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Isao Ikemoto, Minoru Sakairi, Takayoshi Tsutsumi, Haruo Kuroda, Issei ...
1979 Volume 8 Issue 10 Pages
1189-1192
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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The X-ray photoelectron spectra of iodine-doped polyacetylene (CHI
x)
n films are studied. By comparing with the results of Raman spectroscopy, it is concluded that iodine is more concentrated in the surface region than in the bulk when the amount of the doped iodine is small (i.e., x<0.05). It is probable that in a heavily iodine-doped film, iodine is distributed more homogeneously throughout the film, and that a considerable amount of iodine in the surface region can be easily liberated when the film is kept in vacuum. The mole ratio of I
5−/I
3− is higher in the surface region than in the bulk.
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Kiyoshi Isobe, Kazuharu Nanjo, Yukio Nakamura, Shinichi Kawaguchi
1979 Volume 8 Issue 10 Pages
1193-1196
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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Dinuclear complexes [PdX(R)(PPh
3)]
2 (R = 2-(6-chloropyridyl)) containing ClO
4−, BF
4−, and PF
6− as bridging ligands (X) have been prepared and characterized. Reactions with pyridine convert these anions into the unidentate ligands, giving rise to the [PdX(R)(py)(PPh
3)] complexes which are more stable than the corresponding salts [Pd(R)(py)
2(PPh
3)]X.
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Toshihiko Uchiyama, Kazuhiko Takagi, Keiji Matsumoto, Shun’ichir ...
1979 Volume 8 Issue 10 Pages
1197-1200
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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trans-Dichlorobis(benzonitrile)platinum(II) reacted with thallium(I) acetylacetonate in dichloromethane at room temperature to give three kinds of yellow products. One of them was obtained as fine crystals and revealed by an X-ray analysis to be
N-acetyl-β-ketoamine chelate,
trans-[Pt(N(COCH
3)=C(C
6H
5)CH=COCH
3)
2].
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Hemalatha Ranganathan, D. Ramaswamy, T. Ramasami, M. Santappa
1979 Volume 8 Issue 10 Pages
1201-1202
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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Data showing the direct influence of substituents in the pyridine ring on the electron density at the azomethine function in 2- aminopyridine derivatives and their contrasting behaviour as compared to the aniline analogoues are presented. Results point out tautomeric equilibration and extended conjugation in title compounds.
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Tadashi Sato, Katsuyuki Nagumo, Kimitoshi Saito, Toshiyuki Ohyama, Ryo ...
1979 Volume 8 Issue 10 Pages
1203-1206
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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Cyclic β-dicarbonyl compounds
1a,
1b,
10a and
10b undergo isomerization involving reconstruction of the ring system by the UV-irradiation in strong acid media. It is suggested that the isomerization is aided by the formation of stabilized cation after the ring opening.
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Teruaki Mukaiyama, Katsumi Fujimoto, Takeshi Takeda
1979 Volume 8 Issue 10 Pages
1207-1210
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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Dihydrofuran and cyclopropane derivatives are produced by the reaction of (
E)-(2
R,3
S)-6-alkylidene-3,4-dimethyl-2-phenylperhydro-l,4-oxazepine-5,7-diones with dimethylsulfoxonium methylide. The cyclopropane derivatives are hydrolyzed and esterified to give highly optically pure (>90%e.e.) dimethyl 2-alkylcyclopropane-1,1-dicarboxylates. Highly optically pure (>90%e.e.) 3-substituted γ-butyrolactones are obtained by the hydrolysis of the dihydrofuran derivatives.
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Kazuhiro Maruyama, Noritsugu Narita
1979 Volume 8 Issue 10 Pages
1211-1212
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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A photosensitized reaction of 2-acyl-1,4-benzoquinone
1 by rose bengal in a homogeneous system afforded the dimer
2 in a good yield. Even in the reactions in heterogeneous systems using rose bengal bound on the surface of silica gel particles, the same dimer was obtained in the comparable yields with those in a homogeneous system, but at a slower rate.
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Masahiko Takahashi, Shin-ichi Watanabe
1979 Volume 8 Issue 10 Pages
1213-1214
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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The reaction of arylamidoximes with diphenylcyclopropenone in refluxing toluene gave 2-aryl-5,6-diphenylpyrimidin-4-ones in good yields.
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Yasuyoshi Torii
1979 Volume 8 Issue 10 Pages
1215-1218
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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A new perovskite La
2⁄3(Mg
1⁄2W
1⁄2)O
3 having an orthorhombic multiple-cell was synthesized. The lattice constants were a=7.8157(5) Å, b=7.8344(6) Å and c=2×7.9067(6) Å. The superstructure was found to be due to a NaCl-type ordering of B ions as well as an ordering of A-site vacancies.
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Seiichi Inayama, Ashok Kumar Singh, Takeshi Kawamata, Tadaaki Hirose, ...
1979 Volume 8 Issue 10 Pages
1219-1222
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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(+)-1β,3α,6αH-4α,7β,11-trimethyltricyclo[5.4.1
3,6.0
1,7]dodec-10-en-5-one (
3) was obtained together with trimethylethanoadamantanone (
2) by an unusual reaction of 3-deoxyhexahydrosantonin (
1). The structure, conformation and absolute configuration of
3 was determined by X-ray diffraction and CD/ORD spectrometry.
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Takehiko Nishio, Yoshimori Omote
1979 Volume 8 Issue 10 Pages
1223-1224
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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Reduction of β-sulfenylated α,β-unsaturated ketones (
1) with sodium borohydride (NaBH
4) in the presence of a catalytic amount of metal halide (CoCl
2 or NiCl
2) gave the saturated ketones (
3). However, FeCl
2, FeCl
3, CuI, and CuCl
2 showed no effect in the reduction of
1.
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Hiroshi Takaku, Tadaaki Nomoto, Yukimi Sakamoto, Tsujiaki Hata
1979 Volume 8 Issue 10 Pages
1225-1228
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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5′-
O-Dimethoxytrityl 2′-
O-tetrahydropyranyl nucleoside 3′-(2-cyanoethyl, 5-chloro-8-quinolyl) phosphates (
3) were obtained in good yields by treating 5′-
O-dimethoxytrityl 2′-
O-tetrahydropyranyl nucleosides (
1) with 5-chloro-8-quinolyl phosphate and 8-quinolinesulfonyl chloride (QS) followed by addition of 2-cyanoethanol. The compound 3 is a key intermediate for the oligoribonucleotide synthesis by the improved triester method.
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Osamu Maruyama, Michiaki Yoshidomi, Yuzo Fujiwara, Hiroshi Taniguchi
1979 Volume 8 Issue 10 Pages
1229-1230
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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The Pd-catalyzed one-step alkenylation method of five-membered aromatic heterocycles such as furan or thiophene with olefins has been found. The reaction proceeds regioselectively occurring at the 2-position of the heterocycles and the products have trans-stereochemistry when the substituents on the olefin is bulky.
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Hideshi Nakamura, Toshio Goto
1979 Volume 8 Issue 10 Pages
1231-1234
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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The title dioxetanes give in polar solvents visible chemiluminescence which is proven to be produced from the intramolecular exciplex between two aromatic substituents on the product diesters by comparison of chemiluminescence of the dioxetanes (
2a–
2d) and fluorescence of the corresponding diesters (
3a–
3d). That decomposition of the dioxetanes gives the corresponding diesters (in a singlet excited state) in a preferential conformation for the formation of intramolecular exciplex is also concluded from the above analysis as well as the examination of conformational effects on the exciplex fluorescence of the diesters,
4 and
5.
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Yukio Masaki, Kazuhiko Sakuma, Kenji Kaji
1979 Volume 8 Issue 10 Pages
1235-1238
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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A new stereospecific synthesis of vinyl sulfides (
4) was achieved via complete cis–trans olefin inversion in which benzenesulfenyl chloride addition to olefins (
1) and trans elimination of hydrogen chloride are involved.
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Isao Kuwajima, Kunio Atsumi, Toshihiko Tanaka, Tan Inoue
1979 Volume 8 Issue 10 Pages
1239-1240
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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5-Trimethylsiloxy-3,4-pentadienone enolates can be generated efficiently by treating furyllithium with acyltrimethylsilanes and can be isolated in good yield as their silyl enol ethers.
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Kunio Suzuki, Minoru Sekiya
1979 Volume 8 Issue 10 Pages
1241-1244
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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It has been found that the Mannich bases, of which methylene is linked to amine nitrogen and alkyl- or phenylmercapto-sulfur affect smoothly, in the presence of acid catalyst, alkyl- or phenylthiomethylation of a number of aromatic compounds, i.e. 2-naphthol, aniline, indole and their derivatives.
