-
Tadayoshi Morita, Fumiaki Ise, Kahei Takase
1981 Volume 10 Issue 12 Pages
1661-1662
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Reaction of 6-hydroxyazulene with DMF-POCl
3 followed by treatment with aq HN(CH
3)
2 gave 1-(dimethylaminomethylene)-6(1
H)-azulenone
(2) in 100% yield. Treatment of
2 with Ac
2O generated 6-acetoxy-1-formylazulene (
3) which was hydrolyzed with aq HN(CH
3)
2 at room temp to give 1-formyl-6-hydroxyazulene (
4). Upon heating of
3 with aq HN(CH
3)
2,
2 was obtained. Alkaline hydrolysis of
2 afforded
4.
View full abstract
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Teruo Umemoto, Yuriko Kuriu, Hideo Shuyama
1981 Volume 10 Issue 12 Pages
1663-1666
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Perfluoroalkylation of various aromatic compounds with perfluoroalkylphenyliodonium trifluoromethanesulfonate (FITS) under mild conditions was described. The reactivity of other perfluoroalkyliodonium salts was also examined.
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Tasuku Murakami, Masahiro Hatano
1981 Volume 10 Issue 12 Pages
1667-1670
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The copper(II) complexes described in the title exhibited absorption spectra quite different from ordinary planar copper(II) complexes. Addition of base transformed the donor atom of the amide group and hence the absorption and CD spectra intensively changed. On the basis of these findings, the stereochemistry was discussed.
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Makoto Hino, Kazushi Arata
1981 Volume 10 Issue 12 Pages
1671-1672
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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A solid superacid catalyst, which was obtained by exposing Zr(OH)
4 to IN H
2SO
4 and then calcining in air at 500–750°C, was found to be highly active for the heterogeneous title reactions at 30–45°C. The reactions with the used catalyst gave identical results with those using freshly activated catalyst.
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Kiyoshi Matsumoto, Takane Uchida
1981 Volume 10 Issue 12 Pages
1673-1676
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The Michael addition of nitromethane to chalcone was performed at 10 kbar in the presence of a catalytic amount of chiral alkaloids such as quinine, cinchonidine, quinidine, chinchonine, brucine, and strychinine. The extent of asymmetric induction reached up to 50 % e.e. with quinidine in toluene.
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Tetuo Miyakoshi, Shojiro Saito, Ju Kumanotani
1981 Volume 10 Issue 12 Pages
1677-1678
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The reaction of alkyl vinyl ketones with sodium nitrite-acetic acid in THF gave the corresponding β-nitro carbonyl compounds in 42–82% yield.
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Tomoya Kitazume, Nobuo Ishikawa
1981 Volume 10 Issue 12 Pages
1679-1680
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The trifluoromethylation of carbonyl compounds with trifluoromethylzinc iodide, prepared from trifluoromethyl iodide with ultrasonically dispersed zinc, smoothly proceeded to give corresponding α-trifluoromethyl carbinols in good yields.
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Satoshi Tachiyashiki, Hideo Yamatera
1981 Volume 10 Issue 12 Pages
1681-1684
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Kinetic studies of the racemization and dissociation of [Fe(phen)
3]
2+ in the presence of sodium alkanesulfonates (C
nH
2n+1SO
3Na, n=10, 14) showed the formation of at least two kinds of aggregates of the complex ion with alkanesulfonate ions (1:1 and 1:8 for n=10, and 1:1 and 1:3 for n=14).
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Yoshio Takasu, Yoshiharu Matsuda, Akinori Shimizu, Masayuki Morita, Mi ...
1981 Volume 10 Issue 12 Pages
1685-1686
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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An Electrochemical chlorination of butadiene was investigated at 25 °C by using an H-type cell with a CoCl
2–MeCN anolyte and an NH
4Cl–H
2O catholyte separated by an anion-exchange membrane. The electrolysis gave 3,4-dichloro-1-butene and
trans-1,4-dichloro-2-butene in high current efficiencies.
View full abstract
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Take-aki Mitsudo, Hiroyoshi Watanabe, Katsuya Watanabe, Yoshihisa Wata ...
1981 Volume 10 Issue 12 Pages
1687-1690
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The (η
3-vinylcarbene)iron complex
1 reacts with Fe
2(CO)
9 to give a ‘ferrole’ derivative
3. Methylation of
3 with diazomethane gives a methoxy derivative
4. On the other hand, the 2-methoxycarbonylvinylcarbene complex
2 reacts with Fe
2(CO)
9 to give a vinylcarbene binuclear complex
5 containing the vinylcarbene moiety co-ordinated to two iron atoms. The structure of
5 has been determined by single-crystal X-ray diffraction study.
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Kohtaro Osakada, Takao Ikariya, Masahiko Saburi, Sadao Yoshikawa
1981 Volume 10 Issue 12 Pages
1691-1694
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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From readily preparable chiral diamines were obtained new aminophosphines, (3
S)-[
N,
N′-bis(diphenylphosphino)]-3-aminopiperidine, and (3
S)-[
N,
N′-bis(diphenylphosphino)]-3-(methylamino)piperidine. Asymmetric hydrogenation of α-acylaminoacrylic acids, employing Rh(I) complexes with these aminophosphines as catalyst, gave optically active
N-acyl-α-amino acids.
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Ho-Hsiang Wei, Kazutoyo Endo, Hirotoshi Sano
1981 Volume 10 Issue 12 Pages
1695-1698
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Based on the comparison of emission Mössbauer spectra of tetraalkylammonium and cobalt (II) cryptate salts of tetrathiocyanatocobaltate(II) at 78 K, it has been concluded that the cryptate is stable against the local radiolysis initiated by EC-decay and that it accomodates the transient
57Fe(III) species before the restoration of
57Fe(II) state.
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Yutaka Fukuda, Masayoshi Ishige, Tasuku Ito, Kashiro Kuroda, Kozo Sone ...
1981 Volume 10 Issue 12 Pages
1699-1702
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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NMR studies revealed that the reaction of the title complex, [Co(hfac)(en)
2] (ClO
4)
2 with OH
− in an aqeous solution is the addition of OH
− to the carbonyl carbon of coordinated hfac.
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Baldev R. Chhabra, Kiyoharu Hayano, Toshikazu Ohtsuka, Haruhisa Shirah ...
1981 Volume 10 Issue 12 Pages
1703-1706
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Allylic methyls in medium ring compounds were selectively oxidized to primary alcohols and αβ-unsaturated aldehydes by means of
t-butylhydroperoxide and selenium dioxide supported on silica gel.
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Masanobu Kojima, Hirochika Sakuragi, Katsumi Tokumaru
1981 Volume 10 Issue 12 Pages
1707-1710
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Anodic oxidation of a series of substituted styrenes was investigated in methanol with a platinum and a graphite electrode. Use of the platinum anode gave mainly dimethoxylated monomers accompanied with one or more of three types of dimethoxylated dimers (αα-, αβ-, and ββ-dimers) depending on the substituents. Use of the graphite anode, however, afforded the ββ-dimers as the main product together with dimethoxylated monomers.
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Kikumasa Sato, Osamu Miyamoto, Seiichi Inoue, Toru Kobayashi, Fumio Fu ...
1981 Volume 10 Issue 12 Pages
1711-1714
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The Wittig reaction of benzyloxyacetone or tetrahydropyranyloxyacetone with 4-pentynylidenetriphenylphosphorane in salt-free conditions followed by removal of the protecting group afforded (
Z)-2-methylhept-2-en-6-yn-1-ol in 95–96 % stereoselectivity. After conversion of the allylic alcohol to the corresponding bromide, the latter was coupled with prenyl or neryl
p-tolyl sulfone, followed by reductive desulfonation and hydration of the acetylenic bond, to give nerylacetone and (
Z,
Z) -farnesylacetone, respectively.
View full abstract
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Shuji Tomoda, Yoshito Takeuchi, Yujiro Nomura
1981 Volume 10 Issue 12 Pages
1715-1718
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The reaction of phenyl selenocyanate with six common alkynes in the presence of cupric halide(halogen=Cl or Br) and triethylamine provided halogen-substituted vinyl selenides, 1,2-haloselenenylation products, in 66–96% yields.
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Kiyohide Matsui, Etsuko Tobita, Midori Ando, Kiyosi Kondo
1981 Volume 10 Issue 12 Pages
1719-1720
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Regiospecific trifluoromethylation by substitution of the halogen in aromatic halides was achieved by the use of sodium trifluoroacetate and copper(I) iodide. The reaction proceeded smoothly in dipolar aprotic solvents in good to high yields.
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Koichi Mikami, Naoyuki Kishi, Takeshi Nakai
1981 Volume 10 Issue 12 Pages
1721-1724
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The regioselective [2,3]Wittig rearrangement of bis-allylic ethers followed by the Claisen rearragement permits ready access to (
E,
E)-4,7-alkadienals and -alkadienoic acids. The versatility of the sigmatropic sequence is demonstrated within the context of a new formal synthesis of (±)-cerulenin possessing an interesting spectrum of biological activities.
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Stan A. A. van Boeckel, Gijs van der Marel, Gerry Wille, Jacq H. van B ...
1981 Volume 10 Issue 12 Pages
1725-1728
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Phosphorylation of properly protected nucleosides with aryl or alkyl phosphorodichloridates, in the presence of 1-hydroxybenzotriazole, gives phosphorylated intermediates which react smoothly with different amine or thiol functions to afford the corresponding amidate or thioate phosphotriester derivatives.
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Takamitsu Yoshioka, Toshifumi Hirata, Tadashi Aoki, Takayuki Suga
1981 Volume 10 Issue 12 Pages
1729-1732
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The absolute configurations at C-3 and C-4 of dihydroherqueinone monomethyl ether were determined to be
R and
S, respectively, by the X-ray crystallography, with relation to the previously established 2′
R-configuration of herqueinone. Also, the recently proposed configuration at C-4 of herqueinone was confirmed by relating it to dihydroherqueinone monomethyl ether.
View full abstract
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Yoshinori Inoue, Yasunobu Kamo, Michiyo Togo, Yue-chu Hsu, Takashi Keu ...
1981 Volume 10 Issue 12 Pages
1733-1736
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Oxidative coupling of 2-hydrazino-4,6-disubstituted 1,3,5-triazines with N,N-disubstituted anilines was studied. The oxidative coupling reaction proceeded by the use of potassium hexacyanoferrate(III) as the oxidizing agent in aqueous acetic acid solution buffered at pH 4.4 with sodium acetate at room temperature to give corresponding phenylazo-1,3,5-triazines in good yields.
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Akio Ohsawa, Takayuki Kawaguchi, Hiroshi Igeta
1981 Volume 10 Issue 12 Pages
1737-1738
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Flash vacuum pyrolysis of 2-benzylpyridine
N-oxides afforded pyrido[1,2-
a]-indole and its various methyl-substituted derivatives in moderate yields. Benzo[
g]quinoline in the pyrolyses of 2-(
o-methylbenzyl)pyridine
N-oxide and 2-benzyl-3-methylpyridine
Noxide, and 2-(β-styryl)pyridine in the reaction of 2-(β-phenethyl)pyridine
N-oxide were major products as exceptional cases.
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Hiromi Nakamoto, Hiroshi Takahashi
1981 Volume 10 Issue 12 Pages
1739-1742
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Crystallization rates of ZSM-5 from the reaction mixture of TPA single cation system was measured in relation with the composition of the reactants. The crystallization rate strongly depended on concentration ratios of the components such as (TPA)
2O/SiO
2, SiO
2/Al
2O
3 and H
2O/SiO
2 i.e., it increased along with increasing (TPA)
2O/SiO
2 and SiO
2/Al
2O
3 and decreased with increasing H
2O/SiO
2. Na cation did not seem to play a major role in the crystallization from the Na-TPA cation system with SiO
2/Al
2O
3 ratio above ca. 100.
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Keiji Iriyama
1981 Volume 10 Issue 12 Pages
1743-1744
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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A flexible pigmented electrode has been developed by depositing a merocyanine film on a transparent electro-conducting film and its electrochemical behavior has been studied.
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Masatatsu Suzuki, Hajime Kanatomi, Ichiro Murase
1981 Volume 10 Issue 12 Pages
1745-1748
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Binuclear cobalt(II) complexes, [Co
2(bpmp) (CH
3COO)
2]ClO
4 and [Co
2(bpmp) (CH
3COO)] (ClO
4)
2 with 2,6-bis[bis(2-pyridylmethyl)aminomethyl]-4-methylphenol (Hbpmp), were prepared. The complexes showed the reversible oxygenation in various solvents. Two to one (CO/O
2) peroxo bridged complex, [Co
2(bpmp)(CH
3COO)O
2](ClO
4)
2·2H
2O, was isolated. The oxygen adduct was fairly stable towards further reactions.
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Masaaki Iwata, Hiroyoshi Kuzuhara
1981 Volume 10 Issue 12 Pages
1749-1752
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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A general synthetic method of
N2,
N(n+3)-di-
p-toluenesulfonyl-(n+9)-hydroxy-(n+10)-hydroxymethyl-(n+9),(n+10)′-
O-isopropylidene-2,(n+3)-diaza[
m](2,5)pyridinophanes [n=5,6,7,8,9,10; m=n+4] was established by the reaction of 5′-deoxy-2′,5′-dichloro-3,4′-
O-isopropylidenepyridoxine hydrochloride with
N,
N′-di-
p-toluenesulfonyl-α,ω-alkanediamine disodium salt in
N,
N-dimethylformamide at 70–90 °C in fairly good yield depending on the chain length.
View full abstract
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Jozef Drabowicz
1981 Volume 10 Issue 12 Pages
1753-1754
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Sulphinic esters can be obtained in high yields by the reaction of sulphinyl chlorides with chlorosulphites in the presence of hexamethyldisiloxane and catalytic amount of dimethyl sulphoxide.
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Tohru Kitamura, Chiaki Iwakura, Hideo Tamura
1981 Volume 10 Issue 12 Pages
1755-1758
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The apparent activation energy for the cathodic evolution of hydrogen on LaM
5-type alloys (M: Cr, Fe, Co, Ni) was found to be closely related to the heat of formation of their ternary hydrides. The large heats of formation of LaNi
5 and LaCo
5 were presumed to be the chief cause of the synergistic effect in hydrogen evolution reaction at the alloy electrodes.
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Masamichi Akimoto, Etsuro Echigoya
1981 Volume 10 Issue 12 Pages
1759-1762
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The intensities of IR bands due to the heteroatom–oxygen (P–O and Si–O) and the bridged lattice oxygen(Mo–O–Mo) in 12-heteropolymolybdate anions decreased markedly upon formation of Mo
5+ without any elimination of their lattice oxygen. The significance of this finding in relation to the previously proposed mechanisms for the reduction of 12-molybdophosphoric acid and its salts is discussed.
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Kiyotomi Kaneda, Morito Yasumura, Masahiko Hiraki, Toshinobu Imanaka, ...
1981 Volume 10 Issue 12 Pages
1763-1766
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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α-Olefins are carbonylated to give corresponding alcohols under mild water gas shift reaction (WGSR) conditions using Rh
6(CO)
16-
N,
N,
N′,
N′-tetramethyl-1,3-propanediamine and 4-dimethylaminopyridine catalyst systems, α,β-Unsaturated carbonyl compounds give selectively C=C reduction products.
View full abstract
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Noboru Yamazoe, Yasutake Teraoka, Tetsuro Seiyama
1981 Volume 10 Issue 12 Pages
1767-1770
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Two types of oxygen desorption from La
1−xSr
xCoO
3 were revealed by the appearance of a broad desorption peak(α) below ca. 800°C and a sharp one(β) around 820°C. The binding energy of O ls level for absorbed oxygen was clearly different from that for lattice oxygen. Close examination shows that α is ascribable to the desorption of the absorbed oxygen while β may be the desorption of a part of lattice oxygen.
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Toshihiro Fukagawa, Yuzo Fujiwara, Kazuhiro Yokoo, Hiroshi Taniguchi
1981 Volume 10 Issue 12 Pages
1771-1774
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Phenylytterbium iodide has been found to react with ketones, aldehydes, esters, and nitriles to give alcohols and/or ketones. The reactions with esters at low temperature give ketones as main products, and the reactivity of esters to Ph–Yb–I is higher than that of ketones in contrast to the Grignard reaction.
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Shin-ichi Nishikiori, Toschitake Iwamoto
1981 Volume 10 Issue 12 Pages
1775-1776
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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In the host structures of the novel clathrates Cd(mea)
2Ni(CN)
4·C
4H
5N and Cd(mea)Ni(CN)
4·2C
6H
6 the mea (= NH
2CH
2CH
2OH) behaves as a unidentate ligand in the former and as an ambident one in the latter.
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Shin’ ichi Nakatsuji, Shuzo Akiyama, Masahiko Iyoda, Masazumi Na ...
1981 Volume 10 Issue 12 Pages
1777-1780
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Pentakisdehydro[16]annuleno[18]annulene consisting of a trisdehydro[16]annulene and a trisdehydro[18]annulene has been synthesized. The
1H NMR spectrum indicates the paratropicity of 16- and diatropicity of 18-membered ring, respectively. The trisdehydro[18]annulene moiety is conformationally mobile and the
1H NMR behavior is described.
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Francesco Bottino, Sebastiano Pappalardo
1981 Volume 10 Issue 12 Pages
1781-1784
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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The synthesis and VT-NMR study of the title compound are described. A comparison of its conformational behaviour with that of related [3.3]metacyclophanes has led to the conclusion that, in addition to steric hindrance effects, conjugative factors may prove important in affecting the syn–anti isomerization of heteroheterophanes .
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Mituru Suzuki, Seisirô Itô, Tosihide Kuwahara
1981 Volume 10 Issue 12 Pages
1785-1788
Published: December 05, 1981
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Red organic pigment with silica gel as core was prepared by deriving the surface silanols of silica gel to the structure similar to azo dyestuff, such as Sudan I. The surface silanols were esterified with phenylmethanol, and the introduced phenyl group was nitrated, reduced, diazotized and coupled with 2-naphthol as shown in Fig. 1. The prepared pigment showed approximately same color as Sudan I.
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Sadao Arai, Takamichi Yamagishi, Mitsuhiko Hida
1981 Volume 10 Issue 12 Pages
1789-1792
Published: December 05, 1981
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1-Benzylaminoanthraquinone reacted with benzyl chloride in the presence of powdered KOH in DMSO to give spiro[1-dibenzylamino-10-anthrone-9,3′-[2]phenyloxirane] (
1) quantitatively under a nitrogen atmosphere. The oxirane (
1) was converted into 1-phenyl-2-benzylpyrrolo[4,3,2-mn]anthracene-6-one (
2) (substituted pyrroloanthrone) having strong fluorescence in ethanol by treatment with hydrochloric acid.
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Junji Kimura, Tatsuhiko Shimizu, Oyo Mitsunobu
1981 Volume 10 Issue 12 Pages
1793-1796
Published: December 05, 1981
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When the aci-nitroester obtained from
N3-methyl- or
O2-methyluridine was allowed to react with acetylmethylenetriphenylphosphorane, 1-[(
E)-5,6,8-trideoxy-β-
D-ribo-oct-5-eno-1,4-furanosid-7-ulosyl]-3-methyl- or
O2-methyl-uracil (
12 or
14) was selectively obtained.
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Tetsuo Furuno, Hirokazu Naora, Tatsushi Murae, Hiroshi Hirota, Takahik ...
1981 Volume 10 Issue 12 Pages
1797-1798
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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A new bitter principle, shinjulactone B was isolated from the stem bark of
Ailanthus altissima SWINGLE and the structure was established.
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Masaki Hasegawa, Hirokazu Katsuki, Yuji Iida
1981 Volume 10 Issue 12 Pages
1799-1802
Published: December 05, 1981
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p-Formylcinnamic acid (
p-FCA) crystal dimerizes quantitatively via the crystal lattice controlled photochemical process to form 4,4′-diformyl-β-truxinic acid (
p-FCA dimer). The crystalline dimer was obtained quantitatively on photoirradiation of
p-FCA crystal below 35°C in aqueous dispersant and included one mole of crystal water (
p-FCA dimer· H
2O). In non-aqueous dispersant, the dimer was produced quantitatively below about 55°C; the amorphous dimer was produced in the range of about 55°C to 0°C, and the crystalline dimer below 0°C, the degree of crystallinity increasing with decreasing the reaction temperature. Maximal reaction rates were observed at 15°C in water and at 35°C in non-aqueous dispersants. Three kinds of dimers (crystalline
p-FCA dimer·H
2, and crystalline and amorphous
p-FCA dimers) were interconvertible by appropriate treatments.
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Toshihiko Takit, Shinsuke Yamashita, Mitsuo Satoh, Akira Shibata, Taku ...
1981 Volume 10 Issue 12 Pages
1803-1806
Published: December 05, 1981
Released on J-STAGE: March 27, 2006
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Conformation-dependent
13C chemical shifts of poly(
L-valine), poly(
L-isoleucine), and poly(
Lleucine) of α-helix and β-sheet forms in solid state were measured by cross polarization/magic angle spinning (CP/MAS) NMR spectroscopy. It is found that
13C shifts of C
α, C
β and carbonyl carbons of the first two polypeptides exhibit significant conformation-dependent change, while those of poly(
L-leucine) show little change.
View full abstract
