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Yuji Tsujimoto, Mitsunori Hayashi, Takuji Miyamoto, Yoshinobu Odaira, ...
1979 Volume 8 Issue 6 Pages
613-616
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Irradiation of an acetonitrile solution of a mixture of 9-cyanophenanthrene and tetramethylurea gave an ureidomethylated product in a high yield, the reaction being regioselective and solvent-dependent. It is indicated that the reaction involves the charge-transfer process in the excited triplet state of 9-cyanophenanthrene.
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Yasuhiro Tsutsui, Keisuke Takuma, Toyoki Nishijima, Taku Matsuo
1979 Volume 8 Issue 6 Pages
617-620
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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On the flash photolysis of an amphipathic derivative of tris(2,2′-bipyridine)ruthenium(II), the highest yield for photoreduction of the complex by
N,
N′-dimethylaniline was obtained with the micellar solutions of a cationic surfactant (CTAC). The kinetic studies proved that catalytic reduction of various substrates smoothly proceeded via the reduced ruthenium complex at the micellar surface.
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Soei Sato, Seiichiro Higuchi, Shigeyuki Tanaka
1979 Volume 8 Issue 6 Pages
621-622
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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The Raman spectra of 11 kinds of
O-alkyl xanthogenates in solutions and solid states were measured. The band patterns in the 700–600 cm
−1 were examined in terms of the difference of phases, the behaviours on the change of solvents, and the intensities. From the results, origin of the characteristic band patterns was discussed.
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Fumie Sato, Hiroyuki Kodama, Yasuji Tomuro, Masao Sato
1979 Volume 8 Issue 6 Pages
623-626
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Hydroalumination of 1-olefins with lithium aluminum hydride followed by treatment with acid chlorides or anhydrides in the presence of a catalytic amount of copper(I) chloride resulted in coupling. This new development provides a simple and general method for the synthesis of ketones.
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Masaru Matsuoka, Toshio Takei, Teijiro Kitao
1979 Volume 8 Issue 6 Pages
627-630
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Selective butylamination promoted by copper salts was observed on the reaction of 5,8-dihydroxy-1,4-naphthoquinone(DHNQ) with butylamine. A novel β-butylamination of DHNQ proceeded in the presence of copper salts. A number of β-butylaminated naphthoquinone derivatives were conveniently obtained.
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Chebock Yun, Masakazu Anpo, Yutaka Kubokawa
1979 Volume 8 Issue 6 Pages
631-634
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Photoenhancement of the propene formation from the isopropoxide on porous Vycor glass is attributed to O
− hole centers formed by the charge transfer process at low co-ordination sites, which gives rise to the absorption around 250 nm as well as the emission at 400 nm.
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Akio Ohsuka, Akira Matsukawa
1979 Volume 8 Issue 6 Pages
635-636
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Methyl (±)-9-epidrimenate was oxidized with selenium dioxide at C-12 to give an aldehyde ester. The aldehyde group was protected by formation of an acetal, and then the methoxycarbonyl group was transformed into a formyl group. Hydrolysis of the acetal group gave (±)-isotadeonal. Stereoselective oxidation of the enolate generated from (±)-isotadeonal monoacetal gave (±)-warburganal monoacetal, which was hydrolyzed to (±)-warburganal.
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Masayuki Ako, Shunsuke Takenaka
1979 Volume 8 Issue 6 Pages
637-640
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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As a model of chiral benzophenone,
R-(+)-2-(α-phenylethyl)benzophenone was prepared. The NMR and optical data indicate that rotations of the benzoyl and α-phenylethyl moieties are unrestricted in the range of −100 to 150°C, and therefore benzophenone skeleton is not chiral. A preferable conformation is discussed.
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Iwao Ojima, Tetsuo Kogure
1979 Volume 8 Issue 6 Pages
641-644
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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31P {
1H} NMR studies on the key intermediate complex of asymmetric hydrogenation, [(L
*–L)Rh(S–S′)]
+ClO
4− (L
*–L = pyrrolidinodiphosphine, BPPM and PPPM; S–S′ = itaconic acid and α-acetamidoacrylic acid), revealed that the mode of the bidentated complexation of the prochiral substrate is extremely regioselective and stereoselective. A possible mechanism for chiral recognition of enantiofaces is proposed.
