Chemistry Letters...R N H R N CHO cat. Au:PVP/ base MeOH-H2O/80 C or formalin/EtOH-H2O/27 C under...
Transcript of Chemistry Letters...R N H R N CHO cat. Au:PVP/ base MeOH-H2O/80 C or formalin/EtOH-H2O/27 C under...
Chemistry Lettershttp://www.csj.jp/journals/chem-lett/
Vol.39 No.11 CMLTAGNovember, 2010 ISSN 0366-7022
Copyright © 2010 The Chemical Society of Japan
Highlight Review
1118 Overview of the Mechanistic Work on theConcerted MetallationDeprotonation Path-way
David Lapointe* and Keith Fagnoudoi:10.1246/cl.2010.1118
The cleavage of aromatic CH bonds promoted by a metal and an intramolecular base has been described over 50 years ago.Herein, discussion of selected mechanistic studies provides a description of the concerted metallationdeprotonation (CMD)mechanism in the functionalization of heteroarene CH bonds promoted by transition metals.
Letter
1127 PEG-mediated Facile Protocol for N-BocProtection of Amines
NNHR
R1
+ (Boc)2OR
R1
PEG-400
RTBoc
R1R, = H, alkyl, aryl 32 examples V. Siddaiah,* G. M. Basha, G. Padma Rao, U.Viplava Prasad, and R. Suryachendra Raodoi:10.1246/cl.2010.1127
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1130 High-grafted Surface Modification of SilicaGel Particles with Urushiol
R
TEOSSol-gel reaction OH
HO
urushiolSiO2
Urushiol layer
55.4%
7.4%
1.7%
6.5%
4.4%
15.0%
1.5%
4.5%Others 3.6%
urushiol Content
O
OSiO2 SiO2
SiO2
OHOH
OHOH
OHOH
OHOH
OHOH
OHOH
OHOH
OHOH
High-grafted surface modification of silica gel particles was prepared by using silica gel obtained by traditional avenue as precursor. 10 wt % urushiol was added to the silica gel, and the reaction occurred between silanol (Si−OH) groups of silica gel and the hydroxy groups on the phenyl ring of urushiol to obtain soil-gray product. The urushiol moieties were found to be highly adhesive to the surfaces of silica particles, and the grafting ratio added up to 15.35 ± 0.05 wt %.
Jianrong Xia, Jinhuo Lin,* and Yanlian Xudoi:10.1246/cl.2010.1130
1132 Stereoselective Synthesis of 3-(1-Cyanoalkyl-idene)oxindoles by Palladium-catalyzed Cy-clization Reaction of 2-(Alkynyl)aryl Isocya-nates with Copper(I) Cyanide
NCO
R1
+
NC
CNR1
O
H
cat.Pd(0)/dppf
CuCN
The palladium-catalyzed reaction of 2-(alkynyl)aryl isocyanates with copper(I) cyanide gives stereochemically defined 3-alkylideneoxindoles incorporating a cyano group on the alkylidene unit.
Tomoya Miura, Takeharu Toyoshima, OsamuKozawa, and Masahiro Murakami*doi:10.1246/cl.2010.1132Electronic Supporting Information
1134 Redox Behavior of Ruthenium(Bipyridine)-(Terpyridine)(Carbonyl) Complex-modifiedCarbon Electrode and Reactivity towardElectrochemical Reduction of CO2
Electrochemical reduction of a diazonium complex [Ru(bpy)(trpy-ph-N2+)(CO)](PF6)3
([1](PF6)3) (bpy = 2,2′-bipyridine, trpy-ph-N2+ = 4-(2,2′:6′,2′′-terpyridine-4′-yl)benzenediazo-
nium) using a GC electrode forms multi-layer films of the complexes on the electrode surface, on which the reduced form of the comple showed strong affinity toward CO2.
Yuhei Tsukahara, Tohru Wada, and KojiTanaka*doi:10.1246/cl.2010.1134Electronic Supporting Information
1136 A Variational Monte Carlo Study of Posi-tronic Compounds Using InhomogeneousBackflow Transformations
The electronic and positronic molecular orbitals of [Li–;e+] obtained at the Hartree–Fock level. The positron affinity (PA) and two-photon annihilation rate (Γ2) from various methods are also shown. The Slater–Jastrow-backflow trial wave function (VMC(SJB)) greatly improves the positron affinity and two-photon annihilation rate.
Yukiumi Kita,* Masanori Tachikawa,Neil D. Drummond, and Richard J. Needsdoi:10.1246/cl.2010.1136
1138 Z-Selective HornerWadsworthEmmons-type Reaction Using a 10-P-5 PhosphoraneBearing Bidentates Derived from 1-Naphthol
O
P
O
CH2CO2Et1) base
2) RCHO
R
CO2Et
R
CO2Et
Z E86:14 to 99:1Satoshi Kojima,* Jun-ya Arimura, and
Kazumasa Kajiyamadoi:10.1246/cl.2010.1138
Chemistry Letters Vol.39, No.11 (2010)C-124
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1140 Template Synthesis of Monodisperse Meso-porous Titania Spheres
A simple method was presented to synthesize monodisperse mesoporous titania by using PSMAA spheres as the templates. The as-prepared mesoporous titania spheres displayed an average diameter of about 130 nm, and their pore size distribution was centered around 4 nm when 220 nm PSMAA particles were used.
Peng Wang,* Shu-Hua Teng, and Fang-QiongTangdoi:10.1246/cl.2010.1140Electronic Supporting Information
1142 Preparation and Properties of Low ViscousTriazolate-based Ionic Liquids ContainingTwo Cyano Groups
NN
N
NC CN
Ag+ WaterN
NN
NC CN
+ AgI[emim][I]
NN
H3C
CH2CH3
liquid at room temperaturelow viscosity
Satoshi Kitaoka, Kaoru Nobuoka, NaokiYoshiiwa, Thomas Harran, and YuichiIshikawa*doi:10.1246/cl.2010.1142Electronic Supporting Information
1144 Photoinduced Phase Transitions in ChiralBinaphthyl-diol-doped Smectic Liquid Crys-tals by a Photochromic Azobenzene
500 1000 1500 2000 25000
102030405060708090
100
0s 10s 30s 60s 180s 300s
UV irradiation
Tra
nsm
issi
on/%
Wavelength/nm
Guojie Wang,* Mingzhi Zhang, Qiang Yang,Fang Liu, Zihui Cheng, Renwei Guo, and HuaiYang*doi:10.1246/cl.2010.1144Electronic Supporting Information
1146 Electrocatalytic O2 Evolution from Waterat an ITO Electrode Modified with [Ru-(terpy){4,4¤-(CH2PO3H2)2-2,2¤-bpy}(OH2)]2+:Evidence for a Unimolecular Pathway
Electrocatalytic O2 evolution at one Ru site
ITO electrode
2H2O
O2 + 4H+
4e-
N
N
N
NN
Ru
P
P
O
O
OH
OH OHHO
OH2
2+
Josaku Kiyota, Junpei Yokoyama, MasakiYoshida, Shigeyuki Masaoka,* and Ken Sakai*doi:10.1246/cl.2010.1146Electronic Supporting Information
1149 MnCl2¢4H2O-catalyzed Potential Protocolfor the Synthesis of Aryl/Vinyl Sulfides
I
MnCl2·4H2O(15 mol%)
TMEDA,DMSO, KOH 110 °C, 15h
MnCl2·4H2O(15 mol%)
TMEDA,DMSO, KOH 110 °C, 24h
SR
I
R-SHSR
R1, R = aryl, alkyl
R1
R1 R1
R1
Madhav Bandaru, Narayana Murthy Sabbavarpu,Ramesh Katla, and Venkata Durga NageswarYadavalli*doi:10.1246/cl.2010.1149Electronic Supporting Information
Chemistry Letters Vol.39, No.11 (2010) C-125
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1152 Electrochemical Investigation of DynamicSolution Structures of Bicontinuous Micro-emulsion at Solid Interfaces
Dynamic solution structure of a three-phase interface (oil/water/solid) of a bicontinuous microemulsion (BME) was evaluated electrochemically with apparent diffusion coefficients (Dapp’s) from cyclic voltammograms. With hydrophilic (ITO) and lipophilic (pyrolytic graphite) electrodes, Dapp’s were much smaller than with an amphiphilic (Au) electrode. The Dapp ratios of ITO:PG-b in the BME were larger than those in a homogeneous aqueous solution. These results indicate that BME solution structures around hydrophilic and lipophilic electrodes adopt alternately layered structures but not simple graded structures.Yuichi Makita, Shinobu Uemura, Nagayoshi
Miyanari, Takaaki Kotegawa, ShintaroKawano, Taisei Nishimi, Masato Tominaga,Katsuhiko Nishiyama, and Masashi Kunitake*doi:10.1246/cl.2010.1152Electronic Supporting Information