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Mitsuru Nakayama, Susumu Ohira, Shuzo Shinke, Yoichi Matsushita, Akihi ...
1979 Volume 8 Issue 10 Pages
1245-1246
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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(−)-Taylorione,
ent-1,10-
seco-aromadendra-l(5),4(15)-dien-10-one, was synthesized from (+)-Δ
3-carene via (−)-2-[3-(3-hydroxybutyl)-2,2-dimethylcyclopropyl]-2-cyclopenten-l-one as a key intermediate.
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Takashi Ohno, Shinya Mizusawa, Nobuharu Takai
1979 Volume 8 Issue 10 Pages
1247-1250
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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Metol, hydroquinone and their oxidation products in a photographic developer were satisfactorily analyzed directly by liquid chromatography without any pre-treatment of the developer. The eluent of the liquid chromatography was prepared by eliminating the developing agents from the developer.
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Gaku Yamamoto, Michinori Oki
1979 Volume 8 Issue 10 Pages
1251-1254
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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9-(3,5-Dimethylbenzyl)triptycene derivatives exchange their two
m-methyl groups by two mechanisms: rotation about the CH
2–Ar bond and synchronous rotation about the CH
2–Ar and the CH
2–C
9 bonds. The relative contribution of the processes is dependent on the peri-substituents.
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Gaku Yamamoto, Michinori Oki
1979 Volume 8 Issue 10 Pages
1255-1258
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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The conformational interconversion among ±sc and ap forms of 9-(2-methylbenzyl)triptycenes is found to occur by two consecutive gear motions: methyl-inside conformers formed by the synchronous rotation about the CH
2–Ar and CH
2–C
9 bonds of the methyl-outside conformers are so unstable that another synchronous rotation takes place in succession to afford methyl-outside conformers. The change in
1H-nmr line shapes and the barriers to rotation are discussed.
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Makoto Hino, Kazushi Arata
1979 Volume 8 Issue 10 Pages
1259-1260
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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Solid acid catalysts were obtained by exposing Fe(OH)
3 or Fe
2O
3 to 0.1–0.5 N H
2SO
4 and then calcining in air at 500°C. Fe(OH)
3 used was prepared by hydrolyzing FeCl
3 or Fe(NO
3)
3 with ammonia, and Fe
2O
3 by decomposing Fe(NO
3)
3 at 200°C. These catalysts were active for the skeletal isomerization of butane at room temperature or 0°C.
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Haruo Matsuda, Akira Ninagawa, Ryoki Nomura
1979 Volume 8 Issue 10 Pages
1261-1262
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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The reaction of carbon dioxide(CO
2) with epoxides in the presence of pentavalent organoantimony compounds gave corresponding cyclic carbonates as a product in almost quantitative yields even under mild conditions.
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Juji Yoshimura, Namgi Hong, Ken-ichi Sato
1979 Volume 8 Issue 10 Pages
1263-1264
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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D-Evalose (1: 6-deoxy-3-
C-methyl-
D-mannose) was synthesized from methyl 3, 3′-anhydro-4, 6-
O-benzylidene-3-
C-hydroxymethyl-2-
O-methyl-α-
D-mannopyranoside (
3) through five-step derivations, and the structure was confirmed by the conversion into
D-nogaloside (8: methyl 6-deoxy-3-
C-methyl-2,3,4-tri-
O-methyl-α-
D-mannopyranoside).
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Katsuhiko Inomata, Hideki Kinoshita, Hirohiko Fukuda, Osamu Miyano, Yo ...
1979 Volume 8 Issue 10 Pages
1265-1268
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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3-(Succinimidoxy)-l,2-benzoisothiazole-l,1-dioxide was found to be a useful reagent to convert the carboxylic acids to the corresponding
N-hydroxysuccinimide esters. Various dipeptides and leucine-enkephalin were prepared using the reagent in good yields.
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Midori Ishitsuka, Takenori Kusumi, Yukihiro Nomura, Toshinori Konno, H ...
1979 Volume 8 Issue 10 Pages
1269-1272
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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From the brown alga,
Sargassum tortile, seven new benzoquinones and hydroquinones bearing diterpenoid side chains were isolated. 2-Geranylgeranyl-6-methylbenzoquinone, which is likely to be a basic substance of the diterpenoid-substituted benzoquinones distributed in many
Sargassum species, was also obtained.
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Yoshihiko Ito, Kazuhiro Kobayashi, Norihiko Seko, Takeo Saegusa
1979 Volume 8 Issue 10 Pages
1273-1276
Published: October 05, 1979
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Indolyllithium arising from ring-closure of
o-lithiomethylphenyl isocyanide, which is generated in situ by the reaction of
o-tolyl isocyanide with lithium diisopropylamide in diglyme at −78°C, is treated with anhydrous MgI
2 prior to alkylations with alkyl halides to give 3-alkylindoles selectively in moderate to excellent yields. The reaction provides a convenient method for synthesis of 3-alkylindoles starting with
o-tolyl isocyanide.
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Kenji Suzuki, Junji Inanaga, Masaru Yamaguchi
1979 Volume 8 Issue 10 Pages
1277-1278
Published: October 05, 1979
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Methylthiomethyl (MTM) ethers of various types of alcohols were prepared under mild conditions by using chloromethyl methyl sulfide and silver nitrate.
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Masahiko Yamaguchi, Teruaki Mukaiyama
1979 Volume 8 Issue 10 Pages
1279-1282
Published: October 05, 1979
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Treatment of 2-allyloxybenzimidazoles with butyllithium followed by cadmium iodide generates the metalated allylic ethers, which in turn react with aldehydes to form adducts selectively at α-carbon of the allylic ethers. The adducts are converted to vinyloxiranes in good yields on treatment with sodium hydride.
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Tadaaki Ohgi, Tadao Kondo, Toshio Goto
1979 Volume 8 Issue 10 Pages
1283-1286
Published: October 05, 1979
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7-Aminomethyl-7-deazaguanine, which is one of the precursors of nucleoside Q (queuosine) biosynthesis, was synthesized from 2-methylthio-6-methoxy-7-methyl-7-deazapurine in 13 steps.
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Hideyuki Matsumoto, Takayuki Kato, Ikuya Matsubara, Yoshikazu Hoshino, ...
1979 Volume 8 Issue 10 Pages
1287-1290
Published: October 05, 1979
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(α-Bromovinyl)chlorosilanes of the type CH
2=CBrSiR
nCl
3−n(R = Me, Et; n = 0, 1, 2) were found to be dehydrobrominated with quinoline yielding the corresponding ethynylchlorosilanes.
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Nobuto Hoshi, Hisahiro Hagiwara, Hisashi Uda
1979 Volume 8 Issue 10 Pages
1291-1294
Published: October 05, 1979
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The sensitized photolysis of 3-phenylated 2(3
H)-oxepinones in methylene chloride containing acids gives 5-styryl-2(5
H)-furanones as the major products. The 1,5-phenyl migrated products, 7-pheny1-2(7
H)-oxepinones, are proposed as the most plausible initial photoproducts.
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Nobuto Hoshi, Hisahiro Hagiwara, Hisashi Uda
1979 Volume 8 Issue 10 Pages
1295-1298
Published: October 05, 1979
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7-Phenyl-2(7
H)-oxepinones are shown to be the initial photoproducts of 3-phenyl-2(3
H)-oxepinones by the synthesis and reaction, and finally by the success of the actual isolation of the 3-methyl derivative from photolysis.
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Masakatsu Shibasaki, Katsuhiko Iseki, Shiro Ikegami
1979 Volume 8 Issue 10 Pages
1299-1300
Published: October 05, 1979
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A stereo and regiospecific route to the synthetic intermediate, bicyclo[3.3.0]octan-2-one derivative, for the total synthesis of 9(0)-methanoprostacyclin is described starting from 1,3-cyclooctadiene, in which as a key reaction, the conjugate addition of the Gilman reagent to the bicyclo[3.3.0]oct-8-en-2-one skeleton is involved.
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Kozo Shibata, Nobutaka Ichikawa, Takashi Kubota
1979 Volume 8 Issue 10 Pages
1301-1304
Published: October 05, 1979
Released on J-STAGE: March 27, 2006
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Photooxygenation of 6-phenyl-5,7-dioxa-benz[
a]anthracene in ethanol followed by recrystallization from ethanol resulted in the formation of a diethoxy compound by unusual addition of two ethoxyl groups to a C–C double bond. While, recrystallization of the photooxygenation product from methanol afforded a monoethoxy monomethoxy compound.
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