Chemistry LettersC-136 Chemistry Letters Vol.35, No.10 (2006) Copyright 2006 The Chemical Society of...

13
Chemistry Letters http://www.csj.jp/journals/chem-lett/ Vol.35 No.10 CMLTAG October, 2006 ISSN 0366-7022 Copyright Ó 2006 The Chemical Society of Japan 1082 Cycloaddition Reactions of Transition Met- al-containing Benzopyrylium and Related Zwitterionic Intermediates X M X n n (X = O, NR) X M n X M n π - complex transition metal-containing zwitterionic intermediate alkene or alkyne cycloaddition polycyclic cat. "M" compounds Hiroyuki Kusama and Nobuharu Iwasawa Recent advances in generation and cycloaddition reactions of transition metal-containing benzopyrylium and related zwitterionic intermediates from o-alkynylphenylcarbonyl or imine derivatives are summarized focussing on the difference of the two reaction pathways, that is, ½3 þ 2 and ½4 þ 2 cycloaddition reactions. Highlight Review Letter 1088 An Easy Approach to Fabrication of Silica Nanofibers/Nanotubes via Wrapping Sacrifi- cial Cd(OH) 2 Nanostrands Cd(OH) 2 nanostrands Interfacial electrostatic assembly Sol–gel growth Template removal Composite nanostrands Silica nanofibers : Silica sol 40 nm 40 nm 40 nm Junhui He and Chengzhang Li

Transcript of Chemistry LettersC-136 Chemistry Letters Vol.35, No.10 (2006) Copyright 2006 The Chemical Society of...

Chemistry Lettershttp://www.csj.jp/journals/chem-lett/

Vol.35 No.10 CMLTAGOctober, 2006 ISSN 0366-7022

Copyright � 2006 The Chemical Society of Japan

1082 Cycloaddition Reactions of Transition Met-al-containing Benzopyrylium and RelatedZwitterionic Intermediates

X

M

Xnn

(X = O, NR)

X

M

n X

M

n

π - complex

transition metal-containingzwitterionic intermediate

alkene oralkyne

cycloaddition

polycyclic

cat. "M"

compounds

Hiroyuki Kusama and Nobuharu Iwasawa

Recent advances in generation and cycloaddition reactions of transition metal-containing benzopyrylium and relatedzwitterionic intermediates from o-alkynylphenylcarbonyl or imine derivatives are summarized focussing on the differenceof the two reaction pathways, that is, ½3þ 2� and ½4þ 2� cycloaddition reactions.

Highlight Review

Letter

1088 An Easy Approach to Fabrication of SilicaNanofibers/Nanotubes via Wrapping Sacrifi-cial Cd(OH)2 Nanostrands

Cd(OH)2

nanostrands

Interfacial electrostatic

assembly

Sol–gelgrowth

Templateremoval

Composite nanostrands

Silicananofibers

: Silica sol

40 nm 40 nm40 nm

Junhui He and Chengzhang Li

C-136 Chemistry Letters Vol.35, No.10 (2006)

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1090 A Practical Method for the Preparation of4-Nitrogen-substituted Benzoic Acids

NR1R2

1) HNR1R2

Et3NDMSO100 °C

F3C

O

F

HO

O2) NaOHDMF, H2O 100 °C 67-99%

up to 100-mmol scale

Tsuyoshi Shinozuka, Akira Nakao, Keiji Saito,and Satoru Naito

Electronic Supporting Information

1092 Fe3O4-modified Carbon Nanotubes: A Facileand Efficient Method to Orientate Alignmentin Magnetic Field

Carbon nanotubes modified with Fe3O4 nanocrystals are prepared. For the MWNTs, the Fe3O4

nanocrystals are distributed on the sidewall of MWNTs with a size of 9 nm. After beingmodified with Fe3O4, the MWNTs show magnetic property. When the Fe3O4/MWNT alcoholdispersion is placed in a magnetic field, the solution becomes clear and clear, and the modifiedMWNTs are attracted to the side near the magnet.

Yan Shan and Lian Gao

1094 Direct �-Hydroxylation of Ketones Cata-lyzed by Organic–Inorganic Hybrid Polymer

R1

R3

R2O

EtOH, 80 °CR1

R3

R2O OH

O2Cu-piperazine hybrid polymer

(10 mol % as Cu)LiOH–H2O, P(OEt)3

Takayoshi Arai, Toru Sato, Hiroshi Noguchi,Hirofumi Kanoh, Katsumi Kaneko, and AkiraYanagisawa

1096 Control of Anisotropic Tunnel Etching of Alby Indentation

Kazuyuki Nishio, Kenji Kanezawa, and HidekiMasuda

1098 Stabilization of Polystyrene Thin Filmsagainst Dewetting by Silsesquioxane-termi-nated Polystyrene Additives

Organic–inorganic hybrid polymers (PS-POSS), which are polystyrene (PS) with a polyhedraloligomeric silsesquioxane (POSS) end group, were well dispersed in PS thin films and providedthermal stability to films against dewetting.

PS–POSS/PS blend film PS/PS blend film

100 µm100 µm

Stable Dewetting

PS–POSS

SiO Si

R O Si

O SiSi

Si

O OO

O OSi

OOSiO

R

R

R

R

O Si NH

R

OR

OON

OMe

O

n

Kyota Miyamoto, Nao Hosaka, HideyukiOtsuka, and Atsushi Takahara

Chemistry Letters Vol.35, No.10 (2006) C-137

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1100 Observation of Sequential Electrophilic Sub-stitution of Bromothiophene and ImmediateReductive Elimination of ArylpalladiumComplexes

(bpy) Pd

Aryl

I

+S

Br

Br

AgNO3 /KF

DMSO SBr

Br

Aryl

Atsushi Sugie, Kei Kobayashi, Yuji Suzaki,Kohtaro Osakada, and Atsunori Mori

1102 Facile and Recyclable Method for the PrinsReaction Using Hafnium(IV) Bis(perfluoro-octanesulfonyl)amides in Fluorous BiphaseSystem

FBS+ (RCHO)n

OO

R

R

Hf[N(SO2C8F17)2]4

R = H, CH3

Xiuhua Hao and Nobuto Hoshi

1104 Addition of sec-Alcohols to Alkynes througha Radical Process Using NHPI/CoII/O2

System

OH OH

N

O

O

OH MeO2C CO2MeMeO2C CO2Me

OH

MeO2C CO2Me

OHH

+

O

MeO2C

OO O

OHO

O

+

cat.

Ryouhei Oka, Masami Nakayama, SatoshiSakaguchi, and Yasutaka Ishii

1106 Facile Fabrication of Caudate Gold Nano-particles by a Temperature-reducing Seed-ing Approach

Two kinds of caudate gold nanoparticles, tadpole-shaped and kite-shaped ones, have beenprepared in high yield through a simple temperature-reducing seeding approach withoutadditional capping agent or surfactant. The possible mechanism is a kind of aggregation-basedgrowth.

Lan Huang, Yu Zhang, Zhirui Guo, ShengliXie, Meng Wang, and Ning Gu

Electronic Supporting Information

1108 Preparation of C60 Ribbons by in situCrystallization in a Microfluidic System

Kyosuke Shinohara, Takeshi Fukui, HiroakiAbe, Naoto Sekimura, and Koji Okamoto

C-138 Chemistry Letters Vol.35, No.10 (2006)

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1110 Comparison of Optical Properties andDoping Behavior of –[(p-C6H4)mNH]n–(m ¼ 1{4) Type Polymers

Poly(p-oligophenylene amine)s, − [(p-C6H4)mNH]n−PAn

HN

HN

m = 2-4 PPPn m n n

anod

icca

thod

icC

urre

nt

E/V vs AgCl/Ag0 0.5 1.0 1.5

(m = 2−4), receive electrochemical and chemicaloxidation similar to polyaniline (m = 1). In theelectrochemical oxidation (or p-doping) in aqueousmedia and acetonitrile, the oxidation of the polymerwith m = 3 occurs at higher potential by about 1.0and 0.6 V, compared with that of polyaniline. Datain diluted sulfuric acid are shown in the figure.

Masaki Horie, Isao Yamaguchi, and TakakazuYamamoto

1112 A Novel Method for Fabricating ChemicallyDefined Patterns as Standard Samples forSurface Chemical Imaging

sonication

CH3(CH2)19SH Au HOOC(CH2)10SHAu

CH3(CH2)19SH Au

Miki Akiyama, Mitsuhiro Fujita, andMasamichi Fujihira

1114 Hysteresis Loops in Dielectric Properties ofthe Thermochromic Copper(II) Compounds

LTP (red) HTP (purple)

T

dipole

Shinya Hayami, Natsuko Motokawa, AyaShuto, Naoji Masuhara, Yasuhiro Umebayashi,Yonezo Maeda, Osamu Sato, Katsuya Inoue,Ryo Kawajiri, Yui Kumura, Takashi Okubo,and Tadaoki Mitani

1116 Fabrication of Magnetic Luminescent Nano-composites via Adsorption–Precipitation ofMetal Ions on Sulfonated Iron Oxide Nano-particles

Sou-Yee Mak and Dong-Hwang Chen

1118 Binuclear �-Perchlorato Complexes ofAlkaline Earth Metal Ions Studied byElectrospray Ionization Mass Spectrometryand DFT Calculations

Structure of [Mg2(µ-ClO4)3(DMF)6]+ in the gas phase found by ESI-MS.

0 200 400 600 800 10000.0

0.2

0.4

0.6

0.8

1.0[Mg(ClO

4)(DMF)

n]+

Mg(DMF)n

2+

Inte

nsity

/ au

b un

it

m/z

Ryo Kanzaki, Yasuhiro Umebayashi, MitsunoriAsada, Shin-ichi Ishiguro, Taisuke Matsumoto,and Akihiro Wakisaka

Chemistry Letters Vol.35, No.10 (2006) C-139

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1120 Encapsulation of Ferricytochrome c intothe Nanoparticle Made from a NaturalPolysaccharide: Schizophyllan

We found that mixing cytochrome c and schizophyllan (SPG) in the unfolded states for bothmolecules leads to novel complexation and changes the solution color from orange to red.

Mika Kasuga, Naohiko Shimada, YoichiTakeda, Seiji Shinkai, and Kazuo Sakurai

1122 Regioselective Synthesis of Benzazetines andIndoles from Alkenylanilides and Dimethyl-(methylthio)sulfonium Trifluoromethanesul-fonate CH

NH

R"

R 1) DMTST, rt, 2h

N

CH2 SCH3

R"

R2) Na2CO3(aq)

N

R"

R

or

R'

R'

R'

Kentaro Okuma, Itsuki Takeshita, TakumiYasuda, and Kosei Shioji

1124 Vibrational Imaging of a Single Pollen Grainby Ultrabroadband Multiplex CoherentAnti-Stokes Raman Scattering Microspec-troscopy

Coherent Raman images of a single pollen grain at C=C (left) and C–H (right) stretchingmodes.

Hideaki Kano and Hiro-o Hamaguchi

1126 Enhancement of Photoinduced ElectronTransfer from Porphyrin to Methyl Viologenby Binding of an Antibody for Porphyrin

2H+

H2

Colloidal Pt

MV2+

MV2+

MV2+hν

MV+.

Antigen- Combining Siteof Antibody 2B6

Zn-TCPP

e-

Takeshi Onji, Hidetaka Ohara, HiroyasuYamaguchi, Noriaki Ikeda, and Akira Harada

Electronic Supporting Information

1128 Terahertz Time-domain Spectra of Inter-and Intramolecular Hydrogen Bonds ofFumaric and Maleic Acids

Terahertz intermolecular modes of fumaric acid are inactivated in the nano-sized pores of amesoporous silicate while intramolecular modes of maleic acid are active in both crystal formand in the pores.

Intermolecularhydrogen bond: Terahertz active

Molecular separation:Terahertz inactive

Crystal fumaric acid In mesoporous silicate

Intramolecularhydrogen bond:Terahertz active

Molecular separation:Terahertz active

Crystal maleic acid In mesoporous silicate

Yuko Ueno, Rakchanok Rungsawang, IsaoTomita, and Katsuhiro Ajito

C-140 Chemistry Letters Vol.35, No.10 (2006)

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1130 Micropatterning of Organic–InorganicHybrid Film Using Photosensitive Sol–GelSystem Consisting of Double-decker-shapedMultifunctional Silsesquioxane

Akira Watanabe and Tokuji Miyashita

1132 Enhanced Sensitivity of a Surface-plasmon-resonance (SPR) Sensor for 2,4-D by Con-trolled Functionalization of Self-assembledMonolayer-based Immunosensor Chip

are highly promising for the developmentDirect affinity-based SPR immunosensors

of rapid, label-free analytical systems. Wehave fabricated a novel, highly specific SPRimmunosensor for 2,4-D by covalent binding of2,4-D-BSA conjugate on SAM of a simple alkylmercaptan. Here, a remarkable enhancementof the low detection limit with no use any highMW labels, contrary to conventional multistepsandwich immunoassay techniques, has beendemonstrated.

0

20

40

60

80

100

0.01 0.1 1 10 100 1000

Nor

mal

ized

SPR

ang

e sh

ift /

%

[2,4-D] / ppb (ng mL-1)

LDL10 ppt

(n = 3)

Sook Jin Kim, K. Vengatajalabathy Gobi,Hiroyuki Tanaka, Yukihiro Shoyama, andNorio Miura

1134 Ionic Control of Droplet Motion XX

Ca

MgBaSrK

0.2

mmX /

mm

Time / s

Na

1 sTakahiko Ban, Takahiro Fujii, KazunariKurisaka, and Akihisa Shioi

1136 Oxidation of 1,3-Diphosphacyclobutane-2,4-diyl with Ammoniumyl Antimonate andEPR Study of the Corresponding CationRadical

P

PMes* Mes*

Me

t-Bu

(4-BrC6H4)3N+••SbCl6–

P

PMes* Mes*

Me

t-BuSbCl6

Mes* = 2,4,6-t-Bu3C6H2Masaaki Yoshifuji, Anthony J. Arduengo, III,Tatyana A. Konovalova, Lowell D. Kispert,Manabu Kikuchi, and Shigekazu Ito

1138 Microwave-assisted Fabrication and Charac-terization of BaCO3 Nanorods

200 nm

(a)

200 nm

(b)

BaCO3 nanorods have been successfully prepared by the microwave-assisted method at90 °C using Ba(NO3)2 and (NH4)2CO3 in the presence of NaOH or hexamethylenetetramine((CH2)6N4) in ethylene glycol. The heating time and type of alkali played an important role inthe size and morphology of BaCO3.

Ming-GuoMa, Ying-Jie Zhu, Jie-Fang Zhu, andGuo-Feng Cheng

Chemistry Letters Vol.35, No.10 (2006) C-141

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1140 Copper(II)-catalyzed O-Phenylation ofAlcohols with Organobismuth(V) Reagents:A Convenient Method for the Synthesis ofSimple tert-Alkyl Phenyl Ethers

Toluene, rt, 1 hR-OH

Ph4BiF (1.5 or 2 equiv.)Cu(OAc)2 (15 or 20 mol %)Cy2NMe (2 equiv.)

R-OPh

10 simple aliphatic alcohols including t-BuOH were phenylated effectively.

over 85% yieldsTeruaki Mukaiyama, Naoto Sakurai, andKazuhiro Ikegai

Electronic Supporting Information

1142 Fabrication and Characterization of PorousCopper Nanorods with Rectangular CrossSections

Porous copper nanorodes with rectangular cross sections have been successfully prepared via ahydrothermal reduction process at a low temperature.

Xiaojun Zhang, Dongen Zhang, Xiaomin Ni,and Huagui Zheng

1144 Antioxidant Properties of Layer-by-Layerfilms on the Basis of Tannic Acid

Tatsiana G. Shutava, Malcolm D. Prouty,Vladimir E. Agabekov, and Yuri M. Lvov

1146 Study on the Difference of Photochromic andThermochromic Mechanism of Ethylenedi-amine Trimolybdate

200 300 400 500 600 700 8000

20

40

60

80

100

15 °C1. 0 min2. 5 min3. 30 min4. 45 min5. 80 min6. 130 min7. 150 min

R /

%

Wavelength / nm

1

2

34567

a

200 300 400 500 600 700 8000

20

40

60

80

100

876

5

4

3

21

60 min

1.~ 20°C2. 100 °C

3. 150 °C

4. 180 °C

5. 220 °C

6. 230 °C

7. 240 °C

8. 250 °C

R /

%

Wavelength / nm

b

UV−vis DRS show that the colors for the samples treated under different conditions aredifferent. The white samples always change to reddish brown under irradiation (a), and blue-black after annealing (b). The color difference shows that there could be different MoV sites forthe irradiated and the annealed samples.

Dehui Sun, Hongjie Zhang, Cheng Wang, JilinZhang, Jiangbo Yu, and Chunyun Peng

1148 A Novel Carbothermal Method for thePreparation of Nano-sized WC on HighSurface Area Carbon Nano-sized WC was successfully

method wherein carbonization of

synthesized on high surface areacarbon by a novel carbothermal

mixture of hydroxypropyl cellulose

(HPC) and K2WO4 at 800 °C resulted inthe simultaneous formation of carbonand WC nano-particles.

Wei Liu, Yasushi Soneda, and Hiroaki Hatori

C-142 Chemistry Letters Vol.35, No.10 (2006)

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1150 Oligothiophene-based Liquid Crystals Ex-hibiting Smectic A Phases in Wider Temper-ature Ranges

Masaomi Kimura, Takuma Yasuda, KenjiKishimoto, Gunther Gotz, Peter Bauerle, andTakashi Kato

Electronic Supporting Information

1152 Watching the Transformation from AuNanoparticles to Microplates

c

The transformation from Au nanoparticles to microplates was observed. Triangular andhexagonal Au microplates with canal-like stripes were finally formed. The self-transportationof Au atoms or ions follows specific paths on a preferential Au crystal facet.

Dongjun Wang and Toyoko Imae

Electronic Supporting Information

1154 A New Chemical Oscillator with a Macro-cyclic Copper(II) Complex as Catalyst andLactic Acid as the Substrate [NaBrO3] = 0.0210−0.0875 M, [H2SO4] = 0.45−1.0 M,

[Lac] = 0.2−0.994 M, [[CuL]2+] 0.00167 M,

T = 283 K, V = 40 mL

damped oscillationswere observed

acrylonitrile,

H2O2,

Vitamin C,

glucose,

AgNO3

NaBO3

+ Lactic acid

+ H2SO4

+ Macrocyclic copper(II)

complex oscillations were inhibited

Gang Hu and Zude Zhang

1156 Hollow Fiber Membrane as a Low-cost andHigh-efficient Micromixer to Prepare CdSNanoparticles

Hollow fiber membrane was utilized to act as a new kind of micromixer. By controlling thenitrogen pressure, external reactant could quickly mix with the fluid in the fiber channelthrough the nanopores located on the wall of hollow fiber membrane. CdS nanoparticles withnarrow size distribution have been produced in this microreactor system owing to the efficientmixing.

Hongzhi Wang, Jie Wei, Muhuo Yu, YaogangLi, Junfen Sun, and Meifang Zhu

1158 Hydrothermal Synthesis and Characteriza-tion of Magnesium Borate Hydroxide Nano-whiskers

1 µm

MgBO2(OH) nanowhiskers with a

diameter of 20–50 nm and a length

of 0.5–3 µm, growing along the (200)

facile coprecipitation–hydrothermal

reaction route, using MgCl2·6H2O,

plane were synthesized via a

H3BO3, and NaOH as the reactants.Wancheng Zhu, Lan Xiang, Taobo He, andShenlin Zhu

Chemistry Letters Vol.35, No.10 (2006) C-143

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1160 Marked Difference in the Reaction Rate of anAzobenzene-based Photochromic Amor-phous Molecular Material between FilmsPrepared by Vacuum Deposition and SpinCoating

0.0

0.2

0.4

0.6

0.8

0 5 10 15 20t / min

–ln[

(At–

A∞∞)/

(A0–

A∞)]

Spin-coated film

Vacuum-deposited film

A marked difference in the reaction rate of an

molecular material between films prepared

azobenzene-based photochromic amorphous

by vacuum deposition and spin coating was

found.

Takahiro Tanino, Hideyuki Nakano, andYasuhiko Shirota

1162 Analysis of Molecular Aggregation States inPentacene Thin Films Prepared from SolublePrecursor

In-plane GIXD profiles of pentacene precursor and pentacene thin film.

0 5 10 15 20 25 30 35

NS

O

O

Inte

nsity

/ ar

b un

itqxy/nm-1

Takahiro Akinaga, Shigekazu Yasutake, SonoSasaki, Osami Sakata, Hideyuki Otsuka, andAtsushi Takahara

1164 Hydroalkenylation of Alkynes Catalyzed byDinuclear Palladium Complexes via C–HBond Activation

N NPh2P PPh2Pd Pd

Me MeCl

H

+ R R

R R

Hcat. LiAlH(OBut )3

cat.

120 °CNaofumi Tsukada, Hiroyuki Setoguchi,Tomohiro Mitsuboshi, and Yoshio Inoue

Electronic Supporting Information

1166 Platinum-free Catalyst for Efficient Reduc-tion of Oxygen at Air Cathode

Polarization curves and average

number of electrons transferred

for oxygen reduction reaction.

0.0 0.2 0.4 0.6 0.8 1.0-0.5

-0.4

-0.3

-0.2

-0.1

0.0

3.0

3.5

4.0

Polarization Curvesfor Oxygen Reduction

bright PtAverage Number of Electrons

I D /

mA

E / V vs. RHE

bright Pt

n e / e

lect

rons

per

O2

HT-Cu[Fe]PB/C

Keijiro Sawai and Daisaku Uda

1168 Fluorescent Molecular Sensing for VariousTypes of Surfactants Using Amino-�-cyclo-dextrins Bearing Naphthalene Chromophore

Host 1 1 - Surfactant Complex

High Fluorescencehv

Guest

Hironori Nakashima and Noboru Yoshida

C-144 Chemistry Letters Vol.35, No.10 (2006)

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1170 A New Physiologically Based Pharmacoki-netic Analysis for In Vivo Organ Dispositionof Nitroxyl Spin Probes in Mice as Measuredby Multisite Detection L-band ESR (MSD-LESR)

A new physiologically based pharmacokinetic (PB-PK) model for the multisite organdiposition of nitroxyl radicals, and the theoretical curves (solid curve) based on the PB-PKmodel and plots of the observed concentrations of (•) 3-carbamoyl-PROXYL and (∆)3-carboxy-PROXYL in the (a) blood, (b) liver, and (c) kidney of mice.

Masayuki Kamatari, Hiroyuki Yasui, MasahiroNakamura, Tateaki Ogata, and Hiromu Sakurai

1172 Grafting Organic and Biomolecules onH-Terminated Porous Silicon from aDiazirine

Bovine Serum Albumin (BSA) and organic monolayers are covalently grafted on porous silicon

via a diazirine carbene reaction.

H H

HOOCCF3

NN

µ-wave

COOH

F3C OH

CONH

F3C OH

Protein

Si Si Si

Shuai Wei, Jing Wang, Dong-Jie Guo, Ya-QingChen, and Shou-Jun Xiao

Electronic Supporting Information

1174 UV–Ozone Treatments Improved CarbonBlack Surface for Direct Electron-transferReactions with Bilirubin Oxidase underAerobic Conditions

00

40

60

80

100

120

140

20

2 4 6 8 10Time / min

k° /

s-1

Masato Tominaga, Mai Otani, Mari Kishikawa,and Isao Taniguchi

1176 Novel Hydrophobic Brønsted Acidic Ionic-liquids as Efficient and Reusable Catalystsfor Organic Reactions in Water

Novel hydrophobic Brønsted acidic ionic liquids (HBAIL) were prepared and utilized as acidcatalysts in organic reactions in water.

Oct3N SO3H

n

NTf2-1b: n = 12b: n = 2

formaldehyde water solutionAr

O O

ArR2

R1

R1 R2

Direct Mannich reaction, esterification and etherification also proceeded well.

54–95% yield

Yanlong Gu, Chikako Ogawa, and ShuKobayashi

Electronic Supporting Information

1178 Immobilization of a Binuclear Rutheni-um(III) Complex on a Gold (111) Surface:Observations of Proton-coupled ElectronTransfer and Electrochemical Durability inAqueous Media

pH = 2pH = 2

pH = 12pH = 12

Proton-coupledElectron-Transfer

E / V vs Ag/AgCl0.0-0.4 0.4

Au(111) electrode

LigandLigandsubstitutionsubstitution

Hiromitsu Uehara, Masaaki Abe, YoshioHisaeda, Kohei Uosaki, and Yoichi Sasaki

Electronic Supporting Information

Chemistry Letters Vol.35, No.10 (2006) C-145

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1180 First Comparative Study of the OxidationProperties of Dioxovanadium(V) Complexwith Tris(2-pyridylmethyl)amine and ItsOxo-peroxo Analogue

The dioxovanadium(V) tpa complex was more reactive than the correspondingoxo-peroxovanadium(V) complex.

oxo vs. peroxo

>>N

N

N

N VV

N

N

N

NVV

O O

O

O

O

+ +

Yasunobu Tajika, Kiyoshi Tsuge, and YoichiSasaki

Electronic Supporting Information

1182 Acridone-labeled Base-discriminating Fluo-rescence (BDF) Nucleoside: Synthesis andTheir Photophysical Properties

N

NN

N

NH2

OO

NH

O

NO

O

AcA

0

5

10

15

350 450 550

AGCTss

wavelength (nm)

inte

nsity

Fluorescence spectra of AcA-containing ODN hybridized with 2.5 µM complymentary ODNs.

Yoshio Saito, Kazuo Hanawa, NaomiKawasaki, Subhendu Sekhar Bag, and IsaoSaito

1184 Synthesis and Application of Fluorous-tagged Oligonucleotides

BPFOS- protectednucleosides phosphoramidites

O

O

F FF F

FF

F F

FFFFFFFFF

OSi

t-Bu

O

Ph

PO

N(i -Pr)2

NC

N

N

HN

O

O

Roli Mishra, Satyendra Mishra, and KrishnaMisra

1186 One-step Preparation of ZnSe NanorodAggregates

Qingchun Zhao and Wenzong Xu

1188 Light-induced Electron Transfer on theSingle Wall Carbon Nanotube Surroundedin Anthracene Dendron in Aqueous Solution

hv

kCSMV2+

MV.+

BNAH

BNA+

Atula S. D. Sandanayaka, Yutaka Takaguchi,Tetsuya Uchida, Yuuki Sako, Yu Morimoto,Yasuyuki Araki, and Osamu Ito

Electronic Supporting Information

C-146 Chemistry Letters Vol.35, No.10 (2006)

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1190 Preparation of Oleic Acid-capped CopperNanoparticles In this process, oleic acid acted as both a phase-transfer agent and a particle protector

coordinating their carboxyl end groups on the newly generated copper particles surface. Thisorganic film also plays an important role to prevent the newly generated copper particles fromoxidation.

(First reduction) (Second reduction) (No oleic acid) 40 50 60 70 80

Inte

nsi

ty (

a.u

.)

2θ / degree (CuKa)

Cu

30 40 50 60 70 80

Cu2O

In te

nsity

(a.

u.)

2θ / degree (CuKa)30 40 50 60 70 80

Cu Cu2O

Inte

nsi

ty /a

.u.

2θ / degree (CuKa)

Jian-guang Yang, Yuang-lin Zhou, TakeshiOkamoto, Takeshi Bessho, Shigeru Satake,Ryoichi Ichino, and Masazumi Okido

1192 Fabrication of Gold Sulfide NanoparticlesUsing the Protein Cage of Apoferritin

Keiko Yoshizawa, Kenji Iwahori, KenjiSugimoto, and Ichiro Yamashita

Electronic Supporting Information

1194 Electronic Conduction in Biphenyl LiquidCrystals

Iso

10-5

Iso

10-5

10-4

10-3

10-2

20 40 60 80 100 120

K SmE SmBMob

ility

(cm

2-1

-1 sV

)

Temperature (°C)

4-Hexyloxy-4′-octylbiphenyl exhibits

aromatic core moiety of biphenyl.

a faily high mobility in th smectic

mesophases in spite of a small

Kensuke Kurotaki, Hideaki Haruyama, YukikoTakayashiki, and Jun-ichi Hanna

1196 Synthesis of Hyperbranched AromaticPoly(ether sulfone) with Sulfonyl ChlorideTerminal Groups

A new hyperbranched aromatic poly(ether sulfone) with sulfonyl chloride terminalgroups was prepared by polycondensation of a new AB2 monomer,4,4′-(m-phenylenedioxy)bis(benzenesulfonyl chloride) using FeCl3.

O

O

SO2Cl

SO2Cl

FeCl3 1 wt %O

O

SO2Cl

Nitrobenzene SO

OClH

nKazuya Matsumoto and Mitsuru Ueda

1198 Novel Inorganic–Organic Layered Compo-site Synthesized by Polycondensation of3-Aminopropyltriethoxysilane Associatedwith the Self-assembly of Alkanoate

The basal distance of 3-aminopropylsilcate-LB film lamellar composite can be enlarged by theexchange reaction of carboxylate.

Takayuki Chujo, Yu Gonda, Yasunori Oumi,Tsuneji Sano, and Hideaki Yoshitake

Chemistry Letters Vol.35, No.10 (2006) C-147

Copyright � 2006 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

1200 Molecular Modification of 2,6-Diphenyl-benzo[1,2-b:4,5-b0]dichalcogenophenes byIntroduction of Strong Electron-withdraw-ing Groups: Conversion from p- to n-Chan-nel OFET Materials

0

5 10-6

1 10-5

1.5 10-5

2 10-5

2.5 10-5

3 10-5

0 20 40 60 80 100

I d / A

Vd / V

X

X X = SX = Se

CF3F3C

S D

GSiO2

µe = 0.1 cm2 V-1 S-1

Vg = 100 V

Vg = 80 V

Vg = 60 V

Vg = 0-40 V

Kazuo Takimiya, Yoshihito Kunugi, HideakiEbata, and Tetsuo Otsubo

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