1155 Binding Properties of Calixarene-based Co-facial Bisporphyrins
PrO
PrO
PrO
NH N
N HN
NH
NH NN HN
ONH
O
t -bu
t -bu
t -bu
t -bu
(CH2)n
(CH2)n
t -bu
t -bu
OO
PrO
O
OAkihiko Tsuge,* Toshiyuki Kunimune, YutakaIkeda, Tetsuji Moriguchi, and Koji Arakidoi:10.1246/cl.2010.1155Electronic Supporting Information
1158 Bright White Upconversion Luminescence in¢-NaGd0.794Yb0.20Ho0.001Tm0.005F4 Nanopar-ticles
-NaGd0.74Yb0.20Ho0.001Tm0.005F4 nanoparticles crystallized well and exhibited nearly hexagonal and ellipsoidal sphere morphology, as characterized by X-ray powder diffraction, transmission electron microscopy, and high-resolution transmission electron microscopy. The nanoparticles have an average size of about 23 nm. Room-temperature bright white upconversion luminescence in
-NaGd0.794Yb0.20Ho0.001Tm0.005F4 nanoparticles was obtained under single-wavelength diode laser excitation of 980 nm.
β
βGejihu De,* Menggenqilavuqi Yu, and SiqinBaodoi:10.1246/cl.2010.1158
1160 Solubilization of Reduced Graphene inWater through Noncovalent Interaction withDendrimers
Solubilization of reduced graphene using dendrimers.
Seyoung Yoon and Insik In*doi:10.1246/cl.2010.1160Electronic Supporting Information
1162 Synthesis and Optoelectronic Properties ofCompletely Carbazole-substituted Double-decker-shaped Silsesquioxane
Michinari Kohri, Jun Matsui, Akira Watanabe,and Tokuji Miyashita*doi:10.1246/cl.2010.1162Electronic Supporting Information
Chemistry Letters Vol.39, No.11 (2010)C-126
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1164 Human Mesenchymal Stem Cell Behavior onConcentrated Polymer Brushes PresentingDifferent Surface Stiffness ATRP initiator (BHE)
Silane coupling agent (OTS)Same in contour chain length
Similar hydrophilicity
Nanometer-level smooth
Same type of polymer
Stiffness
Monomer
Concentrated brush (>0.1 chains/nm2)
ATRP
Polymer
BHE
OTS
Si
OEtEtO
EtO
SiO
OEtEtO
EtOBr
O
Kwangwoo Nam, Rie Fukaya, YoshihideHashimoto, Yukiko Ito, Tsuyoshi Kimura, andAkio Kishida*doi:10.1246/cl.2010.1164Electronic Supporting Information
1166 Solution-phase Assembly of a RhodiumComplex via Specific Hydrogen Bondingbetween Barbituric Acid and Triaminopyr-imidine Moieties
Solution-phase assembly of a Rh complex using specific hydrogen bonding between BA and TAP moieties was achieved by tuning the substituent on TAP to control the solubility of the assembly.
N N
HN
HN
N
H H
HHNN
O
O
O
HHN N
HN
HN
N
H H
HHNN
O
O
O
HH
Rh Rh
R R
Masataka Kondo, Takuya Kochi, Mitsuo Sato,Aki Kitajima, and Fumitoshi Kakiuchi*doi:10.1246/cl.2010.1166Electronic Supporting Information
1168 Screen-printed Cu2S-based Counter Elec-trode for Quantum-dot-sensitized Solar Cell
Minghui Deng, Shuqing Huang, QuanxinZhang, Dongmei Li, Yanhong Luo, Qing Shen,Taro Toyoda, and Qingbo Meng*doi:10.1246/cl.2010.1168
1171 Structural Control of Three-dimensionalAssemblies of Anisotropic Gold Nanopar-ticles Based on Their Different Shapes
Yutaka Kuwahara,* Daigou Mizoguchi,Keishiro Yoshimori, Hiroaki Endo, MioIwanaga, Tomoki Iwanaga, Tsuyoshi Sawada,Motonobu Goto, Hideto Shosenji, and SunaoYamadadoi:10.1246/cl.2010.1171Electronic Supporting Information
1174 N-Formylation of Amines Catalyzed byNanogold under Aerobic Oxidation Condi-tions with MeOH or Formalin
RNH
RNCHO
cat. Au:PVP/ base
MeOH-H2O/80 °Cor
formalin/EtOH-H2O/27 °C
under air
R'R'
Au:PVP is active and selective catalysts for N-formylation of amines under aerobic oxidation using methanol or formalin as a formyl source.
