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Jun-ichi Yamada, Satoshi Takasaki, Mototada Kobayashi, Hiroyuki Anzai, ...
1995 Volume 24 Issue 12 Pages
1069-1070
Published: 1995
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Electrochemical properties of various DHTTF derivatives and electrical conductivities of their radical cation salts have been investigated. Among their radical cation salts, the electrical resistance of (MDHT)
2AuI
2 [MDHT = methylenedithio(dihydro)tetrathiafulvalene] on a single crystal exhibited the metallic temperature dependence.
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Keisuke Kuriyama, Hirotsugu Kikuchi, Tisato Kajiyama
1995 Volume 24 Issue 12 Pages
1071-1072
Published: 1995
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Molecular packings of polydiacetylene (PDA) Langmuir-Blodgett (LB) film in various chromatic phases such as blue, red and bluish-green forms have been clarified by the electron diffraction analysis for the first time. Spectroscopic properties - molecular packings relationships for the chromatic phases of PDA LB film indicate that the chromatic phase of PDA is strongly dependent on its molecular packing in the crystal phase.
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Tsuneo Hirano, Seiji Tsuzuki, Kazutoshi Tanabe, Nobuo Tajima
1995 Volume 24 Issue 12 Pages
1073-1074
Published: 1995
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We have succeeded in predicting a molecular crystal structure from first principles. The potential parameters and geometry for CO
2 molecule were determined by
ab initio molecular orbital calculations. The experimentally observed CO
2 crystal structures at low and high pressures have been reproduced by molecular dynamics method without any
a priori assumptions on lattice constants nor space group symmetry. With extra pressure of 1 GPa in [010] direction, the structural change observed at about 10 GPa has also been reproduced.
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Takeshi Sakurai, Fumitaka Nose
1995 Volume 24 Issue 12 Pages
1075-1076
Published: 1995
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Cyclic voltammetry of six blue copper proteins, plastocyanin, azurin, umecyanin, plantacyanin, pseudoazurin, and stellacyanin was performed at Au electrodes modified with five promoters. A proper combination of non-covalent interactions such as hydrophobic interaction, hydrogen bonding, and electrostatic interaction realizes the access of the northern area of the protein molecules towards the electrode surface.
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Kazuhiko Mizuno, Gen-ichi Konishi, Toshinori Nishiyama, Hiroo Inoue
1995 Volume 24 Issue 12 Pages
1077-1078
Published: 1995
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Irradiation of an acetonitrile solution containing 2,3-dicyano-5,6-diphenylpyrazine with allylic silanes, benzylsilane, and ketene silyl acetal gave the mono-substituted products in excellent yields. This reaction is useful for the functionalization of pyrazine ring.
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Miki Saito, Akira Endo, Kunio Shimizu, Gen P. Satô
1995 Volume 24 Issue 12 Pages
1079-1080
Published: 1995
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A “shish-kebab” type polymer film is formed by the two-electron oxidation of [Ru(tpp)L
2] (H
2tpp = tetraphenylporphine; L =
trans-1,2-bis(4-pyridyl)ethylene, 4,4′-bipyridine, or 1,2-bis(4-pyridyl)acetylene) in 0.1 mol dm
−3 (
n-C
4H
9)
4N(ClO
4)-CH
2Cl
2. The polymers were characterized by cyclic voltammetry and UV-vis/IR spectrophotometry.
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Shigenobu Hayashi, Atsushi Tanaka, Mitsuyuki Soma
1995 Volume 24 Issue 12 Pages
1081-1082
Published: 1995
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119Sn high resolution solid state NMR of hectorite ion-exchanged by trimethyltin (TMT) and dimethyltin (DMT) cations has shown that under dry atmosphere TMT loses coordinated water molecules to give an abnormally high chemical shift δ = 300.
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Akihiko Ouchi, Kimitsugu Saito, Yoshinori Koga
1995 Volume 24 Issue 12 Pages
1083-1084
Published: 1995
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Organic fine particles were prepared by ArF laser-induced ablative photodecomposition of 3,4,9,10-perylenetetracarboxylic dianhydride containing trace amount of iron (3.5 ∼ 2200 ppm). Sudden change in the magnetic property of the particles, from diamagnetic to paramagnetic, was observed between the iron content of 2000 and 2100 ppm.
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Kenji Matsuda, Takehiro Yamagata, Hiizu Iwamura
1995 Volume 24 Issue 12 Pages
1085-1086
Published: 1995
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The exchange interaction between two triplet carbene centers through diphenyl sulfide
p,
p′-diyl and the corresponding sulfoxide coupling units was studied. While the former was found to be a ferromagnetic coupler, the latter was found to be an antiferromagnetic coupler.
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Norihiro Tokitoh, Tsuyoshi Matsumoto, Renji Okazaki
1995 Volume 24 Issue 12 Pages
1087-1088
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Treatment of an overcrowded diarylgermylene bearing 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl and 2,4,6-triisopropylphenyl groups with tribenzylamine
N-oxide gave the corresponding diarylgermanone
4, the first example of a stable germanium-oxygen double-bond compound. Germanone
4 was stable in solution at room temperature for a short time and underwent [2+3]cycloaddition with mesitonitrile oxide, while in the absence of such a trapping reagent
4 gave two diastereomeric intramolecular cyclization products
8 and
9.
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Yoshihito Kayaki, Isao Shimizu, Akio Yamamoto
1995 Volume 24 Issue 12 Pages
1089-1090
Published: 1995
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Novel, neutral and cationic monoorganopalladium complexes containing the methyl ligand as well as ethyl ligands having polar substituents have been prepared and their reactivities toward CO insertions have been compared. The results indicate that ready availability of CO coordination site in the complexes is the most important factor in determining the reactivities of the monoorganopalladium complexes toward CO insertion.
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Shun-ichi Hashimoto, Yoji Miyazaki, Motoo Shiro, Shiro Ikegami
1995 Volume 24 Issue 12 Pages
1091-1092
Published: 1995
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Mori’s key intermediate
2 for the large-scale synthesis (−)-periplanone-B has been prepared from β-keto prenyl ester
8 by exploiting the new three-step sequence of α-alkynylation with alkynyllead(IV) triacetate, semihydrogenation, and palladium-catalyzed deallyloxycarbonylation with HCO
2HNEt
3, and subsequent isomerization induced by NaOCH
3.
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Masahiko Yamaguchi, Akio Hayashi, Masahiro Hirama
1995 Volume 24 Issue 12 Pages
1093-1094
Published: 1995
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Alkynyldichlorogalliums dimerize in hydrocarbon solvents
via carbogallation giving 1,1-dimetallo-1-buten-3-yne derivatives.
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Masahiro Mikuriya, Youichi Hashimoto, Asako Kawamori
1995 Volume 24 Issue 12 Pages
1095-1096
Published: 1995
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A novel tetranuclear manganese(II, III, II, III) complex with 2,6-bis[N-(4-imidazolylethyl)iminomethyl]-4-methylphenol (HL), [Mn
4(L)
2(O)
2(CH
3COO)
2](ClO
4)
2·2C
2H
5OH·2H
2O, has been synthesized and characterized by X-ray crystallography, infrared and electronic absorption spectroscopies, magnetic suscepitibility measurement, and ESR spectroscopy.
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Yoshitane Kojima, Masaaki Watanabe, Hiroyuki Miyake
1995 Volume 24 Issue 12 Pages
1097-1098
Published: 1995
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Silver(I) complexes of
N,
N′-ethylene-bridged-(
S)-histidyl-(
S)-histidine and -(
S)-methionyl-(
S)-methionine derivatives have been synthesized and characterized as monomeric complex ions coordinated only by two functional groups on the side chains of each ligand.
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Kunio Hiroi, Hiroshi Onuma, Yoshihisa Arinaga
1995 Volume 24 Issue 12 Pages
1099-1100
Published: 1995
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The first example of the palladium-catalyzed asymmetric nucleophilic substitutions of chiral β-sulfinylallylic systems is described. The degree of the asymmetric induction was dependent on the reaction conditions, especially a phosphine ligand used. The plausible mechanism of the asymmetric induction is proposed on the basis of the stereochemical results obtained.
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Masato Sakamoto, Isao Shimizu, Akio Yamamoto
1995 Volume 24 Issue 12 Pages
1101-1102
Published: 1995
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Phosphonium salts, PPh
4I and PMePh
3I, oxdatively add to Pd(methyl acrylate)(PMePh
2)
2 to give
trans-[PdPhI(PMePh
2)
2] in moderate yields with cleavage of the P-phenyl bond. Conversely thermolysis of
trans-PdPhIL
2 (L = PMePh
2 and PPh
3) reductively eliminates PMePh
3I and PPh
4I, respectively. Application of the P-C bond cleavage process in phosphonium salts to olefination, carbonylation and hydrogenation reactions has been explored.
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Satoshi Osada, Yuji Miyahara, Nobujiro Shimizu, Takahiko Inazu
1995 Volume 24 Issue 12 Pages
1103-1104
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Effects of fluorine substituents on transannular interaction in [3.3]metacyclophanes were examined on the basis of chemical and spectral properties of five [3.3]metacyclophanes possessing one or two fluorine atoms at the inner and/or outer positions.
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Yuichi Michiue, Satoshi Takenouchi, Takayoshi Sasaki, Mamoru Watanabe
1995 Volume 24 Issue 12 Pages
1105-1106
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Metastable Li-titanogallate has been obtained by substituting Li
+ ions for Na
+ ions of Na
xTi
2−xGa
4+xO
10 (x = 0.85) in molten LiNO
3 at 450 °C. Na
+ ions in one-dimensional tunnels of the framework structure have been practically exchanged by Li
+ ions. Rietveld fitting of X-ray diffraction profile has clarified that the framework stucture has been retained but reasonably deformed by the ion exchange reaction.
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Takayuki Kawashima, Naoko Yamashita, Renji Okazaki
1995 Volume 24 Issue 12 Pages
1107-1108
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erythro-Trimethylsilyl ether
3a underwent stereospecific and quantitative
syn-elimination of trimethylsiloxy(dimesityl)borane upon heating to give (
Z)-β-methylstyrene like the corresponding hydroxy borane
1, whereas the thermolysis of
t-butyldimethlsilyl ether
3c afforded mainly (
Z)-silyl enol ether
6 by elimination of dimesitylborane. Triethylsilyl ether
3b gave a mixture of both products. These results indicate that two elimination reactions via a four-centered transition state proceed competitively depending on the steric bulkiness of the silyl group.
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Kazuo Iguchi, Makoto Iwashima, Kinzo Watanabe
1995 Volume 24 Issue 12 Pages
1109-1110
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Two novel lactonic steroids, stoloniolide I and II, were isolated from the Okinawan soft coral,
Clavularia viridis Quoy and Gaimard. Their structures were determined by spectroscopic analysis. They each possessed a unique 1,10-secoergostane skeleton unprecedented in the field steroids.
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Hong Zhang, Yali Wang, Wolfgang Voelter
1995 Volume 24 Issue 12 Pages
1111-1112
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H-Asp(OBu
t)-Gly, coupled to the 2-chlorotrityl resin, does not undergo aspartimide cyclization upon further solid phase peptide elongation via the Fmoc strategy. Prolonged peptide fragments, side chain and
N-terminally Nps-protected, are suitable intermediates for fragment condensations of long-chain Asp-Gly-containing peptides.
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Hiroshi Kitajima, Yuko Aoki, Katsuji Ito, Tsutomu Katsuki
1995 Volume 24 Issue 12 Pages
1113-1114
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N,
N,
N′,
N′-Tetraethyl-1,1′-bi-2-naphthol-3,3′-dicarboxamide (
1b) was found to be an effective chiral auxiliary for asymmetric Simmons-Smith cyclopropanation and high enantioselectivity greater than 85% ee was achieved in the reaction of
E-allylic alcohols.
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Hiroyuki Higuchi, Noriyuki Hayashi, Haruki Koyama, Juro Ojima
1995 Volume 24 Issue 12 Pages
1115-1116
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The isomeric mixture of 3,3′-dialkylbithiophenes with head-to-head (H-H) and head-to-tail (H-T) orientations was separated into each isomer by using preferential brominartion of the H-T isomer. This separation method proved to be useful for simultaneous preparation of the pure H-H and H-T bithiophenes which are inaccessable by other methods.
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Atsushi Ogata, Mitsunori Matsuura, Akira Obuchi, Hiroshi Yagita, Koich ...
