428 Organic Charge-transfer Salts and the Com-ponent Molecules in Organic Transistors
Takehiko Moridoi:10.1246/cl.2011.428
Electron donors and acceptors such as tetrathiafulvalene (TTF) and tetracyanoquinodimethane (TCNQ), which have been longknown as components of organic metals, act as p- and n-channel organic semiconductors in organic field-effect transistors. Highperformance, good thin-film properties, and long-term stability have been achieved on the basis of appropriate molecular design. Inaddition, their charge-transfer complexes work as the active layers as well as the conducting electrode materials showing low contactresistance.
Letter
435 Fabrication of Silica Nanomaterials Reflect-ing Morphological Transition of DNA Medi-ated by a Silane-appended Ionic Liquid
Sol-geltranscription
[TMOSmim][Cl] TMOS
DNA
Si
O
O
O O
−
+ N Si O
O
O
N
Cl
++
++++++++
++++++++
++
++++++++
++++++++
+
An ionic liquid incorporating an alkoxysilane group mediates the transcription of DNA into silica gel, and worm-like, rod-shaped, toroidal, or linearly fibrous silica structures are created from the same DNA template through the morphological transition of DNA induced by the ionic liquid.
Kojiro Shimojo,* Hisayoshi Mitamura,Tsuyoshi Mouri, and Hirochika Naganawadoi:10.1246/cl.2011.435Electronic Supporting Information
446 Ion Formation Processes in Laser Ablationof Multicomponent Inorganic Particles Rel-evant to Single Particle Laser Analysis ofAtmospheric Aerosols +
-
+ -
+ -
+
-
+ -
+ -
Probe laser pulse
(1) X + nhν X+ + e-
(2) X + e- X-
YZ + e- Y- + Z
Collisions in the plume
+
-
The energetically preferred ions are dominant. Dissociative electron attachment processes take place.
Ammonium salts
Particle
+ -
+ -
+
-
The energetically preferred ions are not necessarily dominant due to the complexity of subsequent reaction processes.
Sodium salts
+ -
+ -
(1) Primary photo-ionization to form positive ion and electron(2) Subsequent electron capture to form negative ion
452 Novel Molecular Conductors Based onCyclopenteno-TTP Showing Strong Self-aggregation
Masataka Nishiwaki, Ken-ichi Nakamura,Takashi Shirahata,* and Yohji Misaki*doi:10.1246/cl.2011.452Electronic Supporting Information
455 A Möbius Aromatic Pd(II) Complex of[28]Hexaphyrin(2.1.1.0.1.1)
Kohei Moriya, Tomoki Yoneda, Shohei Saito,and Atsuhiro Osuka*doi:10.1246/cl.2011.455Electronic Supporting Information
458 Preparation of Thin-film Hydroxyapatite/Polymer Hybrids Thin-film hydroxyapatite (HAP)/
chitosan hybrids have been prepared from a supersaturated HAP solution by the addition of an acidic polymer. The HAP crystals strongly interact with the chitosan matrix. TEM observation reveals that block-shaped HAP crystals have grown in the matrix developing along the c axis similar to the crystals in bone.
Tatsuya Nishimura,* Hirotaka Imai, Yuya Oaki,Takeshi Sakamoto, and Takashi Kato*doi:10.1246/cl.2011.458Electronic Supporting Information
461 Remarkable Long-term Stability of Cera-some as an OrganicInorganic Hybrid Nano-container for Water-soluble Macromolecules
Takahiro Kawataki, Kazuma Yasuhara,* andJun-ichi Kikuchi*doi:10.1246/cl.2011.461Electronic Supporting Information
464 Condensation Reaction of Phenols with 1,5-Pentanedial for Synthesis of Noria-like Lad-der-cyclic Oligomer by Dynamic CovalentChemistry Mechanism
HO OH
HO
HO
HOOH
OH
OH
HO
HO OH
OH
OHHO
OHHO OH
HOHO OH
HO
HO OH
OH
R
R
R
R
R
R
R R
RR
R R
noriaMR (R = CH3)noriaPY (R = OH)
Condensation reaction of 2-methylresorcinol and pyrogallol with 1,5-pentanedial [CH2(CH2CHO)2] in the presence of concentrated HCl in ethanol at 80 °C for 48 h proceeded according to a dynamic covalent chemistry (DCC) mechanism to afford the noria-like ladder-cyclic oligomers noriaMR and noriaPY, respectively.
Hiroyuki Seki, Shingo Kuwabara, Hiroto Kudo,and Tadatomi Nishikubo*doi:10.1246/cl.2011.464Electronic Supporting Information
467 Synthesis and Properties of 1,3-Dithiole[4]-dendralenes, in Which Two Thiophene RingsAre Inserted
−2e
+2e
−2e
+2e
R1R1
R1 R1
SSSR2R2
SS
R2R2
SS
SS
SSR1R1
SSR2R2
S
SS
R1R1
SS
R2 R2
S
R1R1R2 R2
SS SS
S
R1 R1 R2R2S S
3Bd2+3Bd4+3Bd R1= Me
R2 = CO2Me
S SSS
Type I Type IType II
Masataka Nishiwaki, Mami Tezuka, TakashiShirahata, and Yohji Misaki*doi:10.1246/cl.2011.467Electronic Supporting Information
470 Different Chiral Selective Recognition/Extraction of (n,m)Single-walled CarbonNanotubes Using Copolymers Carrying aCarbazole or Fluorene Moiety
Selective extraction of
single-walled carbon nanotubes
S S S
S
N
N N n
S
SN N n
Hiroaki Ozawa, Tsuyohiko Fujigaya, SuheeSong, Hongsuk Suh, and Naotoshi Nakashima*doi:10.1246/cl.2011.470Electronic Supporting Information
473 Photoinduced Surface-relief-grating Forma-tion Using a Mixed Film of 4-[Bis(4-methyl-phenyl)amino]azobenzene and 4,4¤,4¤¤-Tris[3-methylphenyl(phenyl)amino]triphenylamine
N
N
N
N
NN
BMAB
m-MTDATA
N
Hideyuki Nakanodoi:10.1246/cl.2011.473
476 Molecular Dynamics Simulation for Irrever-sibility of Green Fluorescent Protein beforeand after Photoactivation
Hydrogen-bonding networks around a chromophore in (A) green fluorescent protein (GFP) and (B) the GFP after photoactivation (RsFP). The irreversible feature of photoactivation arises from the difference of hydrogen-bonding network in GFP and RsFP.
Jun Koseki, Yukiumi Kita, and MasanoriTachikawa*doi:10.1246/cl.2011.476
478 Formation Mechanism of C2+ in a Gas
Chromatography Coupled to Time-of-flightMass Spectrometry
The presence of several inorganic compounds induced the degradation of poly(tetrafluoroethylene) into C2
+ in different abundances in a gas chromatography coupled to time-of-flight mass spectrometry. A probable formation mechanism of C2
+ was proposed. The finding is significant and useful to exploit such a method generating molecular C2 ions in laboratory conditions.
30.999CF+
42.999C2F+C2
+
24.000 49.997
30.999CF+
CF2+
C2F3+
80.994C2F2
+
61.998
C C
F
F
F
Fn
Mang Wang, Le Xin Song,* Zheng Dang,Lin Hong Zhu, and Jun Yangdoi:10.1246/cl.2011.478
480 Oxidation of Carbon Monoxide with Silver-exchanged Mordenite Containing Cobalt inFramework Sites
Norihito Hiyoshi,* Takuji Ikeda, and MasanaoKatodoi:10.1246/cl.2011.480
482 Recognition of Photoresponsive PolymerTargets by Protein Fused with cis-FormAzobenzene-binding Peptide
The Trp–His–Thr–Leu–Pro–Asn–Ala sequence, which recognizes preferentially cis-form azobenzene groups, was used as a ligand to immobilize green fluorescent protein (GFP) onto the polymer film surfaces containing cis-form azobenzene groups.
Jing Chen, Takeshi Serizawa,* and MakotoKomiyamadoi:10.1246/cl.2011.482Electronic Supporting Information
486 Ion Transport across Planar Bilayer LipidMembrane Driven by D-Fructose Dehydro-genase-catalyzed Electron Transport
TCNQ·−
TCNQCl– K+
W1 W2BLM
FDHD-fructose
5-keto-D-fructose
[Fe(CN)6]3–
Cl–
Cl–Cl–
Cl–
Cl–
Cl–K+
K+
K+
K+
K+K+
K+
[Fe(CN)6]4–
Cl–
K+
K+
K+
K+
Electron transport catalyzed by a membrane-bound enzyme, D-fructose dehydrogenase (FDH), from one aqueous phase (W1) containing D-fructose to another one (W2) containing [Fe(CN)6]
3− across a planar bilayer lipid membrane (BLM) containing 7,7,8,8-tetracyanoquinodimethane (TCNQ) was investigated electrochemically. We found that the ion transport across the BLM was driven at the same time by the electromotive force generated by the electron transport.
489 Ruthenium-catalyzed Formation of TertiaryAmines from Nitriles and Alcohols
CNR + R1 CH2OHRuCl3/dppf
150 °CN
R1
RR1
R1
R1
R1
+
major minor
N
A ruthenium-catalyzed tertiary-amine formation was developed using the borrowing hydrogen strategy. Various tertiary amines were obtained efficiently from nitriles and primary alcohols. Two possible pathways were found for the tertiary-amine formation under RuCl3/dppf catalytic conditions. The nitriles mainly act as a nitrogen source in this kind of transformation.
Saiwen Liu, Ru Chen, and Guo-Jun Deng*doi:10.1246/cl.2011.489Electronic Supporting Information
492 Iron-catalyzed Pinacol Coupling of ArylKetones with a Phenyltitanium Reagent:A New Type of Catalytic Reaction
Ar
O
R
HO OH
R RAr Ar
[Fe(acac)3] (1 mol%)
THF, 20 °C+ [PhTi(Oi-Pr)3] + Ph−Ph
R = aryl, alkyl 56−93%Ar = aryl then 1M HCl(aq)
A reaction of aryl ketones with phenyltitanium triisopropoxide ([PhTi(Oi-Pr)3]) in the presence of [Fe(acac)3] as a catalyst (1 mol %) gave the corresponding pinacols in high yields. The catalytic cycle of this process involves an iron-catalyzed disproportionation of [PhTi(Oi-Pr)3] into biphenyl and a low-valent titanium species.
Tamio Hayashi* and Keigo Sasakidoi:10.1246/cl.2011.492Electronic Supporting Information
495 Vanadium-catalyzed Atmospheric Oxidationof Benzyl Alcohols Using Water as Solvent
498 Synthesis of Red-emitting (Gd, Ca, Eu)2-W2O9 Phosphors
The red emission intensity of these phosphors was successfully enhanced by the Ca2+ doping into the (Gd1–yEuy)2W2O9 lattice. The maximum emission intensity was obtained for (Gd0.58Ca0.02Eu0.40)2W2O8.98, and the emission intensities were 15.2 and 29.1 times higher than those of a commercial (Y0.98Eu0.02)2O2S phosphor under the excitation wavelengths of 394 and 464 nm, respectively.
Sun Woog Kim, Toshiyuki Masui, andNobuhito Imanaka*doi:10.1246/cl.2011.498Electronic Supporting Information
501 Multi-shaped Gold Nanoparticles Synthe-sized Using an Amino-terminated Poly(ethyl-ene oxide)Poly(propylene oxide) Block Co-polymer in Aqueous Solutions
[AuCl4]- + CH3[OCH2CH2]33[OCH2CH(CH3)]10NH2 (SURFONAMINE L-207) in water
Gold Nanoparticles
Toshio Sakai,* Mai Ishigaki, Tomohiko Okada,and Shozi Mishimadoi:10.1246/cl.2011.501Electronic Supporting Information
504 Evidence of CO2 Chemisorption at HighTemperature in Lithium Gallate (Li5GaO4)
100
100
110
120
130
140
Temperature/°C
Wei
ght p
erce
ntag
e/%
Superficialabsorption
Bulkabsorption
2Li5GaO4+4CO2 4Li2CO3+2LiGaO2
900800700600500400300200
Tatiana Ávalos-Rendón and Heriberto Pfeiffer*doi:10.1246/cl.2011.504Electronic Supporting Information
506 Ionic Liquid-accelerated Allylation of Car-bonyl Compounds with a Catalytic Amountof Indium Generated from In Situ Reductionof InCl3 with Aluminum
R1 R2
O+ Br
InCl3 (10 mol%)Al(0) (160 mol%)
bmim•PF6-H2O (5 : 2)0.5 h
R1
OH
R2
Tsunehisa Hirashita,* Yuki Sato, Dai Yamada,Fusako Takahashi, and Shuki Arakidoi:10.1246/cl.2011.506
508 A Novel Peptide Array Using a PhageDisplay System for Protein Detection
A novel peptide array for protein detection system is described, based on the phage display system. The binding strength and specificity of the antibodies against immobilized phage-displayed peptides were the same as against freed peptides. Therefore, phage-displayed peptides can be used for ligands of a protein-detecting peptide array.
Toshiki Sawada, Kojiro Ishiguro, TsuyoshiTakahashi, and Hisakazu Mihara*doi:10.1246/cl.2011.508Electronic Supporting Information
510 Dye-sensitized Solar Cells Based on NovelDiphenylpyran Derivatives
0
2
4
6
8
0 0.1 0.2 0.3 0.4 0.5 0.6
Cu
rren
t d
ensi
ty /
mA
cm
-2
Potential / V
3a
3b
3c
3d
3d: Highest efficiency = 2.9 %
Diphenylpyran derivatives are prepared and used as sensitizers of DSSCs for the first time.
Altan Bolag, Jun-ichi Nishida, Kohjiro Hara,and Yoshiro Yamashita*doi:10.1246/cl.2011.510Electronic Supporting Information
512 A Highly Efficient Cu/Al(OH)3 Catalyst forthe Hydration of Acrylonitrile to Acrylamide
A highly efficient, easily filterable Cu/Al(OH)3 catalyst for the hydration of acrylonitrile to acrylamide has been synthesized by reducing a particle size-controlled malachite phase-free Cu/Al hydrotalcite. The stability of the Cu/Al(OH)3 catalyst under aqueous reaction conditions was further improved by treatment with H3PO4.
+ H2O CONH2
Cu/Al(OH)3CN
70 °CShinichiro Ichikawa,* Satoru Miyazoe, andOsamu Matsuokadoi:10.1246/cl.2011.512Electronic Supporting Information
515 A Mononuclear Peracetatoiron(III) Com-plex: Structural and Spectroscopic Charac-terization, and Oxidation Reactivity
[Fe(6Me2-BPP)(CH3C(O)O2)]+ (2)
A mononuclear peracetatoiron(III) complex [Fe(6Me2-BPP)(CH3C(O)O2)]
+ (2) with a tripodal
ligand (6Me2-BPP) was prepared, which is the first example of a structurally and spectroscopically well-defined non-heme type peracetatoiron(III) complex and shows modest oxidation ability toward triphenyl phosphine, some olefins, and the tertiary C–H bond of adamantane.
Xi Zhang, Hideki Furutachi,* Tomonori Tojo,Tomohiro Tsugawa, Shuhei Fujinami, TakeshiSakurai, and Masatatsu Suzukidoi:10.1246/cl.2011.515Electronic Supporting Information
518 Asymmetric Vinylogous Michael Reaction of¡,¢-Unsaturated Aldehyde with Buteno-4-lactone
R O O
O
R
O
OOMeOH, LiOAc, rt.
NaBH4
MeOH R
OH
OO
+
18 examples, up to 98% ee
NH
Ph
OTMSPh
(10 mol%)
The asymmetric vinylogous Michael reactions of -unsaturated aldehydes with -butenolide were efficiently catalyzed by the Jørgensen−Hayashi catalyst and LiOAc. The desired products were obtained in satisfactory yields with excellent enantioselectivities and moderate diastereoselectivities.
α,β γ
Xiaoyan Luo, Zhiqiang Zhou, Feng Yu, Xin Li,Xinmiao Liang, and Jinxing Ye*doi:10.1246/cl.2011.518Electronic Supporting Information
521 Stereoselective One-pot 1,4-Elimination andthe [1,2]-Wittig Rearrangement of (E)-¤-(Arylmethoxy or 3-Silyl-2-propynyloxy)-sub-stituted Allylic Sulfones
Kunimitsu Kataoka,* Norihito Kijima, HiroshiHayakawa, Ken-ichi Ohshima, and JunjiAkimotodoi:10.1246/cl.2011.524
527 Layered Nb2O5WOx Sheet Catalyst Com-posed of Nanofibers That Are Active inFriedelCrafts Reactions
(COOH)2
Post treatment of Nb2O5−WOx fibers with an aqueous solution of oxalic acid resulted in the formation of nanosheet oxides with a layer-by-layer structure in which bundles of fibers were assembled.
Kazu Okumura,* Soichiro Ishida, TakuyaTomiyama, and Miki Niwadoi:10.1246/cl.2011.527Electronic Supporting Information
530 Rapid Electroformation of Giant Vesicles A small amount of an electrolyte makes electroformation of giant vesicles proceedconsiderably faster.
Yukihisa Okumura* and Koji Uritadoi:10.1246/cl.2011.530
533 Confocal Viviperception of a TransparentMedaka Fish (Oryzias latipes) Using Func-tionalized Mesoporous Silica Nanoparticles(MSNs)
Direct observation of biodistribution of fluorescent mesoporous silica nanoparticles in see-through medaka fish has been achieved by fluorescent confocal microscopy without tissue dissection.
Wen-Chi Lin, Chun-Wei Chiang, Chen-YuHong, Pei-Jen Chen,* and Kevin C.-W. Wu*doi:10.1246/cl.2011.533
536 Self-limiting Deposition of N-(3-Trimethoxy-silylpropyl)ethylenediaminetriacetic Acid forthe Production of Aqueous-stable Iron OxideNanoparticles
OH2+OH2+
OH2+
OH2+
OH2+OH2+
H2O+
Fe2O3FeCl2+FeCl3+NH4OHHeat
HNO3Fe(NO3)3
OH2+OH2+
OH2+
OH2+
OH2+OH2+
H2O+
H2O+
Fe2O3 Fe2O3+ Fe2O3
pH 2.3
pH 2.3pH 11.7 R-Si-O-
pH 4-9 R-Si-OH Deposition/Condensation
Window
pH 11 R-Si-O-
Dialyze against water,
particles stable at
neutral pH
pH 2.3 pH 11Rapid pH Change
No Reaction No Reaction
Unstable at neutral pH
without functionalziation
Presented is a method for the instantaneous surface functionalization of iron oxide nanoparticles (IOP) utilizing N-(3-trimethoxysilylpropyl)ethylenediaminetriacetic acid as a stabilizing group. Basic silane ligands are rapidly mixed with acid-stabilized iron oxide nanoparticles resulting in a rapid pH shift. The pH passes through neutral promoting silane condensation on the iron oxide surface but is rapid enough to prevent aggregation. Carboxysilane iron oxide particle (CSIOP) is stable at neutral pH and exhibits no aggregation while bare IOP aggregate substantially.
H2O+
Jason Steiner and Sadik Esenerdoi:10.1246/cl.2011.536
538 Facile Evaluation of Interactions betweenCarbon Nanotubes and Phthalocyanines Us-ing Silica Spheres Coated with Ultrathin-layers of Single-walled Carbon Nanotubes
A simple and versatile method to evaluate the interactions between four different phthalocyanine dyes and carbon nanotube surfaces using silica spheres coated with ultrathin-layers of single-walled carbon nanotubes is described.
JongTae Yoo, Tsuyohiko Fujigaya,* andNaotoshi Nakashima*doi:10.1246/cl.2011.538Electronic Supporting Information
540 High-yield Synthesis of Boron Nitride Nano-tubes by Annealing Fe3BO6
Boron nitride nanotubes were synthesized in high yield via chemical vapor deposition method by annealing Fe3BO6 under NH3 atmosphere at 1100 °C. The XRD and FTIR spectra indicate the products are high pure hexagonal phase of BN. SEM, TEM, and HRTEM were used for observing the morphology of the products. The possible chemical reactions and growth mechanism are also proposed.
Jie Li, Laiping Zhang, Yunle Gu,* QiongliQian, Jilin Wang, Guowei Zhao, and Xinye Pandoi:10.1246/cl.2011.540
542 TinTungsten Mixed Oxide as EfficientHeterogeneous Catalyst for Conversion ofSaccharides to Furan Derivatives O
HO O
O
O
HMF
furfural
hexose
pentose
Sn–W oxide
Sn–W oxideKazuya Yamaguchi, Tomoaki Sakurada,Yoshiyuki Ogasawara, and Noritaka Mizuno*doi:10.1246/cl.2011.542Electronic Supporting Information
544 Single-crystal CopperPhthalocyanine Nano-rods Self-assembled by a Solvent Evapora-tion Method
Single-crystal β-phase CuPc nanorods were prepared on a Si substrate by a solvent evaporation method. The formation of CuPc nanorods was insensitive to the solvents and substrates. In addition, a good p–n junction was formed between CuPc nanorod and Si substrate.
β
Yan Xiao, Yan Li, Meng Zhang, Feng-XiaWang, and Ge-Bo Pan*doi:10.1246/cl.2011.544
![OS0nR¹s v T b e¹lÕ - JST · Med. Chem. Lett., 17, 3095(2007) Target molecule O OH OH OH O O OH OH OH Å eO^x0 Säu0 ]ç0 4g( ÿ ry X2006-350249 Linker Biotin Fluorescent (Tokyo](https://static.documents.pub/doc/80x56/5edbd6a7ad6a402d66663f72/os0nrs-v-t-b-el-jst-med-chem-lett-17-30952007-target-molecule-o-oh.jpg)