Patcharee Preedasuriyachai, Hiroaki Kitahara,Warinthorn Chavasiri, and Hidehiro Sakurai*doi:10.1246/cl.2010.1174Electronic Supporting Information
Chemistry Letters Vol.39, No.11 (2010) C-127
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1177 Synthesis and Solution Properties of a NovelThermosensitive Poly(benzyl ether) Dendronwith Oligoethyleneoxy Chains at the Periph-ery
OOO
OO
O
O
O
O
O
OO
OOO
O
O
O
O
OO
O
O
O
O
O
O
O
OO
CO2Me
A novel thermosensitive second generation poly(benzyl ether) dendron with oligoethyleneoxy chains at the periphery was synthesized. Its cloud point (CP) decreased with an increasing concentration over a range of concentrations from 9 to 60 wt %. Fluorescent spectroscopy and AFM studies revealed that the dendron self-assembled into the spherical micelles, about 50 nm in diameter, at concentration over its CMC in an aqueous solution. This dendron has a potential as smart thermosensitive materials.
Li Xu, Lidong Shao, Lin Chen, Minqi Hu, andYunmei Bi*doi:10.1246/cl.2010.1177Electronic Supporting Information
1180 Synthesis and Characterization of ArtificialAntigens for Nickel
A novel artificial antigen for Ni2+ was prepared by designed synthetic route, and the obtainedartificial antigen was characterized successfully.
N
O
OH
N
O
O
ON
O
O
O
NaHCO3 N
O
OH
NN
NH
OH
HO
HO
O
O O
O
Protein
N
O
OH
NN
NH
OH
HO
HO
O
O O
O
ProteinNi2+
N N NH
OHO
O
Protein
OHO
N
HO
O
OHONi
+pH 8.5
Protein
Ming Guo,* Xiaoqing Che, Ping Yang, JinyuShen, and Jiayun Yaodoi:10.1246/cl.2010.1180
1182 Selective Synthesis of Secondary Amines viaN-Alkylation of Primary Amines and Am-monia with Alcohols by Supported CopperHydroxide Catalysts R NH2 R' OH+ R
HR'
R' OHNH3 + R'H
R'
Cu(OH)x/Al2O3
Cu(OH)x/Al2O3
N
NJinling He, Kazuya Yamaguchi, and NoritakaMizuno*doi:10.1246/cl.2010.1182Electronic Supporting Information
1184 Preparation of Reduction-sensitive Nanogelswith a Large Swelling Capacity by aSurfactant-free Precipitation Method
Biocompatible and reduction-sensitive nanogels with a large swelling capacity were prepared by the crosslinking reaction of biodegradable polymers without toxic surfactants.
200 nm 10 µm
1 µm
1 µm
Freeze-dried
Dried NPs(270 nm)
Swollen NPs(1.4 µm)
Swelling Reduction
: -SH: -SS-: γ -PGA
Swollen DecomposedAkihiro Nishiguchi, Hiroaki Yoshida, MichiyaMatsusaki, and Mitsuru Akashi*doi:10.1246/cl.2010.1184Electronic Supporting Information
1186 Guest-induced Single-crystal-to-single-crys-tal Transformation in Copper Complexes of1,3,5-Benzenetricarboxylic Acid and 4,4¤-Bipyridine
A 2D noninterpenetrated flexible porous coordination polymer, [Cu(HBTC)(4,4′-bpy)]·C6H11OH·H2O (1), has been synthesized. The cyclohexanol guest molecules in 1 can be removed upon soaking 1 in ethanol. Complex 1 undergoes a single-crystal transformation to form an ethanol solvate, [Cu(HBTC)(4,4′-bpy)(H2O)]·C2H5OH·2H2O (2), and during the process, the octahedral coordination of the copper cation in 1 converts to square-pyramidal coordination in 2.
Jinxi Chen* and Susumu Kitagawadoi:10.1246/cl.2010.1186
Chemistry Letters Vol.39, No.11 (2010)C-128
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1188 Nitrogen-15 NMR Spectroscopy of SugarSensor with BN Interaction as a KeyRegulator of Colorimetric Signals
Yuya Egawa,* Yoshiyuki Tanaka, Ryota Gotoh,Satoshi Niina, Yu Kojima, Naoki Shimomura,Hiroko Nakagawa, Toshinobu Seki, andJun-ichi Anzaidoi:10.1246/cl.2010.1188Electronic Supporting Information
1190 Poly(N-isopropylacrylamide)-grafted Ther-mosensitive Anodized Aluminum OxideMembrane
Thermo-responsive PNIPAM-grafted membrane.
Joo Hee Jang and Insik In*doi:10.1246/cl.2010.1190Electronic Supporting Information
1192 Removal of Perchlorate and Tetrafluorobo-rate Anions from Aqueous Solutions by aSelf-assembled Cu(II) Molecular CapsuleSystem Using Water-insoluble Cu(II) Source
Maiko Yamaguchi, Takeshi Hirakawa, NaokoNishina, Mitsuru Kondo,* Hiromi Aoki, EmiOkuda, and Liang Zhangdoi:10.1246/cl.2010.1192Electronic Supporting Information
1194 A Facile Reprecipitation Method for thePreparation of Polyimide Hollow Sphereswith Controllable Morphologies and Perme-able Shell
We presented our preliminary work on the fabrication of polyimide hollow sphere by reprecipitation method; through fine-tuning the PAA concentration, many intriguing shapes, including deflated capsules, bowl-shaped and dimple-like hollow spheres can be obtained. Adding salt to the PAA solution helps the formation of PI hollow spheres with complete shells. The morphologies can be fixed through imidization, and thus obtained a controllable and reproducible method to prepare high-performance polyimide hollow spheres with various morphologies.
Junzhi Liu, Yuzhi Yan, Zhihua Chen, Yi Gu,and Xikui Liu*doi:10.1246/cl.2010.1194Electronic Supporting Information
1197 Highly Active Supported Nickel Catalysts forPre-reforming of Liquefied Petroleum Gas
375
15000
30000
45000
60000
75000
90000
0
20
40
60
80
SV/m
L g
−1 h
−1
Reaction temperature/°C
Sele
ctiv
ity/
%
CH4
H2
CO2
CO
400 425 450 475 500
Mg–Al mixed oxide supported Ni catalysts can pre-reform liquefied petroleum gas to methane, carbon oxides, and hydrogen under high space velocity with low steam/carbon ratio of 2.0.
Kui Shen, Xueguang Wang,* Xinxing Wang,Xiujing Zou, Xionggang Lu, and WeizhongDingdoi:10.1246/cl.2010.1197Electronic Supporting Information
Chemistry Letters Vol.39, No.11 (2010) C-129
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1200 Polystyrene-anchored Palladium(II) Com-plex as an Efficient and Reusable Catalystfor Suzuki Cross-coupling Reaction in WaterMedium
A reusable polystyrene-anchored palladium(II) catalyst has been prepared and characterized. The catalyst was found to be highly effective for the Suzuki cross-coupling reactions of aryl halides with arylboronic acid in water medium under aerobic conditions.
+X
X = Cl, Br, IR1 = H, CH3, OMe, COMe, NO2, CHO
Pd(II) cat.
K2CO3, H2O(HO)2B
R1 R1
R2 R2
R2 = H, CH3, COMe
Manirul Islam,* Paramita Mondal, Kazi Tuhina,Dildar Hossain, and Anupam Singha Roydoi:10.1246/cl.2010.1200Electronic Supporting Information
1203 Label-free Rapid Semiquantitative Detectionof Proteins Down to Sub-monolayer Cover-age by Using Surface-enhanced RamanScattering of Nitrate Ion
A novel heat-induced SERS method was used to selectively enhance a band of NO3
− at 1049 cm−1. A bell shape variation of SERS intensities was observed for the concentration dependency of the lysozyme and insulin.
Zhen Zhou, Genin Gary Huang, and YukihiroOzaki*doi:10.1246/cl.2010.1203Electronic Supporting Information
1206 Acetylated Cyclodextrins as New Organo-gelators
5 µm
O
OOAc
OAc
OAc
6
Toshiyuki Kida, Koichiro Kishimoto, KojiHatano, Masahiro Muraoka, Yohji Nakatsuji,and Mitsuru Akashi*doi:10.1246/cl.2010.1206Electronic Supporting Information
1209 “Substitutable” Polymer Brushes: ReactivePoly(methacrylate) Brushes with Exchange-able Alkoxyamine Units in the Side Chain
Alkoxyamine-containing polymer brushes acting as “substitutable” polymer brushes via dynamic covalent exchange.