1995 Volume 24 Issue 12 Pages
1117-1118
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Photoactivation of methane has been investigated on metal ion-supported silica gels. Methyl radicals were detected on Na, Mg, Ca, Sr, Y, Ti, Zn, Zr, Sn, Pb and Bi/SiO
2 at 77 K by electron spin resonance (ESR). It is found that methane was dissociated to the methyl radical on Na, Mg, Sr, Zn and Sn supported samples with lower photon energy than C–H bond dissociation energy in methane.
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Kazuhiko Osoda, Xavier Pannecoucke, Koichi Narasaka
1995 Volume 24 Issue 12 Pages
1119-1120
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Substituted 1,4-dicyanobenzenes are prepared as electron-accepting photosensitizers. The efficiency of some photosensitized reactions is influenced remarkably by the substituent(s) of 1,4-dicyanobenzene. By using mono or dimethylated dicyanobenzene, the reactions proceed more rapidly as compared with that by using 1,4-dicyanobenzene itself.
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Yoshiro Masuyama, Masaaki Kagawa, Yasuhiko Kurusu
1995 Volume 24 Issue 12 Pages
1121-1122
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Allylic alcohols caused allylic amination with primary or secondary amines in the presence of a catalytic amount of Pd(PPh
3)
4 and a stoichiometric amount of tin(II) chloride in THF at 50 °C to produce the corresponding allylic amines regioselectively.
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Hideki Asai, Kenji Uneyama
1995 Volume 24 Issue 12 Pages
1123-1124
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Electroreduction of dibromodifluoromethane in the presence of diphenyldiselenide and olefins in a DMF-(Pt)-(Al) system provided adducts of in situ generated bromodifluoromethyl radical and phenylselenenyl group to olefins. One electron transfer from benzeneselenolate to CF
2Br
2 induces the formation of CF
2Br· radical. This system is also useful for generation of ·CF
2CO
2Et radical from ethyl bromodifluoroacetate.
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Yohji Misaki, Kazuya Kawakami, Hideki Fujiwara, Tokio Yamabe, Takehiko ...
1995 Volume 24 Issue 12 Pages
1125-1126
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The title donor, CPTM-TTP (4,5-cyclopenteno-4′,5′-bis-(methylthio)-2,5-bis(1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapen-talene) has produced metallic cation radical salts with octahedral and linear anions. Among them, (CPTM-TTP)
4AsF
6 has a two-dimensional “β-type” arrangement of donor molecules and a closed Fermi surface.
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Takashi Kato, Yasuo Kubota, Masahisa Nakano, Toshiyuki Uryu
1995 Volume 24 Issue 12 Pages
1127-1128
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Doubly hydrogen-bonded complexes obtained by 1:1 supramolecular self-assembly of 2,6-diacylaminopyridines and 4-alkoxybenzoic acids exhibit liquid-crystalline behavior.
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Ichiro Yamamoto, Koichi Narasaka
1995 Volume 24 Issue 12 Pages
1129-1130
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7-Oxabicyclo[2.2.1]hept-2-ene derivatives are prepared by the Diels-Alder reaction employing 3-methylthiofuran as a diene component. A chiral titanium catalyst promotes the Diels-Alder reaction in good enantioselectivity. The cycloadducts are converted to highly functionalized cyclohexenols by treatment with silyl enol ethers and
t-butyldimethylsilyl trifluoromethanesulfonate.
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Reiji Tanaka, Kaori Okazaki, Hideo Tsuzuki
1995 Volume 24 Issue 12 Pages
1131-1132
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A dielectric constant for W/O microemulsions consisting of sodium bis (2-ethyhexyl) sulfosuccinate (AOT), water and cyclohexane was measured at 1 MHz and at 298.15 K. Minima were found in the dielectric constant when a molar ratio of water to AOT was 15 irrespectively of the AOT concentration. This minimum would be related to symmetric hydration of ions, therefore, water pool in the microemulsion becomes more nonpolar around the ratio of 15.
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Masahiko Iyoda, Fatema Sultana, Mitsuo Komatsu
1995 Volume 24 Issue 12 Pages
1133-1134
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Thermal [3+2] cycloaddition of C
60 with α-silylamine derivatives proceeds smoothly under neutral conditions to afford fullerene-fused pyrrolidines and 1-pyrrolines in moderate to good yields. The new methods are effective for constructing fullerene derivatives containing bulky aryl-substituents.
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Masaru Ogura, Sachiko Hiromoto, Eiichi Kikuchi
1995 Volume 24 Issue 12 Pages
1135-1136
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Catalytic activity of In/H-ZSM-5 for selective reduction of nitric oxide at a low concentration with methane was greatly improved by supporting precious metals (Pt, Rh, Ir), which promoted not only NO oxidation, but also enhanced NO
2 adsorption in the presence of water vapor.
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Toshimasa Ishida, Yasuko In, Hiroomi Nagata, Mitsunobu Doi, Akio Wakah ...
1995 Volume 24 Issue 12 Pages
1137-1138
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The crystal structure of copper complex of Schiff base of pyridoxal-5-phosphate and pyridoxamine-5-phosphate showed the strikingly short intermolecular C···C contact of ∼ 2.3 Å. Since this value corresponds just to a transition state for cycloaddition reaction estimated by
ab initio calculation, the present result may be the first structural presentation of an intermediate structure from the noncovalent π–π interaction to the σ-covalent bond formation.
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Satoshi Shinoda, Atsuhiro Osuka, Yoshinobu Nishimura, Iwao Yamazaki
1995 Volume 24 Issue 12 Pages
1139-1140
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Two sets of new fucoxanthin or zeaxanthin-linked pyropheophorbides were prepared to compare the intramolecular excited-state interactions. Fucoxanthin acts as a better antenna toward pyropheophorbide by transferring singlet energy from its S
1-state, while zeaxanthin is a poorer antenna and quenches the S
1-state of the pyropheophorbide possibly by reverse energy transfer.
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Nobuyuki Yasuda, Michinori Karikomi, Takashi Toda
1995 Volume 24 Issue 12 Pages
1141-1142
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4-Bromomethyl-4,5-dihydro-1,3-thiazoles and 5-bromo-4
H-5,6-dithydro-1,3-thiazines were synthesized by intramolecular cyclization of allylthioimidates by the reaction with
N-bromosuccinimide (NBS) or bromine in dichloromethane at room temperature.
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Masa-aki Haga, Koji Hiratsuka, Masako Kato, Hiromasa Kurosaki, Masafum ...
1995 Volume 24 Issue 12 Pages
1143-1144
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A novel self-assembly of two 6,6′-bis(1-methylbenzimidazol-2-yl)-2,2′-bipyridine (dmbbbpy) with two Pt(II) ions was characterized in both solid and solution states by X-ray structure analysis,
1H NMR and electrospray mass spectra.
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Hiroyuki Sakaba, Kazushige Ishida, Hiroshi Horino
1995 Volume 24 Issue 12 Pages
1145-1146
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Photolysis of [Cp
*W(CO)
3Me] (Cp
* = η
5-C
5Me
5) in MeCN gave
cis-[Cp
*W(CO)
2(MeCN)Me] in a high yield. Stereospecific substitution reactions of the acetonitrile complex with PR
3 (R = Me, Ph) took place under mild conditions to produce
cis-[Cp
*W(CO)
2(PR
3)Me]. Reactions of M[Cp
*W(CO)
2(PR
3)] (M = Li, R = Me; M = K, R = Ph) with MeI afforded
trans-[Cp
*W(CO)
2(PR
3)Me] as major products, which isomerized to the more stable cis isomers.
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Tetsuo Kusumoto, Ken-ichi Sato, Gullapalli Kumaraswamy, Tamejiro Hiyam ...
1995 Volume 24 Issue 12 Pages
1147
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Optically active compounds containing a deuterated chiral alkyl ester group [(
R)-ArCOOCD(CD
3)CD
2-
n-C
5H
11, ArCOOCH(CD
3)CD
2-
n-C
5H
11, ArCOOCD(CH
3)-
n-C
6H
13: Ar =
n-C
8H
17OC
6H
4C
6H
4COOC
6H
4] were prepared from 2-octanone and were proved to exhibit liquid crystal phases (Cr 73 SmC
A* 117 SmC
* 122 SmA 149 Iso) same as the parent compound [(
R)-ArCOOCH(CH
3)-
n-C
6H
13].
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Mats Sandberg, Masahito Sano, Susumu Yoshimura
1995 Volume 24 Issue 12 Pages
1148
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Ultrathin films of poly(N-benzoylethyleneimine) were grown on the basal plane of graphite by the method of polymerization-induced epitaxy. Scanning tunneling microscopy of the thin films showed periodic structures which indicate formation of crystalline layers.
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