Chemistry Letters · 1264 Solid-state Thermal and Photochemical E/Z Isomerization of Bidentate-N,S...
Transcript of Chemistry Letters · 1264 Solid-state Thermal and Photochemical E/Z Isomerization of Bidentate-N,S...
Chemistry Lettershttp://www.csj.jp/journals/chem-lett/
Vol.39 No.12 CMLTAGDecember, 2010 ISSN 0366-7022
Copyright © 2010 The Chemical Society of Japan
Highlight Review
1226 Tailoring Material Properties through DefectEngineering
Harry L. Tuller* and Sean R. Bishopdoi:10.1246/cl.2010.1226
Many advanced materials today derive their function from precise control of point defects. Through manipulation of pointdefects, the electrical, optical, mechanical, and other properties of materials can be systematically modified and optimized. Thisfeature paper illustrates the type of progress that has been made in understanding the often complex equilibria exhibited by manymaterials and shows, by use of examples, how this knowledge can be applied to tailor materials’ properties through defectengineering. Examples which highlight key points of defect engineering include: dark conductivity of radiation detectors,chemomechanics and nanoionics of solid oxide fuel cell materials, sensitivity of high frequency resonators for high-temperaturemass measurements, and emission lifetime and luminescence intensity of phosphor materials.
1232 Recent Progress in Living Cationic Polymer-ization of Vinyl Ethers
Arihiro Kanazawa, Shokyoku Kanaoka, andSadahito Aoshima*doi:10.1246/cl.2010.1232
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1238 Timing-controlled Decompaction of Poly-plexes In Vivo Greatly Enhances TransgeneExpression
0
0.5
1
1.5
2
2.5
3
0C/A
Rel
ativ
e ge
ne e
xpre
ssio
n
P1P2P3
0
at 37 °C
Time/h
10 20 30 40 50
at 4 °C
24 48
Yoichi Tachibana, Tomoko Hashimoto, HisaeNozaki, Akira Murakami, and Tetsuji Yamaokadoi:10.1246/cl.2010.1238
Letter
1240 Prevention of Adsorption of FluorescentAmino Acids to Gels by Using a PeptideContaining Dendritic Amino Acids
Mizuki Kitamatsu,* Kazumasa Akagi, andMasahiko Sisidodoi:10.1246/cl.2010.1240Electronic Supporting Information
1242 Phase Transition and Thermal BehaviorChange of Low Silica X Zeolite at [Al] = 90
Mana Yasui-Hiraiwa, Teruhisa Hongo,* HirokoHayashi, Tetsuo Takaishi, Shinichi Nataka, andAtsushi Yamazakidoi:10.1246/cl.2010.1242Electronic Supporting Information
1245 Sialylglycan-modified Field Effect Transistorfor Detection of Charged Lectin underPhysiological Conditions
SSA concentration
∆Vg
/ mV
Blank 5 µg mL 50 µg mL 500 µg mL HSA(200 µg mL−1)
100
80
60
40
20
-20
0
FET gate oxide
25 Å
BSA Streptavidin
SSA
Biotinylatedsialylglycan
Source Drainp-type Si
SiO2SiO2
A
Vds
Ids
Vg
DraincurrentDrainvoltage
Gate voltage
Reference electrode
Probe molecule (sialylglycan)
n+ n+
Buffer solution
Gate area
Target protein (SSA)
−1−1−1
Takahiro Nakamura, Yoshihiro Sakurai, ShoHideshima, Shigeki Kuroiwa, and TetsuyaOsaka*doi:10.1246/cl.2010.1245Electronic Supporting Information
1248 Synthesis and Metal-like Luster of NovelPolyaniline Analogs Containing AzobenzeneUnit
Minoru Kukino, Junpei Kuwabara, KiyotoMatsuishi, Takashi Fukuda, and TakakiKanbara*doi:10.1246/cl.2010.1248Electronic Supporting Information
Chemistry Letters Vol.39, No.12 (2010)C-136
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1251 Lignin Gasification over Charcoal-supportedPalladium and Nickel Bimetal Catalysts inSupercritical Water The mixture of Pd(NH3)4(NO3)2/C and Ni(NO3)2/C is more active for the lignin gasification than
the individual monometal catalysts. EXAFS and XRD show the formation of small Pd−Ni alloy particles, which are the active sites for the lignin gasification.
Aritomo Yamaguchi, Norihito Hiyoshi, OsamuSato, Mitsumasa Osada, and Masayuki Shirai*doi:10.1246/cl.2010.1251Electronic Supporting Information
1254 Modified OligoDNA Having Two Consecu-tive Silylated-pyrene Moieties in MinorGroove Exhibiting an Excimer FluorescentSignal upon Binding to Fully Complemen-tary DNA Strand
OligoDNA possessing consecutive modified nucleotide residues bearing silylated pyrene molecule at C-2′ position exhibited marked excimer fluorescent signal upon binding to the fully matched complementary DNA strand.
Mika Mogi, Md. Gias Uddin, MayumiIchimura, Tomohisa Moriguchi, and KazuoShinozuka*doi:10.1246/cl.2010.1254
1256 Water-soluble Inclusion Complexes of[60]Fullerene Derivatives Using £-Cyclo-dextrin -CDx
+
-CDx
+
γγ γ
Atsushi Ikeda,* Tomoya Genmoto, NaotakeMaekubo, Jun-ichi Kikuchi, MotofusaAkiyama, Takayuki Mochizuki, Shuhei Kotani,and Toshifumi Konishidoi:10.1246/cl.2010.1256Electronic Supporting Information
1258 One-step Preparation of Gold NanoparticlesUsing 4-Acylamidobenzenethiol as a Reduc-tive Stabilizer
Hiroaki Okamura,* Junichi Kurawaki, TetsuoIwagawa, Toshiyuki Hamada, and MasatakeKawashimadoi:10.1246/cl.2010.1258Electronic Supporting Information
1261 Triazole-linked Benzylated Glucosyl, Galac-tosyl, and Mannosyl Monomers and Dimersas Novel Sugar Scaffold-based PTP1B In-hibitors
Yin-Jie Zhang, Xiao-Peng He, Cui Li, Zhen Li,De-Tai Shi, Li-Xin Gao, Bei-Ying Qiu,Xiao-Xin Shi, Yun Tang,* Jia Li,* andGuo-Rong Chen*doi:10.1246/cl.2010.1261Electronic Supporting Information
Chemistry Letters Vol.39, No.12 (2010) C-137
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1264 Solid-state Thermal and Photochemical E/ZIsomerization of Bidentate-N,S Schiff BaseLigands in Iridium(III) Complexes
N
Ir
N
S
N
Me
Me
Me
CF3
F3C
CF3
F3CE N
Ir
N
S
N
Me
Me
Me
CF3
F3C
CF3
F3C Zhν
∆
The complete thermal and photochemical switching processes have been observed at a C=N double bond in a Schiff base IrIII complex derived from 2-substituted benzothiazoline.
Tatsuya Kawamoto,* Yusuke Takino, KeiichiSakoda, and Takumi Konnodoi:10.1246/cl.2010.1264Electronic Supporting Information
1267 The First Experimental Demonstration ofSide Chain Extension of Geoporphyrins inSediments
N
NN
N
OMeO2C
Mg
CO2Phytyl
Chlorophylls
N
HNN
NHDiagenesis
A high carbon numbergeoporphyrin
Kenta Asahina, Junya Asano, Gen Kumagai,Mitsuru Satou, Kouichi Nomoto, YuichiroKashiyama, Hajime Mita, and Shinya Nomoto*doi:10.1246/cl.2010.1267
1270 The Synthesis and Flame Retardance of aHigh Phosphorus-containing UnsaturatedPolyester Resin
A high phosphorus-containing unsaturated polyester resin (P-UPR) with UL94 V-0 rate was synthesized by a one-step or two-step method with a low amount of 15.0 wt % dimethyl methylphosphonate (DMMP) as a reactive flame retardant.
CH2HO O
O
O
O
O
O
CH
CH3
OH
Polymerization
HOCH2CH2OHP
O
OCH3H3CO
CH3
Catalyst
CC
OO
OCH
CH3
CH2O C
O
CH CH C
O
OCH2CH2O P
O
CH3
O
500
Abs
orba
nce
Wavenumber/cm-1
113°C153°C
196°C240°C285°C
329°C373°C416°C
459°C502°C544°C
586°C627°C668°C
4000350030002500200015001000
Chen Zhang, Shu-Mei Liu,* Jun-Yi Huang, andJian-Qing Zhaodoi:10.1246/cl.2010.1270
1273 Dynamic Response of a Cholesterol-contain-ing Model Membrane to Oxidative Stress
Tsuyoshi Yoda, Mun’delanji C. Vestergaard,Yoko Akazawa-Ogawa, Yasukazu Yoshida,Tsutomu Hamada,* and Masahiro Takagidoi:10.1246/cl.2010.1273
1275 AFM Interaction Study of Poly(ammoniumacrylate) Adsorbed on a Si Surface inAqueous KCl Solution
Force curve of the PAA on the Si substrate in the KCl solution. Short- and long-range interactions were explained, respectively, by steric hindrance of the polymer adsorbed onto the solid surface and DLVO theory.
Toshihiro Isobe,* Yosuke Nakano, YoshikazuKameshima, Kiyoshi Okada, and AkiraNakajimadoi:10.1246/cl.2010.1275
Chemistry Letters Vol.39, No.12 (2010)C-138
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1277 MCM-41 Grafted Quaternary AmmoniumSalts as Recyclable Catalysts for the Sequen-tial Synthesis of Dimethyl Carbonate fromEpoxides, CO2, and Methanol
One kind of novel heterogenous bifunctional catalysts, MCM-41 grafted quaternary ammonium salts with terminal amino groups was prepared for the first time. These catalysts exhibited excellent catalytic performance and good reusability in the sequential synthesis of dimethyl carbonate from epoxides, CO2, and methanol.
Jian Li, Liguo Wang, Shimin Liu, Xueli Li,Feng Shi,* and Youquan Deng*doi:10.1246/cl.2010.1277Electronic Supporting Information
1279 Oxidation of Dihydrazones of Diaryl ¡-Diketones to Diarylacetylenes Using SodiumPeriodate
NaIO4, Water:EtOAcR2R1room temperature
NNH2
NNH2
R2R1
Balaram S. Takale and Vikas N. Telvekar*doi:10.1246/cl.2010.1279Electronic Supporting Information
1281 Synthesis of 13C-Labeled 5,6,11-Trideoxy-tetrodotoxin
BocHNOP
OP
O
NN OH
H
H
HNO
HO
13C N
NN O
13CH
H
HN
HO O
HO
R
6 11
5
R = 4α-OH: 13C-5,6,11-trideoxytetrodotoxinR = 4β-OH: 13C-4-epi -5,6,11-trideoxytetrodotoxin
4Intramolecular
Cyclization
Na13CN
NH
OP
HO
O
13CN
BocHN
NBoc
P
MgCl2
Deprotection
Taiki Umezawa, Tetsuro Shinada,* andYasufumi Ohfune*doi:10.1246/cl.2010.1281Electronic Supporting Information
1283 Beat of Frequency Modes with an ArtificialNegative Frequency in Spectrogram Analysis Artifact caused by negative frequency mode
on spectrogram.
Atsushi Yabushita,* Chih-Hsien Kao, Yu-HsienLee, and Takayoshi Kobayashidoi:10.1246/cl.2010.1283Electronic Supporting Information
1285 Nanoaggregate Formation of AmphiphilicAlternating and Random Copolyimides inWater
1Diameter/ nm
Alternating coPI
Random coPI
N
O
N
O
X N
O
ON
O
O
Y
O
O
O 2CH2O
OO
O
O
O
OO 2
n
Amphiphilic alternating coPI
Amphiphilic random coPI
Amphiphilic copolyimides
4
DAn
9CH
CH
100010010Takashi Hamada and Kazuaki Kudo*doi:10.1246/cl.2010.1285Electronic Supporting Information
Chemistry Letters Vol.39, No.12 (2010) C-139
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1288 Band Gap and Absorption Profile Change byChanging Molecular Weight and Conforma-tion of Water-soluble Narrow-band-gapPolymers
0
0.1
0.2
0.3
0.4
0.5
0.6
0.7
00.511.52
Py(10)Py(12)Py(14)Py(20)Py(40)Py(70)
Abs
orba
nce
Photon energy / eV
N
SO3Nan
Band gaps and absorption profiles of water-soluble π-conjugated polymers, which were prepared by the addition−condensation of pyrrole with sodium o-formylbenzenesulfonate, changed with changing their molecular weights and conformations in different solvents. The band gaps were changed from less than 0.19 eV in a solid to 0.59 eV in a solution.
Hiroyuki Aota,* Takeshi Ishikawa, YutaAmiuchi, Hirofumi Yano, Tatsuya Kunimoto,and Akira Matsumotodoi:10.1246/cl.2010.1288Electronic Supporting Information
1291 Clustering of Lipid Rafts in Plasma Mem-branes by Hybrid Liposomes for LeukemiaCells along with Apoptosis
Hybrid liposomes (HL-23) composed of 90 mol % L-α-dimyristoylphosphatidylcholine (DMPC) and 10 mol % polyoxyethylene(23) dodecyl ether (C12(EO)23) could induce the clustering of lipid rafts in the plasma membranes for human leukemia HL-60 cells leading to apoptosis.
Yuji Komizu, Sayuri Nakata, Koichi Goto,Yoko Matsumoto, and Ryuichi Ueoka*doi:10.1246/cl.2010.1291
1294 Self-generated Motion of Droplets Inducedby Korteweg Force
Unidirectional motion of a droplet in aqueous Na2SO4/PEG two-phase system.
(b) t =65s (c) t =115s =165s(d) t(a) t =15s
2 mmTakahiko Ban,* Ai Aoyama, and TakuyaMatsumotodoi:10.1246/cl.2010.1294
1297 Blocking Oxidation of Al Surfaces withOrganic Thiol Monolayers Cured by Elec-tron Beam
Shuhei Nomura, Taro Yamada,* and MakiKawaidoi:10.1246/cl.2010.1297Electronic Supporting Information
1300 Fluoro-substituted Phenyleneethynylenes:Acetylenic n-Type Organic Semiconductors
F F
F3C
F F F F
FF FF
F F
CF3
F
F
F
F
n-type semiconductor, µ = 5.5 x 10−2 −1 −1 cm2 V s
Daisuke Matsuo, Xin Yang, Akiko Hamada,Kyo Morimoto, Takuji Kato, Masayuki Yahiro,Chihaya Adachi,* Akihiro Orita,* and JunzoOtera*doi:10.1246/cl.2010.1300Electronic Supporting Information
Chemistry Letters Vol.39, No.12 (2010)C-140
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1303 Thermal Properties of Alkali (Fluorosulfo-nyl)(trifluoromethylsulfonyl)amides
300
400
500
600
700
0 100 200 300 400
C0C1-C0C0-
C0C2-
C1C1-
C2C2-
[C4F9SO3]-[BF4]-
[ClO4]-
[PF6]-
[CF3SO3]-
C1C2-Tm
/ K
Molecular weight of anion
[NO3]-
This figure is the plots of melting temperature of anhydrous lithium salts against molecular weight of constituent anions. Some perfluorosulfonylamide anions are abbreviated as follows; [(FSO2)2N]−: C0C0−, [(FSO2)(CF3SO2)N]−: C0C1−, [(CF3SO2)2N]−: C1C1−, [(FSO2)(C2-F5SO2)N]−: C0C2−, [(CF3SO2)(C2-F5SO2)N]−: C1C2−, [(C2F5SO2)2N]−: C2C2−.
Keigo Kubota, Toshiyuki Nohira, RikaHagiwara, and Hajime Matsumoto*doi:10.1246/cl.2010.1303
1305 Magnetic Resonance-visible Coating for Endo-vascular Device Visualization: Gadolinium-(III)Diethylenetriaminepentaacetic Acid-based Insoluble Polymer Coating
qp
ON OO O
/N
NN
O
O O
O
O
OO
O
O
NH
NH
OGd
HO
H
1. MR-visible polymer 2. Analog polymer (no Gd-DTPA) 3. Negative control (without coating)
MR-visible polymer
1 2
Saline
Polymer coated part
Catheter
3
Tomoka Kurita,* Kagayaki Kuroda, and TakeoOhsakadoi:10.1246/cl.2010.1305
1307 Development of a Flux Stabilizer for Solid-state Nuclear Magnetic Resonance with aHybrid Magnet
Solid-state NMR at 28 T.
6000
5000
4000
3000
2000
1000
0FT Power Intensity/arb unit
-20 -10 0 10 20
Shift/kHz
KBr79Br-MAS-NMR
28T
Kenjiro Hashi,* Tadashi Shimizu, TeruakiFujito, Atsushi Goto, Shinobu Ohki, ToshihisaAsano, Shigeki Nimori, Giyuu Kido, and JunKidadoi:10.1246/cl.2010.1307
1309 Fabrication of Novel ReflectiveEmissiveDual-mode Display Cell Based on Electro-chemical Reaction
Initial state Reflective mode Emissive mode
by applying DC voltage by applying AC voltageYuichi Watanabe, Kazuki Nakamura, andNorihisa Kobayashi*doi:10.1246/cl.2010.1309
1312 Silicalite Pervaporation Membrane Exhibit-ing a Separation Factor of over 400 forButanol
Butanol solution was able to be concentrated to 80 wt % or more from a 1 wt % butanol solution on silicone-rubber-coated silicalite membranes. The butanol concentration process was simplified greatly by the development of this separation membrane. The energy needed to refine the butanol from 1 wt % butanol solution was equal to 13% of the energy of the butanol.
Hideyuki Negishi,* Keiji Sakaki, and ToruIkegamidoi:10.1246/cl.2010.1312
Chemistry Letters Vol.39, No.12 (2010) C-141
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1315 Robust Hole Transport in a ThienothiopheneDerivative toward Low-cost Electronics
S
SBr BrS B
O
OC6H13
S
SS
SC6H13
C6H13
K2CO3
Pd(PPh3)4
+
GS/V
|I DS
|/A
| I DS|1/
2/A
1/2
BareODTSHMDSOHPMMA
-50
0
0.001
0.002
0.003
0.004
10-12
10-10
10-8
10-6
10-4
transport characteristics of organic thin film transistor
air-stability surface dependence
/cm
2–1
–1V
s
th/V
V
Air exposure/day010-3
10-2
10-1
100
-50
-40
-30
-20
-10
0
V20100-10-20-30-40
µ
50
Shinya Oku, Kazuhiro Takamiya, DaisukeAdachi, Shuhei Ishikawa, Shuichi Nagamatsu,Wataru Takashima,* Shuzi Hayase, and KeiichiKanetodoi:10.1246/cl.2010.1315Electronic Supporting Information
1317 Rapid Adsorption of Rh(III) by Polyamine-functionalized Cellulose Fiber Combinedwith Microwave Irradiation
Fibrousadsorbent
MicrowaveRh(III) + Cell-dien
Polyamine-grafted fibrous cellulose rapidly adsorbed Rh(III), assisted by microwave irradiation.
Ahmed M. Yousif, Masateru Nishioka, YoshitoWakui, and Toshishige M. Suzuki*doi:10.1246/cl.2010.1317Electronic Supporting Information
1319 Catalytic Beckmann Rearrangement ofCyclododecanone Oxime
N OH
NH
OSiCl4
Nitrile-HexaneSatoshi Sato,* Hideaki Hoshino, TsunemiSugimoto, and Kohichi Kashiwagidoi:10.1246/cl.2010.1319
1321 Guest Binding, Cellular Uptake, and Molecu-lar Delivery of Water-soluble CyclophanesHaving a Pyrene Moiety
Osamu Hayashida,* Chika Eguchi, KeiichiroKimura, Yu Oyama, Tomomi Nakashima, andKosei Shiojidoi:10.1246/cl.2010.1321Electronic Supporting Information
1323 Hybrid InorganicOrganic Crystals Com-posed of Octamolybdate Isomers and Pyr-idinium Surfactant
Takeru Ito,* Keisuke Mikurube, Yukihiro Abe,Takahisa Koroki, Masaki Saito, Jun Iijima,Haruo Naruke, and Tomoji Ozeki*doi:10.1246/cl.2010.1323Electronic Supporting Information
Chemistry Letters Vol.39, No.12 (2010)C-142
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1326 Thin TiO2 Films Prepared via High-pressureCrystallization for Dye-sensitized Solar Cells
Crystallized thin TiO2 films were successfully prepared via the high-pressure crystallization (HPC) process. Comparing to conventional heating process, the crystallized temperature for thin TiO2 films was significantly decreased. The IPCE values of the crystallized films were significantly increased by the UV-irradiation after the HPC treatment.
DI water
substrateautoclave
High pressure
Assembled for cells
Jeng-Shin Ma and Chung-Hsin Lu*doi:10.1246/cl.2010.1326
1329 Synthesis and Gelation Behavior of 4¤-Propyl-1,1¤-bi(cyclohexyl)-4-one 4-Alkoxy-benzoylhydrazone
RONHNH2
ORO
OEt
OHO
OEt
O RBr
K2CO3
N2H4 H2O
ORO
O
NH
N
.
R = CnH2n+1 ; n = 4, 5, 6, 7, 8, 12
(3HHB-n)
dc
ba
A series of new alkoxybenzoylhydrazones of 4′-propyl-1,1′-bi(cyclohexyl)-4-one were prepared as novel low molecular weight organogelators (LMOGs). Their gelation behaviors in 10 solvents were tested.
Juan Li, Pei Chen,* Xinbing Chen, ZhongweiAn, and Yan Lidoi:10.1246/cl.2010.1329
1331 Ferromagnetic GdCu, TbCu, and HoCuCouplings in Isomorphous [Ln2Cu] Com-plexes
Atsushi Okazawa, Ryo Watanabe, MasaruNezu, Takashi Shimada, Shunsuke Yoshii,Hiroyuki Nojiri,* and Takayuki Ishida*doi:10.1246/cl.2010.1331Electronic Supporting Information
1333 Preparation of Thin CuInSe2 Films UsingCuIn Alloy Nanoparticles
Evolution of H2
e-
In
Cu-In
alloys
Cu
High activities
of metallic
nanoparticles
B
Na+H
H
HH
-
Cu2+
In3+
Cu−In alloy nanoparticles were successfully synthesized via the chemical reduction method. The selenization of the obtained alloy nanoparticles coated on the substrates was demonstrated to be a potential route to prepare monophasic thin CuInSe2 films with large grains.Shih-Hsien Liu, Fu-Shan Chen, and
Chung-Hsin Lu*doi:10.1246/cl.2010.1333
Chemistry Letters Vol.39, No.12 (2010) C-143
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan