-
Fumio Toda, Takayuki Yoshioka, Masao Kawada
1978 Volume 7 Issue 7 Pages
657-660
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The title propellane, 2,7-di-
tert-butyl-11,11-dichloro-4,5,9,10-tetraaryl-tetracyclo[6.2.1.0.0
3,6]undeca-2,4,6,9-tetraene (
3), was prepared by cycloaddition of dichlorocarbene to the benzene nucleus of 2,7-di-
tert-butyl-4,5,9,10-tetraaryl-tricyclo[6.2.0.0
3,6]deca-1,3(6),4,7,9-pentaene (
1). On Ag
+-induced methanolysis and acetolysis of
3a, its
endo-Cl reacted easily and
endo-methoxy (
6) and
endo-acetoxy derivative (
9) were obtained, respectively, probably via bishomoallyl cation of pyramidal structure (
5). Hydrolysis of
3a and
9 afforded
1a.
View full abstract
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Kaneto Uekama, Fumitoshi Hirayama, Tetsumi Irie
1978 Volume 7 Issue 7 Pages
661-664
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Stability constants (K) of cyclodextrin–prostaglandin complexes were determined by liquid chromatography. The retention times of some prostaglandins following the binding to α- and β-cyclodextrins in aqueous mobile phase on anion exchange support were quantitatively treated to yield the K values. The results were fair agreement with those obtained by spectroscopic and solubility methods.
View full abstract
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Yuzuru Masuda, Akira Arase, Akira Suzuki
1978 Volume 7 Issue 7 Pages
665-668
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Treatment of 1-bromo-1-alkenyldialkylboranes with lead(IV) acetate or iodosobenzene diacetate afforded 1-bromo-1,2-dialkylethylenes in moderate yields. Furthermore, both
E-isomers and
Z-isomers could be independently obtained as the main products by the use of different reaction conditions.
View full abstract
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Yuzuru Takahashi, Masao Tokuda, Mitsuomi Itoh, Akira Suzuki
1978 Volume 7 Issue 7 Pages
669-672
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Trialkylboranes are readily electrolyzed in acetone solution, containing tetraalkylammonium salts to give corresponding 2-alkyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes (
1) and 2-alkyl-4,4,6-trimethyl-1,3,2-dioxaborinanes (
2) in good yields.
View full abstract
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Kazuo Kashiwabara, Isamu Kinoshita, Junnosuke Fujita
1978 Volume 7 Issue 7 Pages
673-676
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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2-Aminoethyl-
n-butylphenylphosphine was resolved. A pair of diastereomers of the bis(acetylacetonato)cobalt(III) complex with the resolved aminophosphine was isolated and absolute configurations of the complexes and the aminophosphine were assigned on the basis of the
1H-NMR and circular dichroism spectra of the diastereomers.
View full abstract
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Katsuo Kikuchi, Yuji Maki, Eiko Nomata, Kyoko Tada
1978 Volume 7 Issue 7 Pages
677-680
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The reaction of 8,8-dicyanoheptafulvene (
1a) with ammonia and several kinds of amines in the presence of copper(II) acetate afforded 1,2-dihydro-2-iminocyclohepta[
b]pyrrole derivatives (
2) and/or 3-aminoisoquinoline derivatives (
3). The reaction of 8-cyano-8-methoxycarbonylheptafulvene (
1b) and amines has also been described.
View full abstract
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Ikuo Ashikawa, Koichi Itoh
1978 Volume 7 Issue 7 Pages
681-684
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The Raman spectra of
L-histidine in basic aqueous solutions show the scattering peaks clearly assignable to the 1-N and 3-N protonated forms of the imidazole ring. From the measurement of the spectra as a function of temperature, it was concluded that the 1-N protonated form is energetically more stable than the 3-N protonated form and ΔH is 1.0±0.3kcal/mol.
View full abstract
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Seiji Shinkai, Hisatake Hamada, Toyoko Ide, Osamu Manabe
1978 Volume 7 Issue 7 Pages
685-688
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The title NADH model compound resists acids unlike the conventional NADH model compounds. Thus, added acids accelerate the reduction of a carbonyl substrate selectively in the general-acid catalyzed manner.
View full abstract
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Teruaki Mukaiyama, Masahiko Yamaguchi, Koichi Narasaka
1978 Volume 7 Issue 7 Pages
689-692
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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A regioselective coupling reaction of Grignard reagents with allyl pyridyl ethers in the presence of MgBr
2 is reported. Grignard reagents reacted easily with primary allyl ethers to afford C-1 alkylated products (S
N2 reaction), and also reacted with secondary and tertiary allyl ethers to afford C-3 alkylated products (S
N2′ reaction).
View full abstract
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Kazuaki Honda, Katsumi Takahashi, Yasuo Saito, Yoshisada Ogino
1978 Volume 7 Issue 7 Pages
693-696
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The liquid Na–Pb alloy system has been found to catalyze the dehydrogenation of several alkylbenzenes, i.e. ethylbenzene, cumene, and
p-cymene. It has also been found that the alloy catalyzes the dehydrogenation of tetralin. In every reactions, the selectivity has been found to be satisfactorily high.
View full abstract
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Tetsuzo Kato, Yuji Suzuki, Masayuki Sato
1978 Volume 7 Issue 7 Pages
697-698
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Photoreaction of diketene with benzoyl azide (
1a) gave 1-benzoyl-4-hydroxy-3-pyrrolin-2-one (
2a). Similarly, diketene reacted with
p-anisoyl azide (
1b),
p-chlorobenzoyl azide (
1c), and
p-toluoyl azide (
1d) to give the corresponding 1-aroyl-4-hydroxy-3-pyrrolin-2-ones (
2b,
c and
d).
View full abstract
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Seichi Okeya, Norio Yanase, Yukio Nakamura, Shinichi Kawaguchi
1978 Volume 7 Issue 7 Pages
699-702
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The 2,4-pentanedionate dianion acts as a bridging ligand in [Be(acac)L] and [Pd(acac)L] which were prepared by the reactions of (2,2′-bipyridine)chloro(2,4-pentanedionato-C
1 )palladium(II) (HL) with [Be(acac)
2] and [Pd(acac)
2]. On the other hand the 1,1,1-trifluoro-2,4-pentanedionate dianion is chelating to the metal atom in [Pt(C
5H
3O
2F
3)L
2′] (L′= PPh
3 and AsPh
3).
View full abstract
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Kaneto Uekama, Fumitoshi Hirayama, Naoki Matsuo, Hideomi Koinuma
1978 Volume 7 Issue 7 Pages
703-706
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Inclusion complexation of tolbutamide (TBA) with α- and β-cyclodextrins (α-CyD, β-CyD) were studied by solubility measurement, carbon 13 nuclear magnetic resonance (
13C NMR), and circular dichroism (CD) spectroscopies. The results of
13C spin-lattice relaxation times,
13C chemical shift changes, and induced CD spectra suggested that the orientation of TBA in α-CyD cavity is fundamentally different from that in β-CyD cavity in aqueous solution.
View full abstract
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Masanori Somei, Kazuko Ura
1978 Volume 7 Issue 7 Pages
707-708
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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1-Aminoindoles were converted to the corresponding 1,4-dihydrocinnolines and cinnolines in an acidic medium.
View full abstract
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Makoto Misono, Yasuo Konishi, Motonobu Furuta, Yukio Yoneda
1978 Volume 7 Issue 7 Pages
709-712
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Surface properties and catalytic activity for butene isomerization have been investigated for 12-molybdophosphoric acid. The surface area changed reversibly by dehydration and hydration below 300°C, but irreversible destruction was caused at 400°C. The catalytic activities per unit surface area were nearly constant. From these results and infrared spectra of pyridine adsorbed, strong protonic acidity probably of nearly uniform acid strength was concluded.
View full abstract
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Norio Kunieda, Hiroaki Motoki, Masayoshi Kinoshita
1978 Volume 7 Issue 7 Pages
713-716
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Treatment of (−)-menthyl carboxylates(
2) with 2 equiv of
p-tolylsulfinylcarbanion(
1) afforded the corresponding optically active β-keto sulfoxides(
3) together with optically active methyl
p-tolyl sulfoxide. The enantiomeric purity and the predominant configuration of the products were discussed.
View full abstract
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Hiroshi Kotake, Katsuhiko Inomata, Manabu Sumita
1978 Volume 7 Issue 7 Pages
717-718
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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It was found that the anions of β-ketosulfones reacted with formaldehyde to give the corresponding vinyl sulfones via deacylation, which provides a new preparative method for olefinic bonds.
View full abstract
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Hiroshi Ishii, Kazuo Tori, Takehiko Tozyo, Yohko Yoshimura
1978 Volume 7 Issue 7 Pages
719-722
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Six new saponins (
5–
10) and three new prosapogenins (
13,
14, and
16) have been isolated from the root of
Platycodon grandiflorum A. DC. Their structures have been elucidated by
13C NMR spectroscopy.
View full abstract
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Shigeo Yano, Keitaro Nishino, Kazuhiro Nakasuji, Ichiro Murata
1978 Volume 7 Issue 7 Pages
723-726
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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2,6-Diisopropyl-4-methylthiopyrylium tetrafluoroborate (
18) was converted into the diazoester (
19) by reaction with ethyl lithiodiazoacetate. Treatment of
19 with Pd(II) complex resulted in exclusive formation of ethyl 4,5-diisopropyl-2-methylbenzoate (
21) through sulfur extrusion of the intermediate thiepin (
20) even at −70°C.
View full abstract
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Masayoshi Ando, Atsushi Akahane, Kahei Takase
1978 Volume 7 Issue 7 Pages
727-730
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Arborescin has been synthesized in 11 steps from 3α,4α-epoxy-1,1-ethylenedioxy-5αH,6β,11βH-eudesman-6,13-olide. The key step involves solvolytic rearrangement of 3α-benzoyloxy-1β-mesyloxy-5αH,4β,6β,11βH-eudesman-6,13-olide. The stereochemistry of epoxide ring of arborescin has been determined to be β-orientation from this synthesis.
View full abstract
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Teiki Iwaoka, Michio Kondo
1978 Volume 7 Issue 7 Pages
731-734
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The analogs of chlorpromazine with different length of methylene unit, were synthesized and examined on their binding sites and on the photochemical reactions in the aqueous micelle of sodium dodecyl sulfate (SDS). In spite of the difference of the binding position in the micelle, all the compounds employed show the same photochemical behaviors of the transient species and give the same types of photoproducts.
View full abstract
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Tadashi Watanabe, Akira Fujishima, Kenichi Honda
1978 Volume 7 Issue 7 Pages
735-738
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The rotating ring-disk electrode (RRDE) technique was used to measure the lifetime (τ) of rhodamine B radical cation (RhB
\underset.+) in acetonitrile–water mixed solvents. The result can best be represented by τ=0.75[H
2O]
−1 (s), indicating that the principal pathway in the decay of RhB
\underset.+ is through a bimolecular reaction with H
2O.
View full abstract
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Masaru Tanokura, Mitsuo Tasumi, Tatsuo Miyazawa
1978 Volume 7 Issue 7 Pages
739-742
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The pH titration curves of proton NMR chemical shifts were observed for
N-acetyl-
L-histidine methylamide and
L-histidine in H
2O and D
2O. Macroscopic pK
a and intrinsic chemical shifts for each ionic species were obtained. The enthalpy and entropy changes on protonation of the imidazole ring were determined. These data are useful for the discussions of microenvironments of histidine residues in proteins.
View full abstract
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Yuji Ohashi, Yoshio Sasada, Yoshiaki Ohgo
1978 Volume 7 Issue 7 Pages
743-746
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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A new example of the direct observation on the racemization of the α-cyanoethyl group by X-ray exposure is obtained with the crystal of
S-α-cyanoethyl(
S-α-methylbenzylamine)cobaloxime, the diastereoisomer of the previously reported compound [Ohashi and Sasada, Nature,
267, 142 (1977)]. The structure and the thermal behavior of the present crystal are similar to those of the crystal of its diastereoisomer. This fact confirms the previous proposal on the mechanism of the racemization.
View full abstract
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Junya Ide, Kenji Inoue, Kiyoshi Sakai
1978 Volume 7 Issue 7 Pages
747-750
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The alkylation of 2,4-dimethoxycarbonyl-3-methyl-2-cyclopentenone (
1) by the dianion-method provides regiospecifically and stereoselectively alkylated products (
3a–
i) in moderate yields. The alkylated product (
3g) was transformed into the Corey’s lactones (
6 and
9) for 11-methyl- and 11,11-dimethyl-11-deoxy-PGs, respectively.
View full abstract
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Susumu Okazaki, Akito Kurosaki
1978 Volume 7 Issue 7 Pages
751-754
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The catalytic activity of TiO
2 is markedly enhanced by treatment with hexafluoroacetone. The IR spectrum of pyridine adsorbed on treated TiO
2 and the selectivity of 2-butene indicate that the active sites are Brönsted acid formed by the interaction between hexafluoroacetone and the TiO
2 surface.
View full abstract
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Shin Ohno
1978 Volume 7 Issue 7 Pages
755-758
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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On a copper-evaporated polymeric film consisting of a poly(vinylchloride) type matrix and a photo- or thermo-chromic benzospiran compound, a hydrophobic covering product was selectively prepared under successive treatments of electron bombardment in vacuo and heating in nitrogen. In the part bombarded at a high intensity, the chemical properties of the surface copper were preserved during the heating. In the non-bombarded part, on the other hand the copper was covered by diffused components from the organic layer during the heating and the film surface was turned insoluble in acid.
View full abstract
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Masanobu Suzuki, Akihide Shimada, Tadahiro Kato
1978 Volume 7 Issue 7 Pages
759-762
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The naturally occurring cembrenoids (I, II, and III) were successfully synthesized, demonstrating unequivocally the assigned structure.
View full abstract
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Yoshiaki Wada, Katsuhiko Miyoshi, Hayami Yoneda
1978 Volume 7 Issue 7 Pages
763-764
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The chiral equilibrium of [Cr(ox)
3]
3− was found to be displaced in favor of its Δ-enantiomer when its racemate was mixed with the Λ-enantiomers of several complexes of the type
cis-[Co(en)
2(X)(Y)]
n+ in dioxane-water mixtures. It was proposed that the Pfeiffer effect is useful to infer the absolute configuration of these Co(III) complexes.
View full abstract
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Katsuhira Yoshida, Masaru Matsuoka, Tamio Ueyama, Yoshio Yamashita, Te ...
1978 Volume 7 Issue 7 Pages
765-768
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The reaction of 1-aminoanthraquinone with large excess of butylamine in the presence of various copper salts gave 1-amino-4-butylaminoanthraquinone in 15–40% yield. 1,4-Dihydroxyanthraquinone was also aminated at β-position in the same condition. Nucleophilic amination catalyzed with the copper salts of α-substituted anthraquinones was proposed.
View full abstract
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Kazuhiro Maruyama, Yasuo Kubo
1978 Volume 7 Issue 7 Pages
769-772
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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On irradiation, phthalimides
4 dissolved in acetonitrile reacted with various olefins
1 to give
5, while the reaction of succinimides with the corresponding olefins resulted in the formation of oxetanes. Photolysis of
N-alkenylphthalimides
8 in acetonitrile afforded
9. The presence of
N-alkenyl δ,ε double bond (counted from N atom) is extremely preferable for the formation of
9.
View full abstract
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Isamu Matsuda
1978 Volume 7 Issue 7 Pages
773-776
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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3-Trimethylsily-3-buten-1-ols (
1) are prepared by a ring opening of epoxides with α-trimethylsilvinylmagnesium bromide in the presence of catalytic amounts of CuI. 3-Bromo-3-buten-1-ols (
2) derived from (
1) react with Ni(CO)
4 to give directly α-methylenebutyrolactones (
4) with the assistance of potassium acetate in good yields except the case of a cyclopentanol derivative (
2e).
View full abstract
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Mitsutomo Tsuhako, Tsuneo Matsuo, Itaru Motooka, Masamitsu Kobayashi
1978 Volume 7 Issue 7 Pages
777-780
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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In the Al(OH)
3–H
3PO
4 system, AlH
3(PO
4)
2·3H
2O was formed at 50–70°C, AlH
3(PO
4)
2·H
2O at 70–110°C and the C type of Al(H
2PO
4)
3 at 120–190°C. On the other hand, in the α-Al
2O
3–H
3PO
4 system no crystalline aluminum phosphate could be obtained even at 200°C.
View full abstract
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Shigeru Ikuta
1978 Volume 7 Issue 7 Pages
781-784
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The β
+ -decay in CH
318F was theoretically studied with ab initio MO calculation. The transition probability from a parent to the daughter in the ground and various excited states was calculated. The recoil effect as well as the electron shake-off will play an important role for the final products.
View full abstract
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Teruaki Mukaiyama, Ken Kawata
1978 Volume 7 Issue 7 Pages
785-788
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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In the presence of a catalytic amount of copper(I) iodide, Grignard reagents reacted with 2-propargyloxypyridinium salts, formed in situ from propargyl alcohols and 1-ethyl-2-fluoro-4,6-dimethylpyridinium tetrafluoroborate, to produce various substituted allenes in good yields.
View full abstract
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Fumie Sato, Hiroyuki Kodama, Masao Sato
1978 Volume 7 Issue 7 Pages
789-790
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Hydroalumination of 1-alkenes with lithium aluminum hydride by catalysis of titanium tetrachloride followed by treatment with bromopropadiene was found to be a convenient route to add the acetylene moiety to the terminal double bond.
View full abstract
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Kaoru Harada, Yoshiharu Kataoka
1978 Volume 7 Issue 7 Pages
791-794
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Asymmetric synthesis of alanine by hydrogenolytic asymmetric transamination between ethyl (
R)-α-phenylglycinate and ethyl pyruvate was studied. Clear temperature dependence in the asymmetric synthesis was observed and the configuration of alanine was inverted depending on the reaction temperature used. The results are explained by the chelation hypothesis based on the substrate–catalyst complex.
View full abstract
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Masanori Kosugi, Haruyoshi Arai, Akihiro Yoshino, Toshihiko Migita
1978 Volume 7 Issue 7 Pages
795-796
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Reaction of α-chloro ketones with allyltri-
n-butyltin proceeds to afford 4-butenyl ketones in the presence of azobisisobutyronitrile, while in the presence of catalytic amounts of tetrakis(triphenylphosphine)palladium allyl epoxides are obtained.
View full abstract
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Kozo Shibata, Tadao Kamikawa, Norimasa Kaneda, Makoto Taniguchi
1978 Volume 7 Issue 7 Pages
797-798
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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A new phenolic metabolite, aspermutarubrol, was isolated from
Aspergillus sydowi and bis(5-methyl-2,3-dihydroxyphenyl) ether was assigned to this substance from the spectroscopic evidence and the synthesis of its tetramethyl ether.
View full abstract
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Makoto Inomata, Akira Miyamoto, Yuichi Murakami
1978 Volume 7 Issue 7 Pages
799-802
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The NO–NH
3 reaction was markedly accelerated by the addition of O
2 up to 1%. It was found that the (V
5+=O) bond on the surface of vanadium oxide plays as active site for the reduction of NO by NH
3 and the reaction is accelerated in proportion to the amount of the (V
5+=O) bond.
View full abstract
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George Gapski, Aravinda Kini, R. S. H. Liu
1978 Volume 7 Issue 7 Pages
803-804
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The trans triene obtained from coupling of cyclocitral can be converted photochemically, quantitatively to the hindered cis isomer. But, the two isomers of the pentaene obtained from coupling of β-ionone were found to interconvert under selective sensitization but not to give the hindered 7-cis isomers.
View full abstract
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Fumie Sato, Kaoru Oguro, Masao Sato
1978 Volume 7 Issue 7 Pages
805-806
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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Hydroalumination of 1-olefins with lithium aluminum hydride followed by treatment with 3-bromo-1-propyne in the presence of a catalytic amount of copper(I) chloride resulted in coupling. This new development provides a general method for the synthesis of terminal allenes.
View full abstract
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Hisanori Horita, Tetsuo Otsubo, Soichi Misumi
1978 Volume 7 Issue 7 Pages
807-810
Published: July 05, 1978
Released on J-STAGE: March 27, 2006
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The title compounds were synthesized and their structures were confirmed by NMR spectra. The [3.3]cyclophane
2 shows significant charge-transfer bands in its electronic spectrum. The intramolecular CT interaction in three [
n.
n]tropylioparacyclophane homologues is compared.
View full abstract