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Tisato Kajiyama, Atsushi Kumano, Motowo Takayanagi, Yoshio Okahata, To ...
1979 Volume 8 Issue 6 Pages
645-648
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Artificial ammonium amphiphiles with monoalkyl and dialkyl groups form the multilamellar liposome composed of the bimolecular layer. Artificial amphiphiles have characteristics of both thermotropic and lyotropic mesomorphisms. The diffusive permeability of the polymer/artificial amphiphiles composite membrane to water exhibits a distinct jump in the vicinity of the crystal-mesomorphic phase transition temperature.
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Hitoshi Takeshita, Hisakatsu Iwabuchi, Isao Kouno, Mitsuaki Iino, Danj ...
1979 Volume 8 Issue 6 Pages
649-652
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Starting from 4,4-dimethylcyclopentene, the protoilludane skeleton was prepared by two steps of photocycloadditions and methylation with a Grignard reagent. A series of transformations on these products led to protoillud-7-ene and some derivatives.
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Yash Karan Singh, R. Balaji Rao
1979 Volume 8 Issue 6 Pages
653-656
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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When 1-piperidino-1-cyclopentene was condensed with cyclohex-2-en-1-one in DMSO, 6-piperidinotricyclo [5.2.2.0
2,6]-undecan-8-one was obtained. However, with 1-piperidino-1-cyclohexene only Michael product was obtained. A tentative mechanism is proposed.
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Teruaki Mukaiyama, Masahiko Yamaguchi
1979 Volume 8 Issue 6 Pages
657-660
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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The treatment of 2-allyloxybenzimidazoles, derived from allyl alcohols and 2-chlorobenzimidazoles, with butyllithium generates the oxy allylic anions, which in turn were alkylated predominantly at α-carbon with alkyl halides to form allyl ethers as major products.
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Hisao Nishiyama, Kiyotaka Ohno
1979 Volume 8 Issue 6 Pages
661-664
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Photosensitized oxygenation of prostaglandin F
2α methyl ester was studied to prepare 6,7-didehydro-5-hydroxy and 4,5-didehydro-6-hydroxyprostaglandin F
1α methyl ester. 6,7-Didehydro-5β-hydroxyprostaglandin F
1α is interesting from the viewpoints of structure-activity relationships, because the two side chains of it have the symmetrical allylic alcohol structure.
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Akio Furusaki, Shinsei Gasa, Nobuyuki Hamanaka, Ryuzo Ikeda, Takeshi M ...
1979 Volume 8 Issue 6 Pages
665-666
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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The structure of a new diterpene, grayathol A, has been shown to have a stereoisomeric grayanane skeleton by X-ray analysis.
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Noritetsu Yoshida, Kenya Kazehara, Yoji Kawamoto, Shozo Kishimoto
1979 Volume 8 Issue 6 Pages
667-670
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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The difference in the catalytic activity between vitreous and crystalline state of a vanadate (V
2O
5–BaO–ZnO) was observed for the decomposition of formic acid. The results suggested that the surface net work structure formed by V
2O
5 is extremely inactive in the dehydration in comparison with the surface in the crystallized state.
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Noboru Takisawa, Muneo Sasaki, Fujitsugu Amita, Jiro Osugi
1979 Volume 8 Issue 6 Pages
671-674
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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The high pressure stopped-flow apparatus has been developed which enables to follow reaction rates three seconds after mixing up to 1500 bar. The activation volume at 25°C for the Meisenheimer complex formation between 2,4,6-trinitroanisole and methoxide ion in methanol was determined to be −7.2±0.8 cm
3mol
−1.
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Keisuke Makino, Nobuhiro Suzuki, Fumio Moriya, Souji Rokushika, Hiroyu ...
1979 Volume 8 Issue 6 Pages
675-678
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Spin-adducts produced in a γ-irradiated aqueous solution of 2-methyl-2-nitrosopropane were investigated by means of high performance liquid chromatography and ESR spectroscopy. The existence of five kinds of spin-adducts was found. Three of them were assigned to the structures:
tBuN(O·)–CH
3,
tBuN(O·)–CH
2C(CH
3)
2NO or
tBuN(O·)–CH
2C(CH
3)
2–N
+(O
−)=N
+(O
−)
tBu and
tBuN(O·)–
tBu.
