounds.
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Kentaro Takagi, Hideaki Takachi, Naomi Hayama
1992 Volume 21 Issue 3 Pages
509-510
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The reaction of organozinc(II) compounds, generated in situ from organolithiums and zinc(II) thiocyaniate, with N-chlorosuccinimide (NCS) afforded the corresponding organic thiocyanates in good yields.
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