Tomoya Sato, Yoshifumi Amamoto, HirokiYamaguchi, Hideyuki Otsuka,* and AtsushiTakahara*doi:10.1246/cl.2010.1209
1212 Aggregation of L-Cysteinato Tricobaltate(III)Anions by Lanthanide(III) Cations intoDimensional Structures That are Controlledby Diastereoisomerism and Ionic Size
Hou Qun Yuan, Asako Igashira-Kamiyama, andTakumi Konno*doi:10.1246/cl.2010.1212Electronic Supporting Information
Chemistry Letters Vol.39, No.11 (2010)C-130
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan
1215 Does Water Liquid Phase Intrude intoHydrophobic Nanospaces of Alkyl-graftedMesoporous Silica Immersed in Water?Detection by 13CCP-MASNMR
Water
Water
Water
Water
Water
n-pentyl-grafted mesoporous silica
n-octyl-grafted mesoporous silica
Kei Inumaru,* Shintaro Kakii, Hiroto Yoshida,and Shoji Yamanakadoi:10.1246/cl.2010.1215
1218 Near-infrared Fluorescence Enhancement byRegularly Arranged Gold Nanoblocks
100 nm
100 nm
Substrate
200 nm 40 nm
Side View
1 mm
1 mm 100 nm
200 nm
200 nm
Top View
Cl
N
N
CH3
CH3CH3
CH3
CH3
CH3
I
3.0
2.5
2.0
1.5
1.0Enh
ance
men
t fac
tor
1000900800700600500
Wavelength / nm
Ext
inct
ion
3.0
2.5
2.0
1.5
1.0
3.0
2.5
2.0
1.5
1.0
(a)
(b)
(c)Fuyuki Ito, Ryuichi Ohta, Yukie Yokota, KoseiUeno, Hiroaki Misawa, and ToshihikoNagamura*doi:10.1246/cl.2010.1218
1220 Trap of Biomolecular Ions in the Gas PhaseProduced by IR-laser Ablation of DropletBeam
Reflectron
Daly detector
Ion-trap/accelerationelectrodes
Skimmers
Dropletnozzle
IR laser
1500 V300 kHz
1 kV
1 kV1.6 kVJun-ya Kohno* and Tamotsu Kondow
doi:10.1246/cl.2010.1220
1222 Novel Phenanthroline Derivatives for Elec-tron Transport in Organic Light-emittingDiodes
N N
Ar Ar
N N
Ar-CHOAc2O
Reflux, 6h
CNCF3
Where Ar =(C-1 to C-4 )
C-1 C-3C-2
SC-4
Voltage/V0
Cu
rren
t D
ensi
ty /
mA
cm
-2
0
50
100
150
200
250
300
350
Lo
g [
L /
cd m
-2]
0
1
2
3
4
5
C-4C-2Alq3
λ/nm
450
Inte
nsi
ty /
Arb
itra
ry U
nit
s
0
2
4
6
8
10
12
14 C2, CIE (x,y),(0.307, 0.652)C 4, CIE (x,y),(0.314, 0.647)Alq3,CIE (x,y),(0.325, 0.623)
2 4 6 8 10 12 14 16 18 20
500 550 600 650
A series of novel arylvinylene-substituted phenanthroline derivatives have been synthesized and their applications as electron-transporting materials in organic light-emitting diodes (OLED’s) have been investigated. One particular derivative, namely, 2,9-bis[2-(thiophen-2-yl)vinyl][1,10]phenanthroline shows significantly lower operating voltage than tris(8-quinolinolato)aluminium(III) (Alq3) and substantially higher lifetime than bathophenanthroline (BPhen).
Poopathy Kathirgamanathan,* SivagnanasundramSurendrakumar, Seenivasagam Ravichandran,Raghava Reddy Vanga, Juan Antipan-Lara,Subramaniam Ganeshamurugan, MuttulinghamKumaravel, Gnanamoly Paramaswara, and VincentArkleydoi:10.1246/cl.2010.1222Electronic Supporting Information
Chemistry Letters Vol.39, No.11 (2010) C-131
http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan