-
Saburo Nakanishi, Toshio Oda, Tatsuo Ueda, Yoshio Otsuji
1978 Volume 7 Issue 12 Pages
1309-1312
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
JOURNAL
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The reaction of p-substituted benzyl chlorides [
1] with Fe
3(CO)
12 in benzene gave p-substituted diphenylmethanes [
3] as a major product. However, the reaction of [
1] with the Fe
3(CO)
12-pyridine
N-oxide (PyNO) reagent system selectively afforded 1,2-diphenylethane derivatives [
2]. Allylic halides [
5] reacted with Fe
3(CO)
12 in benzene to give a mixture of three products including 1,5-hexadiene derivatives [
7]. While, treatment of [
5] with the Fe
3(CO)
12-PyNO reagent system led to a selective formation of [
7]. The role of PyNO in the above reagent system is discussed.
View full abstract
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Chiaki Kuroda, Tatsushi Murae, Masahiro Tada, Hajime Nagano, Takeyoshi ...
1978 Volume 7 Issue 12 Pages
1313-1316
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The presence of four new sesquiterpenes, 3β-angeloyloxy-6β-(3-methylbutanoyloxy)-14-oxofuranoeremophilane (
1a), 3β,6β-bis(angeloyloxy)-14-oxofuranoeremophilane (
1a), 3β-angeloyloxy-6β-(3-methylpentanoyloxy)furanoeremophilan-14-oic acid (
2a), and 3β-angeloyloxy-6β-(3-methylbutanoyloxy)furanoeremophilan-14-oic acid (
2b) in
Syneilesis palmata (THUNB.) MAXIM, is described.
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Katsuhira Yoshida, Masaru Matsuoka, Yoshio Yamashita, Teijiro Kitao
1978 Volume 7 Issue 12 Pages
1317-1318
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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In the presence of cobalt salts, 1-amino-4-butylaminoanthraquinone was conveniently synthesized from 1-aminoanthraquinone and butylamine in a good yield under mild condition. Some of other metal ions were found to be effective on this amination. The yield was affected by both of the anion component of metal salt and the kind of solvent.
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Teruo Shinmyozu, Takahiko Inazu, Tamotsu Yoshino
1978 Volume 7 Issue 12 Pages
1319-1322
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Three isomeric [3.3]cyclophanequinones 2-4 were synthesized. The conformations of these compounds were discussed on the basis of the NMR spectra. The electronic spectra suggested that the paracyclophane system adopted the most suitable conformation for charge transfer interaction.
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Masaji Oda, Yoshinobu Ito
1978 Volume 7 Issue 12 Pages
1323-1324
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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In the presence of Lewis acids, 2,3-homotropone
1 smoothly undergoes cycloaddition reactions with cyclopentadiene and butadiene in [4π+2π] fashion with “inverse electron demand,” the dienes acting as dienophiles. With anthracene, however,
1 yields a [3C(2π)+4π] cycloadduct probably via 2-oxyhomotropylium cation.
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Sadao Tsuboi, Takaaki Uno, Akira Takeda
1978 Volume 7 Issue 12 Pages
1325-1328
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Condensation of aldehydes with 1,3-dicarbonyl compounds such as 2,4-pentanedione (
2), ethyl 2-chloro-3-oxobutanoate (
4), 3-chloro-2,4-pentanedione (
5), and α-acetyl-γ-butyrolactones, catalyzed by potassium carbonate proceeded via deacylation under mild conditions to give α,β-unsaturated ketones and esters in one step.
View full abstract
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Yoshinao Tamaru, Masahiro Kagotani, Ryoshu Suzuki, Zen-ichi Yoshida
1978 Volume 7 Issue 12 Pages
1329-1332
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Sodium alkyl- and arylsulfinates serve as excellent cocatalysts for the palladium catalyzed dimerization of butadiene in alcohols to give 2,7-octadienyl alkyl (Me, Et, Pr, and i-Pr) ethers selectively together with small amounts of 2,7-octadienyl sulfones. 1,3,7-Octatriene is formed in less than 4% yield.
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Kenji Tsujihara, Hironori Kurita
1978 Volume 7 Issue 12 Pages
1333-1336
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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In a study of the relationship between a number of amino groups in cycloheptaamylose and their antimicrobial activity, the polyamino derivatives of cycloheptaamylose,
VIa and
VIb possessing ten and eleven amino groups respectively were synthesized.
VIa and
VIb showed strong antimicrobial activities against such gram negative bacteria as
Escherichia,
Shigella and
Pseudomonas species.
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Fumie Sato, Yoshikuni Mori, Masao Sato
1978 Volume 7 Issue 12 Pages
1337-1340
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Hydroalumination of olefins with lithium alurinum hydride followed by treatment with copper(II) acetate results in the formation of the coupled products. When the reaction of organoaluminates with copper(II) acetate is carried out under a carbon monoxide atmosphere, ketones are obtained, suggesting the formation of an alkyl-copper intermediate in this reaction. This new development provides a convenient method for the conversion of clefin derivatives into their dimers or ketones.
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Zen-ichi Yoshida, Yasuhiro Kamitori
1978 Volume 7 Issue 12 Pages
1341-1344
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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As the transition metal complexes of dialkylcyclopropenylidene, the palladium complexes of 2,3-di-isopropyl- and 2,3-di-
t-butyl cyclopropenylidene, trans-X
2-μ-X
2Pd
2II (C
3R
2)
2, (
1; X=Cl,
1′; X=Br),
cis-(
n-Bu
3P)Cl
2Pd
IIC
3R
2 (
2), and [
trans-(
n-Bu
3P)
2ClPd
IIC
3R
2]
+ClO
4− (
3), have been synthesized. The
13C nmr and ir spectra of these complexes have been discussed for the structural elucidation.
View full abstract
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Takeyoshi Takahashi, Hirosumi Eto, Tomcko Ichimura, Tatsushi Murae
1978 Volume 7 Issue 12 Pages
1345-1348
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Three new sesquiterpene lactones belonging to the class of [1(10)
E,4
Z]-germacra-1(10),4-dienolide have been isolated from the leaves of
Eupatorium sachalinense Makino, two of them (hiyodorilactones A and B) were found to show significant inhibitory activity in vivo against the Ehrlich ascites carcinoma. The structures of hiyodorilactones A, B, and C have been established to be
1,
2, and
3, respectively.
View full abstract
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Tsutomu Tone, Yoshiki Okamoto, Hiroshi Sakurai
1978 Volume 7 Issue 12 Pages
1349-1350
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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1-Hydroxy-2-aminoethylphosphonic acid, a substance of biochemical interest, and its alkyl-substituted derivatives were prepared for the first time by the reaction of
N-(2-oxoethyl)phthalimide and dimethyl phosphite in the presence of base.
View full abstract
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Masaharu Ueno, Ruriko Kitada, Hiroshi Kishimoto
1978 Volume 7 Issue 12 Pages
1351-1354
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Synthetic phosphatidylcholine possesses the first and second c.m.c. in chloroform. The disagreement among c.m.c. values obtained from various methods was due to the fact that different methods detect different c.m.c., i.e. the first and second c.m.c. and the intermediate values. The average association number of first micelle was 2 and that of second micelle was 4.
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Akira Miyamoto, Yutaka Yamazaki, Makoto Inomata, Yuichi Murakami
1978 Volume 7 Issue 12 Pages
1355-1358
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The number of V
5+=O species on the surface of V
2O
5 was determined by detecting the concentration profile of N
2 produced by the NO–NH
3 reaction on V
2O
5 using the rectangular pulse technique. The quantity of V
5+=O species on the surface obtained agreed with the BET surface area of the catalyst.
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Norisuke Hata
1978 Volume 7 Issue 12 Pages
1359-1362
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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It was proved that in the photochemical reaction of quinoline
N-oxides or isoquinoline
N-oxides Process I (
N-oxide → lactam) undergoes an external magnetic field effect, but Process II (
N-oxide → oxazepine) does not. The magnetic field effect appears to be explained by assuming as the primary step of Process I the formation of an excited radical-ion pair.
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Takao Kuramochi, Yasuo Inoue
1978 Volume 7 Issue 12 Pages
1363-1366
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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We have prepared hitherto unknown quaternized derivatives of εAdo
1, i.e., m
1εAdo
+ and m
9εAdo+. These are the nontautomerizable model compounds for two possible forms of protonated εAdo, H
1εAdo
+ and H
9εAdo
+, respectively. A rough estimate of the [H
1εAdo
+]/[H
9εAdo
+] ratio is obtained by comparing the ultraviolet absorption spectra of protonated eAdo and the two nontautomerizable reference compounds. The results of this study will be valuable to resolve literature differences with regard to the fluorescence nature of protonated εAdo.
View full abstract
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Mikio Hoshino, Takayuki Ogata, Hajime Akimoto, Gen Inoue, Fumio Sakama ...
1978 Volume 7 Issue 12 Pages
1367-1370
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Products of gas phase reaction of N
2O
5 with propylene in air were analyzed using a long-path Fourier transform infrared spectrometer and a GC-EI and CI mass spectrometer. The major products was propylene glycol 1,2-dinitrate (PGDN), and other products were acetaldehyde, propylene oxide, NO
2, and HNO
3. Formation of PGDN observed previously in the photooxidation of the propylene-nitrogen oxides-air system was attributed to the reaction of N
2O
5 with propylene.
View full abstract
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Tadashi Sugawara, Yuzo Kawada, Hiizu Iwamura
1978 Volume 7 Issue 12 Pages
1371-1374
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The
17O NMR chemical shifts of alcohols, ethers and esters have been determined in natural abundance at 10.8 MHz. As the alkyl groups are changed, shielding of oxygen atoms decreases in the order: primary < secondary < tertiary. The downfield shifts which nicely parallel the lowering of the ionization potentials of alcohols and ethers demonstrate the importance of the paramagnetic screening term in the
17O shifts of these compounds.
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Katsuichi Shimoji, Yoshinobu Arai, Masaki Hayashi
1978 Volume 7 Issue 12 Pages
1375-1376
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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6,9α-Thiaprostacyclin (
2a) and its methyl ester (
2b) were synthesized using intramolecular cyclization of the acetylenic mercaptide
6 under the basic condition.
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Yasuyuki Takeda, Shoji Suzuki, Yoshihiko Ohyagi
1978 Volume 7 Issue 12 Pages
1377-1380
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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A small amount of barium (2.0×10
−5-5.00×10
−4M) in the presence of a large amount of calcium (5.00×10
−2M) was easily and precisely determined by means of the combination of the solvent extraction procedure by 18-crown-6 with the atomic absorption spectrophotometry using the dinitrogen oxide-acetylene flame. Average recovery of barium was 100±3%.
View full abstract
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Noriyuki Sakamoto, Keisuke Aramatsu, Kenji Toki
1978 Volume 7 Issue 12 Pages
1381-1384
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The peculiar anomalous light scatterings have been repeatedly observed for poly(2-methyl-5-vinylpyridine) in nitroethane, which were suppressed by the addition of tetramethylammonium iodide. Such behaviors were found due to the intermolecular interference caused by some ionization of the polymer in the solution.
View full abstract
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Akira Sekiguchi, Wataru Ando
1978 Volume 7 Issue 12 Pages
1385-1386
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The reactions of carbonyl compounds with dimethyl trimethylsilylmethylphosphonate gave terminal olefins, dimethyl methylphosphonate, methyl trimethylsilyl methylphosphonate, and dimethyl trimethylsilyl phosphate. Terminal olefins may be formed by a Wittig type reaction of carbonyl compounds with a phosphorus ylide produced via 1,3-silyl migration of dimethyl trimethylsilylmethylphosphonate.
View full abstract
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Koji Chiba, Toshio Akama, Kiyoo Sakakibara, Kiyoshi Horie
1978 Volume 7 Issue 12 Pages
1387-1390
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Indene, and fluorene were effectively carboxylated by employing the reagent system, 1,3-diphenylurea, potassium carbonate and carbon dioxide, in organic solvent at room temperature and atmospheric pressure, to produce indenemonocarboxylic acid and fluorene-9-carboxylic acid, respectively. Diphenylurea was almost quantitatively recovered unchanged. Cyclohexanone was slightly carboxylated by the similar procedure. But acetonitrile, acetophenone, dibenzylketone, diphenylmethane, and xanthene were scarcely carboxylated.
View full abstract
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Choji Kashima, Satoshi Imada, Takehiko Nishio
1978 Volume 7 Issue 12 Pages
1391-1392
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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On the basis of
13C-nmr and chemical studies, the title product was concluded not to be
N-(1-phenylethylidene)-β-aminochalcone (
1-a), as first described by Barluenga and co-workers, but 4-methyl-2,4,6-triphenyl-4H-1,3-oxazine (
1-b).
View full abstract
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Akira Fuyuhiro, Kazuaki Yamanari, Yoichi Shimura
1978 Volume 7 Issue 12 Pages
1393-1394
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The solubility isotherm of a ternary system, Λ-[Co(ox)(en)
2](
d-C
10H
14OBrSO
3)-Δ-[Co(ox)(en)
2](
d-C
10H
14OBrSO
3)- H
2O, was determined between 5 and 25 °C. It was found that the resolving agent (1
R,3
S,4
S,7
R)-3-bromocamphor-9-sulfonate ion is applicable to the optical resolution of the [Co(ox)(en)
2]
+ ion below 19 °C, in spite of the formation of a pseudo racemic compound Λ-[Co(ox)(en)
2]·Δ-[Co(ox)(en)
2](
d-C
10H
14OBrSO
3)
2·2H
2O.
View full abstract
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Tasuku Ito, Koshiro Toriumi
1978 Volume 7 Issue 12 Pages
1395-1396
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The crystal structure of the title coumpound has been determined by the X-ray diffraction method. The nickel(II) ion is surrounded square-planarly by four nitrogen atoms of the macrocyclic ligand. The strong hydrogen-bond networks prevent the coordination of chloride ions and water molecules, yielding a diamagnetic nickel(II) complex.
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Yoshiko Tsuda, Shoichi Nakajima
1978 Volume 7 Issue 12 Pages
1397-1398
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Potassium ferrate, which can be easily and economically prepared but has never been used in organic syntheses, was found to be a new efficient selective oxidizing agent. It works at room temperature on a variety of benzyl alcohols to yield benzaldehydes without further oxidation.
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Hitoshi Iwasaki, Masahisa Ito, Kimiko Kobayashi
1978 Volume 7 Issue 12 Pages
1399-1402
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The title compound has been found to crystallize from acetone in two modifications. An X-ray diffraction study has revealed that the structure of the β-form belongs to a quite rare type that it contains both monomeric and dimeric complexes. This situation would reflect the coexistence of molecules with different degree of association in solution.
View full abstract
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Toshihiko Migita, Mitsuo Chiba, Masanori Kosugi, Setsuko Nakaido
1978 Volume 7 Issue 12 Pages
1403-1404
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Palladium complex catalyzed reaction of azidoformates with allyl ethers afforded
N-carboalkoxyimines III as major products, contrasting with the corresponding photo-induced and thermal reactions. Formation of III is thought to involve α-C–H insertion of carboalkoxy nitrene as a primary step.
View full abstract
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Yasuji Yamada, Hidenao Sanjoh, Kazuo Iguchi
1978 Volume 7 Issue 12 Pages
1405-1406
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The synthesis of (±) - iridomyrmecin (
1) was accomplished from the cyclization products (
3) of geraniol (
2) via intermediates (
4)–(
8). This provides a synthesis of
1 from geraniol which is recognized as the biogenetic precursor of cyclopentano-monoterpenes.
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Toshio Wakabayashi, Kenzo Watanabe
1978 Volume 7 Issue 12 Pages
1407-1410
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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A novel method of phase-transfer catalysed alkylation at C-3 position of 3,4-dihydro-β-carbolinones and an asymmetric synthesis of (
S)-3-carbomethoxymethyl-9-methyl-3,4-dihydro-β-carbolinone (
7) are reported.
View full abstract
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Issei Harada, Mitsuo Tasumi, Hideki Shirakawa, Sakuji Ikeda
1978 Volume 7 Issue 12 Pages
1411-1414
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The Raman spectra of conductive polyacetylene-iodine complexes and their parent polymers have been studied. The
trans-rich polyacetylene film contains
trans segments of various lengths while the
cis-rich polyacetylene film is composed of relatively long
cis sequences. The doped iodine takes either the form of (I
3−)
x or I
5−.
View full abstract
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Kin-ya Akiba, Shin-ichi Arai, Naoki Inamoto, Koh-ichi Yamada, Hisao Ta ...
1978 Volume 7 Issue 12 Pages
1415-1418
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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13C Chemical shifts of 1,2,3,5,6-pentamethyl-1,3,4,6-tetraaza-6
a(S
IV)thiapentalenium tetrafluoroborate and a reference precursor, 5-(1-iminoethylmethylamino)-3-methyl-1,2,4-thiadiazole, were assigned by comparison with their derivatives. Chemical shifts of all the carbons of the former lie at upfield to those of the latter.
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Masanobu Naruto, Kiyotaka Ohno, Norio Naruse
1978 Volume 7 Issue 12 Pages
1419-1422
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The synthesis of optically active intermediate
9 for prostanoids from aucubin
1 was described, in which stepwise cleavage of intramolecular cyclic acetal of tetrahydroanhydroaucubigenin
2 by ethanethiol in the presence of boron trifluoride was successfully accomplished. The synthesis of naturally occurring prostaglandins was also described.
View full abstract
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Masanobu Naruto, Kiyotaka Ohno, Norio Naruse, Hisashi Takeuchi
1978 Volume 7 Issue 12 Pages
1423-1424
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Synthesis of (+)-11-deoxy-13,14-dihydro-13β,11α-epoxymethano-12-isoprostaglandin F
2α from aucubin
1 is described. An aldol-type condensation of cyclic acetal
3a with 2-acetoxy-1-heptene in the presence of TiCl
4 is a key step of this synthesis.
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Takakazu Kojima, Tamotsu Fujisawa
1978 Volume 7 Issue 12 Pages
1425-1426
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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A facile method for preparing
trans-α,β-unsaturated sulfides has been established by the reaction of aryl aldehydes with dimethyl sulfoxide in the presence of matallic sodium. The reaction proceeds through the selective reduction of an intermediate, 2-arylethenyl methyl sulfoxide, which also gives enol ethers by the reaction with sodium alkoxides.
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Yoshikane Kawasaki, Rhu-ichiro Kitano
1978 Volume 7 Issue 12 Pages
1427-1430
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Dimethylthallium complexes of dicyclohexyl-18-crown-6, [(CH
3)
2Tl(L)]pic, L = DCC-A (
1) and DCC-B (
2), were prepared. The two methyl protons are not equivalent magnetically in
1, but equivalent in
2. A linear CH
3–Tl–CH
3 moiety was held strongly and perpendicularly in the quasi-planar ring of six oxygen atoms. The conformation of cyclohexyl groups of the complexes was discussed.
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Isao Kuwajima, Ichiro Azegami, Eiichi Nakamura
1978 Volume 7 Issue 12 Pages
1431-1434
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The title compoun\={a}s were prepared efficiently by Lewis acid catalyzed reaction of 1,2-bis(trimethylsiloxy)-1-cyclobutene with acetals, followed by addition of the Grignard reagent and ring cleavage of the resulting vis-diols with Pb(OAc)
4.
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Kentaro Takagi, Naomi Hayama, Saburo Inokawa
1978 Volume 7 Issue 12 Pages
1435-1436
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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Vinyl bromides such as (
E)-β-methoxycarbonyl-, (
E) or (
Z)-β-phenyl-, (
Z)-β-ethoxy-, or β,β-dimethylvinyl bromide smoothly reacted with an iodide ion in the presence of nickel catalyst to give the corresponding vinyl iodides with complete retention of configurations.
View full abstract
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Toshio Fuchigami, Tomoyasu Iwaoka, Tsutomu Nonaka, Taro Sekine
1978 Volume 7 Issue 12 Pages
1437-1440
Published: December 05, 1978
Released on J-STAGE: March 27, 2006
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The electrochemical oxidation of 3,3,7,7-tetraethyl-perhydro-1,5-diazocine (I) was investigated at platinum, carbon, nickel, and silver anodes. The former three electrodes gave 3,3,7,7-tetraethyl-1,5-diazabicyclo[3,3,0]octane (II) and 1-(2-ethyl-2-formylbutyl)-4,4-diethyl-4,5-dihydropyrazole (III) in approximately the same yields, while the latter one gave (III) solely.
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