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Tisato Kajiyama, Yasuhisa Nagata, Eiji Maemura, Motowo Takayanagi
1979 Volume 8 Issue 6 Pages
679-682
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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The diffusive permeability coefficient to water for the polymer/EBBA composite membrane reveals a distinct jump in the vicinity of the crystal-liquid crystal phase transition temperature of EBBA. The permeability coefficients to hydrocarbon gases increase 100∼200 times over several degrees in the phase transition temperature range.
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Naoyuki Torihara, Hisashi Okawa, Sigeo Kida
1979 Volume 8 Issue 6 Pages
683-686
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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CoMn(fsaen)(py)
3, CoMn(fsapn)(py)
3 and CoFe(fsapn)(py)
3 (H fsaen=
N,
N′-bis(3-carboxysalicylidene)ethylenediamine, H
4fsapn=
N,
N′-bis(3-carboxysalicylidene)propylenediamine) were synthesized and characterized. Cryomagnetic measurements indicated no spin-exchange interaction operating between the low-spin cobalt(II) and high-spin manganese(II) or iron(II) ions.
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Juji Yoshimura, Namgi Hong, Masuo Funabashi
1979 Volume 8 Issue 6 Pages
687-688
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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L-Nogalose (
1: 6-deoxy-3-
c-methyl-2,3,4-tri-
o-methyl-
L-mannopyranose), the sugar component of antibiotic nogalamycin, has been synthesized from
L-rhamnose. The
c-methyl branching was introduced by successive epoxidation and reduction of methyl 3,6-dideoxy-2,4-di-
o-methyl-3-
c-methylene-α-
L-
arabino-hexopyranoside.
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Masayuki Muto, Satoru Yokota, Yusuke Yamamoto, Masayoshi Nakahara, Was ...
1979 Volume 8 Issue 6 Pages
689-692
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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A new complex, Co(koj)
2·H
2O (Hkoj: kojic acid), was synthesized, and its IR spectrum indicated that kojates in it are coordinated to cobalt as bidentate ligands. When the complex was excited with ultraviolet light, it exhibited luminescence spectra having maxima at about 20000 cm
−1 in aqueous and acidic solutions, and even in the solid state.
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Kunio Furusawa, Hiroshi Kawai
1979 Volume 8 Issue 6 Pages
693-696
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Conductometric titration curves using some bases give important knowledge about the structure of the electric double layer on the surface of polystyrene lattices. This analysis showed that the Stern layer charge increases with an increase in the surface charge of latex(δ
O) and at about the same rate as δ
O does, reaching a virtually constant diffuse-layer charge.
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Teruaki Mukaiyama, Takashi Tsuji, Nobuharu Iwasawa
1979 Volume 8 Issue 6 Pages
697-700
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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An efficient method for acceleration of the intramolecular Diels–Alder reactions was established. The magnesium salts of
N-furfuryl-
N-(2-hydroxyphenyl)acrylamides, including a sterically hindered β,β-dimethylacrylamide derivative, afforded the corresponding cycloadducts in good yields.
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Kazuko Takahashi, Takashi Kagawa, Kahei Takase
1979 Volume 8 Issue 6 Pages
701-704
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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9-Methoxycarbonylbicyclo[4.3.1]decatetraenyl anion (
6) has been prepared and its reaction with electrophiles has been studied. Contrary to the Radlick and Rosen’s explanation on bicyclo[4.3.1] decatetraenyl anion (
2),
6 show a high
exo (
cis to the methylene bridge)-selection on quenching with acids and on the reaction with alkyl halides.
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Teruaki Mukaiyama, Yoji Sakito, Masatoshi Asami
1979 Volume 8 Issue 6 Pages
705-708
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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A convenient method was established for the asymmetric synthesis of various α-hydroxy aldehydes with high optical yields starting from methoxycarbonyl aminal, prepared from methyl hydroxymethoxyacetate and (
S)-2-(anilinomethyl)pyrrolidine. The configurations of α-hydroxy aldehydes are arbitrarily controlled by the order of the introduction of two substituents in the α-hydroxy aldehydes originated from Grignard reagents.
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Katsuhiko Inomata, Manabu Sumita, Hiroshi Kotake
1979 Volume 8 Issue 6 Pages
709-712
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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It was found that 3-(phenylthio)propanal ethylene acetal (IV) is a useful starting material for the preparation of 3-acylfurans. Some 3-acylfurans, including perilla ketone [3-(4-methylpentanoyl)furan], were prepared by the use of IV from an aziridide or aldehydes.
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Keiji Yamamoto, Mitsuaki Ohta, Jiro Tsuji
1979 Volume 8 Issue 6 Pages
713-716
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Reaction of 1-trimethylsilyl-1,3-dienes with dichloromethyl methyl ether in the presence of titanium(IV) chloride afforded, after hydrolysis, 2,4-dienals in good yields. Convenient preparative route to the 1-trimethylsilyl-1,3-dienes starting from allylsilanes was also described.
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Noriaki Funasaki, Sakae Hada
1979 Volume 8 Issue 6 Pages
717-718
Published: June 05, 1979
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The mutual solubility in mixed micelles of fluorocarbon and hydrocarbon surfactants was determined by surface tension measurements, as convincing evidence for the partial miscibility postulated by Mukerjee and Yang.
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Minoru Imoto, Takamasa Maeda, Noriyuki Murayama, Tatsuro Ouchi
1979 Volume 8 Issue 6 Pages
719-722
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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The polymerization of methyl methacrylate(MMA) initiated by poly(formylstyrene) (PFS) was carried out in
p-dioxane at 85°C. The rate of polymerization was expressed by the following equation: R
p = const. [PFS]
0.43[MMA]
1.31. The polymerization proceeded homogeneously through a radical mechanism. The initiating ability of PFS was found to be larger than that of benzaldehyde indicating a macromolecular effect on the polymerization.
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Masaaki Yoshifuji, Fumito Hanafusa, Naoki Inamoto
1979 Volume 8 Issue 6 Pages
723-726
Published: June 05, 1979
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Various kinds of diphenylphosphinodithioates were prepared and allowed to react with some organolithium compounds under mild reaction conditions to give functionalized unsymmetrical sulfides and disulfides in good yields.
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Yasuhiro Uosaki, Masaru Nakahara, Muneo Sasaki, Jiro Osugi
1979 Volume 8 Issue 6 Pages
727-730
Published: June 05, 1979
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The charge–transfer spectrum of tetracyanoethylene with α-methylstyrene in 1,2-dichloroethane at 25°C has been measured at high pressures up to 1500 bar. Volume changes associated with the charge–transfer complex formation and the 1,4-cycloaddition at 1 bar are −6.9±0.6 and −29.2±0.7 cm
3 mol
−1, respectively.
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Kazuhiko Mizuno, Jun Ogawa, Masafumi Kamura, Yoshio Otsuji
1979 Volume 8 Issue 6 Pages
731-732
Published: June 05, 1979
Released on J-STAGE: March 27, 2006
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Irradiation of an acetonitrile solution of phenyl vinyl ether in the presence of various metal complexes[Fe(III) and Mn(II) complexes] gave two cyclodimers. Similar irradiation of 1,1-dimethylindene and 1,1-diphenylethylene afforded the corresponding cyclodimers. In these photodimerization, the metal complexes with ligands such as 2,2′-bipyridine and 1,10-phenanthroline served as catalysts for electron-transfer reaction.
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Suketaka Ito, Akikazu Kakehi, Toshiyuki Matsuno, Tadashi Sasaki
1979 Volume 8 Issue 6 Pages
733-734
Published: June 05, 1979
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N-(Phenylsulfonyl)benzohydrazonoyl chloride reacts with electron-rich olefins such as bicyclo[2.2.1]hept-2-ene to give 1-phenylsulfonyl-Δ
2-pyrazoline derivatives in the presence of zinc oxide. Zinc oxide may cause the dehydrochlorination of the hydrazonoyl chloride to lead to the formation of
N-(phenylsulfonyl)benzonitrilimine, which undergoes 1,3-dipolar cycloaddition in the dipole-LUMO controlled manner.
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