chemistry letterskaneko, and toshiki aoki electronic supporting information 222 synthesis of...

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

Vol.36 No.2 CMLTAGFebruary, 2007 ISSN 0366-7022

Copyright � 2007 The Chemical Society of Japan

200 Catalytic Direct Arylation of Heteroaromat-ic Compounds

+Ar X H heteroaryl Ar heteroarylcatalyst

N H O H S H

R

N

N H

N

O H

N

S H

R

H H HN H N H

O

H heteroaryl

Tetsuya Satoh and Masahiro Miura

The diagram is acceptable in a colored form. Publication of the colored G.A. is free of charge. For publication, electronicdata of the colored G.A. should be submitted. Preferred data format is EPS, PS, CDX, PPT, and TIFF. If the data of yourG.A. is ‘‘bit-mapped image’’ data (not ‘‘vector data’’), note that its print-resolution should be 300 dpi.

Highlight Review

Letter

206 A Correlation between pH and FluorescenceLifetime of 20,70-Bis(2-Carboxyethyl)-5(6)-carboxyfluorescein (BCECF) In Vivo and InVitro

BCECF

O O

(CH2)2COOH

HO

HOOC(H2C)2COOH

COOH

Takakazu Nakabayashi, Hui-PingWang, KazuoTsujimoto, Seiji Miyauchi, Naoki Kamo, andNobuhiro Ohta

C-26 Chemistry Letters Vol.36, No.2 (2007)

Copyright � 2007 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/

208 Effect of Steric Barrier on the Shuttling ofRotaxane Having Crown Ether Wheel

Nobuhiro Kihara, Yoshifumi Koike, andToshikazu Takata

Electronic Supporting Information

210 Electrochemiluminescence-based DNA De-tection Using Guanine Oxidation at Electro-static Self-assembly of Ru(bpy)3

2þ-dopedSilica Nanoparticles on Indium Tin OxideElectrode

Hui Wei and Erkang Wang


212 Synthetic Application of PVP-stabilized AuNanocluster Catalyst to Aerobic Oxidationof Alcohols in Aqueous Solution underAmbient Conditions

R1 R2

OH

R1 R2

O2 atom % PVP-stabilized Au cluster

300 mol % K2CO3300 to 360 KH2O, under air

orR1 OH

O

(R2 = H)Hironori Tsunoyama, Tatsuya Tsukuda, andHidehiro Sakurai


214 Chemical Intertransformations of DiverseBisdesmosidic Furostanol Saponins

Dong-Mei Zhao, Yang Liu, Yong-Xiang Liu,Li-Gang Zheng, Mao-Cai Yan, and Mao-ShengCheng

216 Electrochemical Evaluation of HydrogenBond Donor Ability of Sulfonylurea Mole-cules by Cyclic Voltammetry

-1.5 -1.3 -1.1 -0.9 -0.7 -0.5 -0.3 -0.1 0.1 0.3

-2.4

-1.8

-1.2

-0.6

0.0

0.6

1.2

1.8

Potential / V

Cur

rent

/ 10

-4 A

∆E1/2, red

High Black color developing.Large |∆ E1/2, red| value.

ON

NHC

OO

N C

H

O

CO O

O

N

HN

S

O

OR1 N

H

R2

S-205

Electron+

Sulfonylurea Compounds

Kazunori Kawasaki and Kazuhisa Sakakibara

Chemistry Letters Vol.36, No.2 (2007) C-27


218 High Current Density Bioelectrolysis ofD-Fructose at Fructose Dehydrogenase-adsorbed and Ketjen Black-modified Elec-trodes without a Mediator

Yuji Kamitaka, Seiya Tsujimura, and KenjiKano

220 Enantioselective Permeability throughMem-branes from a Poly(substituted phenylacety-lene) Having a Chiral Helical Backbone andAchiral Bidentate Ligands as PendantGroups

Permeation time / h

01234

5

6789

10

0 400 800 1200 1600membrane

Feed side Permeate side

Siliconerubber

Q (

× 1

0-6

) / g

0.5 wt % DL-phenylalanine aq. soln.

deionized water

CH2OH

OC12H25

CH2OHHN

CuOAcO

: D-Phenylalanine

: L-Phenylalanine

CCH

R n

Permeate side

Shingo Hadano, Masahiro Teraguchi, TakashiKaneko, and Toshiki Aoki


222 Synthesis of N-(3-Arylmethyl-2-oxo-2,3-di-hydroimidazo[1,2-a]pyridin-3-yl)benzamides

N

NO

HNAr Ph

O

+MWIN

OO

Ar

Ph N

NH2

glycol

A series of new imidazo[1,2-a]pyridin-2-one derivatives were synthesized by thereaction of 4-arylidene-2-phenyl-5(4H)-oxazolones and pyridin-2-amine undermicrowave irradiation in ethylene glycol at 120 °C.

Shujiang Tu, Junyong Zhang, Runhong Jia, BoJiang, Yan Zhang, Changsheng Yao, and HongJiang

224 Electrical Conductance Measurement ofOligothiophene Molecular Wires UsingNanogap Electrodes Prepared by Electro-chemical Plating

Natsumu Hatanaka, Masaru Endo, ShigekiOkumura, Yutaka Ie, Ryo Yamada, YoshioAso, Kazuyoshi Tanaka, and Hirokazu Tada

226 New �0-Type ET Salt (ET)2H2F3 by Electro-crystallization Using Ionic Liquid

Yukihiro Yoshida, Masafumi Sakata, GunziSaito, Kazuhiko Matsumoto, and RikaHagiwara




228 Polycyclic Aromatic Compounds-mediatedElectrochemical Reduction of Alkyl Mesy-lates

Electrochemical reduction of alkyl mesylates was successfully carried out by using undividedcell equipped with a Pt cathode and an Mg anode in the presence of biphenyl and t-BuOH.

Mg Pt

0.1M Bu4NBF4 - DMF20 mA/cm2, 8 F/mol, 0 °C

biphenyl (4 equiv.)t-BuOH (10 equiv.)

62-92%

1 2

Fg -R OMs Fg -R H

Fg -R = alkyl group having epoxide, olefin, acetal, pivalate, hydroxy, or cyano group

Hisanori Senboku, Megumi Takahashi,Tsuyoshi Fukuhara, and Shoji Hara

230 Monitoring of EcoRV Digestions on a DNA-immobilized Quartz Crystal Microbalance

Shuntaro Takahashi, Hisao Matsuno, HiroyukiFurusawa, and Yoshio Okahata

232 Promotion of Laccase Activities of Esche-richia coli Cuprous Oxidase, CueO by Delet-ing the Segment Covering the SubstrateBinding Site

Shinji Kurose, Kunishige Kataoka, KaoriOtsuka, Yoshio Tsujino, and Takeshi Sakurai


234 Four Kinds of 21 Helical Assemblies with theMolecular Tilt as Well as Three-directionaland Facial Chirality

Tsuyoshi Watabe, Ichiro Hisaki, NorimitsuTohnai, and Mikiji Miyata


236 Pd-catalyzed Coupling Reaction of Allyl andPropargyl Ethers with Chlorosilanes

R3Si-Cl ORR' SiR3R'+Aryl or Vinyl Grignard reagent

cat. Pd

Yoshitaka Naitoh, Fumiaki Bando, Jun Terao,Kazutaka Otsuki, Hitoshi Kuniyasu, andNobuaki Kambe




238 Low Dielectric Loss Copolymer Obtainedfrom 2,6-Dimethylphenol and 2-Allyl-6-methylphenol via Cu-catalyzed OxidativeCoupling Polymerization

OH

O O

m n

OH

OH

O2 flow

CuICl / PyridineToluene

Jun Nunoshige, Haruo Akahoshi, YujiShibasaki, and Mitsuru Ueda

240 Photoswitching of Fluorescence Based onIntramolecular Electron Transfer

O N N

O

O

O

O

C6H13

C6H13

F2

F2

F2

SO O

SO

UV

O N N

O

O

O

O

C6H13

C6H13

F2

F2

F2

SO O

SO

hν hν

Fluorescence Non-FluorescenceElectron Transfer

e

Vis.

"ON" "OFF"Yuka Odo, Tuyoshi Fukaminato, and MasahiroIrie


242 Measurable Emission Color Change: Size-dependent Reversible Fluorescence Quench-ing of CdTe Quantum Dots by MolecularOxygen

Yunsheng Xia, Tianlong Zhang, Xuelian Diao,and Changqing Zhu


244 Regioselective Metallation of Octaphyrin-(1.0.1.0.1.0.1.0) with Mixed Bipyrrole Unitsby Using CuII or CuI

N N

N

N

N

N

N

NPh

PhN N

N

N

N

N

N

NPh Ph

PhPhHN

N

NH

N

NH

NHN N

Ph

Ph

Ph

Ph

Ph

Ph

CuII1. CuICu

Cu

Cu

Cu

2. air

Megumi Mori and Jun-ichiro Setsune

246 Size- and Stereo-specific Accommodation ofAlkanes and Alkenes in Calixarene-basedMicroporous Solids

O

O O

OHOHO

OORR

C2 : R = - CH2CH3IC3 : R = - CH(CH3)2

Calixarene-based Porous Materials

Sorption Activity

<<

alkane or alkene

Na3PW12O40

C2

<

IC3Yusuke Ishii, Naoki Nakayama, and KatsuakiKonishi




248 Template-assisted Formation of Charge-transfer Complex by a Mixed Supramolecu-lar Ladder Complex

Template polymer

Supramolecular ladder

CT complexes

O

O

O

N

O

N

O

O

N

O N

NO

NH

H

Hydrogen bond pair

Acceptor

Donor

+

Takahiro Sugimoto, Takayuki Suzuki, SeijiShinkai, and Kazuki Sada

250 Photo-controlled Electrochemical SwitchBased on Photochromic TetraazaporphyrinContaining Ferrocene Units

N

NN

N

N

NN N

SS

S

S

SS

S

S

Fe

Fe

Fe

Fe

Mg

FeFe

FeFe

TPFLei Sun, Sheng Wang, and He Tian

252 Effects of Coverage of Silica-supported NiCatalysts with Silica upon Formation ofCarbon Nanofibers with Uniform Diameterby Ethylene Decomposition

Ni/SiO2 covered with silicaNi/SiO2

The Ni/SiO2 covered with silica produced carbon nanofibers with uniform diameter of 10−15nm, while Ni/SiO2 without the coverage with silica produced carbon nanofibers with differentdiameters by the ethylene decomposition.

Keizo Nakagawa, Sakae Takenaka, SatoshiImagawa, Hideki Matsune, and MasahiroKishida

254 Sonochemical Fabrication and Photolumi-nescence Properties of Ordered MesoporousCarbon–Tin Oxide Nanocomposites

400 450 500 550 600 650

0

2

4

6

8

10

12

Inte

nsi

ty /a

rb u

nit

Wavelength /nm

PL spectra

A new ordered mesoporous carbon−tin

for the first time by a simple and

nanoparticles are about 3 nm in size and

ordered mesoporous carbon materials

oxide nanocomposite has been prepared

efficient sonochemical route at room

properties of the OMC−SnO2 compsitesare also firstly described. This method isproposed as a simple and generalmethod to prepare new functionalized

with other nanoparticles for variousapplications.

temperature. The resulting SnO2

highly dispersed on ordered mesoporouscarbon. The photoluminescence

Yulin Cao, Jieming Cao, Jinsong Liu, MingboZheng, and Kai Shen


256 Solid-state 2HNMR Study of NanocrystalFormation of D2O and Their DynamicAspects in ACF Hydrophobic Nanospaces Molecular motion of heavy water

confined in activated carbon fiber

solid-state 2H NMR. The 2H NMR

was active below 190 K, suggesting

in the ACF nanoslits.

(ACF) was investigated using

as well as tetrahedral jump of D2O

the formation of nanocrystal of D2O

spectrum indicated that -flip motionπ

Hiroaki Omichi, Takahiro Ueda, KeisukeMiyakubo, and Taro Eguchi




258 Preparation of Mixed Oxide Nanotubes byPrecursor-accumulation on Carbon Nanofib-er Templates

1. Coating of mixed oxides

2. Removal of templates

Carbon nanofiber templates SiO2–TiO2 nanotubes LaMnO3 nanotubes

200 nm 100 nm 100 nm Hitoshi Ogihara, Masahiro Sadakane,Yoshinobu Nodasaka, and Wataru Ueda


260 Polyoxometalate-based Colloidal CrystalThin Film

SEM of (a) PS template (b) PW12/SiO2 thin film.

Fang Chai, Xiaohong Wang, Rongxin Tan,Fenghua Cao, Fengying Zhai, Linlin Xu,Changlu Shao, and Yichun Liu

262 Novel Electron-transport Material Contain-ing Boron Atom with a High Triplet ExcitedEnergy Level

B

N

N

N

3TPYMB

High electron transport ability

High hole blocking ability

High triplet energy level

Daisaku Tanaka, Takashi Takeda, TakayukiChiba, Soichi Watanabe, and Junji Kido

264 Synthesis and Photophysical Properties of[60]Fullerene Adducts Carrying Oligocarba-zole Dendrons

O O

O O

R R

O ROR

O O

C60, CBr4, DBU N

N

N

Toluene, rt

R =

Photoinduced IntramolecularElectron Transfer

Yosuke Nakamura, Takashi Konno, SatoruWatanabe, Masato Suzuki, ToshitadaYoshihara, Seiji Tobita, and Jun Nishimura

266 Formation of Intrinsic Point Defects inFluorine-doped Synthetic SiO2 Glass by60Co �-ray Irradiation

γ −rays

Frenkel pairDangling bond pair

γ −rays

SiO2 glass

Si

O

SiO

Si SiSi

OSi

Primarily intrinsic process

Koichi Kajihara, Masahiro Hirano, LinardsSkuja, and Hideo Hosono



268 Density Functional Study on the 1,4-HydrideMigration in the �5-Naphthalene ManganeseComplex [(exo-R-�5-C10H8)Mn(CO)3]

H

H

MnCOOC

OC

R

H

MnOC CO

CO

1 5

R

Sungu Hwang, Joonkyung Jang, and YoungKeun Chung


270 Peculiar Crystal Structure of a Thiophene/Phenylene Co-oligomer of 2,5-Bis(40-me-thoxybiphenyl-4-yl)thiophene

S

OCH3H3CO

BP1T–OMeShu Hotta, Midori Goto, and Reiko Azumi


272 Novel Preparation Method of Cross-linkedSulfonated Polyimide Membranes for FuelCell Application

Sulfonated polyimides with electron-rich phenyl rings in the non-sulfonated diamine moietywere readily cross-linked by immersing the membranes into a solution of MeSO3H/P2O5. Theresulting cross-linked membranes showed greatly improved water stability, keeping highproton conductivity. They have potential for fuel cells above 80 °C.

P2O5 /MeSO3H

X = O

30-80 °C

O

XHO3S

O

XS

O O

O

O

,

Masayoshi Kido, Zhaoxia Hu, Takahiro Ogo,Yoshiki Suto, Ken-ichi Okamoto, and JianhuaFang

274 The Effect of Axial Ligand on the Reactivityof Oxomanganese(V) Corrole

The reactivity of MnVO corrole towards alkenes is strongly enhanced by axial ligand.

MnIII

+

MnV

O

N

NH

N

NH = tpfc

+

O

Hai-Yang Liu, Hua Zhou, Lan-Ying Liu, XiaoYing, Huan-Feng Jiang, and Chi-Kwong Chang


276 Azaspirovesamicols—Regioselective Synthe-sis and Crystal Structure Analysis of a NovelClass of Vesamicol Analogues as PotentialLigands for the Vesicular AcetylcholineTransporter

Only two of four possible regioisomers were formed by nucleophilic ring-opening reaction ofsyn /anti epoxides. Based on the structural information obtained by X-ray structure analysis themode of epoxide ring-opening was discussed.

Barbara Wenzel, Jan W. Bats, MatthiasScheunemann, and Jorg Steinbach




278 Total Synthesis of (�)-12,13-epi-Obtusenyne

O

Cl

HH

OMPMO

OTIPS

OH OHH

TIPSO

OMPM

OH

9-exo-cyclization

(–)-12,13-epi -obtusenyne

Eu(fod)3 Br

Toshio Suzuki, Nobuyuki Yoshino, ToshiyukiUemura, Hisahiro Hagiwara, and Takashi Hoshi

280 Isomerism Effect on Flexibility of LayeredFrameworks in Organic Salts of 4,40-Biphen-yldisulfonic Acid with Primary Amines

Flexibility of the layered framework consisting of 4,4′-biphenyldisulfonic acid (BPDS) andprimary amines can be modulated by isomerism of the amines.

Yuji Mizobe, Mikiji Miyata, Ichiro Hisaki, andNorimitsu Tohnai


282 AHydrogen-bonded Supramolecular Hexag-onal Columnar Liquid Crystal Composed ofa Tricarboxylic Triphenylene and Mono-pyridyl Dendrons

+Hydrogen-bonding

O OC5H11

C5H11O

O OC5H11

O

OOH

O

OH

OHO

O

ONH

O

OC12H25

OC12H25

OC12H25

OC12H25

N

TPC5 DenC12Shinsuke Ishihara, Yuusuke Furuki, and ShinjiTakeoka


284 Dinuclear Palladium Complex with a Bridg-ing Dialkylsilylene Ligand

2.1 equiv (Cy3P)2Pd

toluene, rtSiMe3Si

Me3Si

SiMe3

SiMe3SiMe3Si

Me3Si

SiMe3

SiMe3

(Cy3P)Pd Pd(PCy3)

Chieko Watanabe, Takeaki Iwamoto, ChizukoKabuto, and Mitsuo Kira

286 A Novel Preparation of Tungsten CarbideParticles with High Specific Surface Areaby Carburizing Tungsten Sulfides

WC

W(CO)6 + S

WO3 + H2S

900 °C WS2

Yoshinori Hara, Noriko Minami, HajimeMatsumoto, and Hiroaki Itagaki



288 Fabrication of Large, Free-standing Nano-films of Platinum and Platinum–PalladiumAlloy

A facile approach was developed to fabricate macroscopic, free-standing nanofilms (thickness,50 nm) of platinum and platinum–palladium alloy, which are flexible and remain intact in air.

120 nm1 cm

a b

Yuanzhi Li, Toyoki Kunitake, Shinya Onoue,Emi Muto, and Hirohmi Watanabe


290 Multiphoton Ionization Detection of Aromat-ic Hydrocarbons at 157.6 nm

10-9 10-8 10-7 10-6 10-5 10-4 10-3 10-210-1

100

101

102

103

104

105

106

Mixing ratioS

igna

l int

ensi

ty /

arb

units

CH3

Cl

Nozomu Kanno, Akihiro Yabushita, MasahiroKawasaki, and Kenichi Tonokura

292 Main Chain-type Polyrotaxane withControlled Ratio of Rotaxanated Units

A novel main-chain type polyrotaxane with controlled ratio of rotaxanated units in thebackbone was synthesized.

Toshikazu Takata, Yasuhiro Kohsaka, andGen-ichi Konishi

294 Spin Orientation of Iron Films Produced byLaser Deposition

The nuclear spin orientation of iron films produced by deposition of Fe atoms vaporized byresistive heating was perpendicular to the substrate surface, while that of films produced bylaser deposition of Fe was parallel to the substrate surface.

Yasuhiro Yamada and Kentarou Namiki

296 Addition of Allylindium Bromide to NitrileOxides in Aqueous Media: Convenient Syn-thesis of 5-Methylisoxazolines

Br, Indium, THF/Water

3

H+

N OAr

+

1

-

O

NAr

3b

ArN

O

In

Sanghapal D. Sawant, Parvinder P. Singh,Naveed A. Qazi, and H. M. Sampath Kumar




298 An Effect of Protruding Ends of �-DNA onits Adsorption onto Hydrophobic Solid Sur-faces during Molecular Combing

Hidetoshi Kudo, Kosaku Suga, and MasamichiFujihira

300 Dual Orbital Effects in N-Philic Cyclizationsof Silyl Radicals onto Imines

Density functional studies revealed that nucleophilic silyl radicals can mask as electrophiles bycyclizing with high preference onto the more electron-rich nitrogen atom of imine C=N doublebonds.

Uta Wille, and Eva-Katrin Mucke


302 Solubilization of [60]Fullerene in Water byAquatic Humic Substances

0 24 48 72 96 120 144 168 192 216 240 264-9

-8

-7

-6

-5

-4

Blank (0.1M NaCl aq.)

Fulvic Acid

Humic Acid

App

aren

t w

ater

sol

ubili

ty o

f C

60 /

log[

C60

]

Contact time / h

The apparent water solubility of[60]fullerene was significantlyenhacned in the presence of aquatichumic substances. This solubilizationwas due to the dispersion of C60

aggregates as a result of the adsorptionof humic subsatnces.

Motoki Terashima and Seiya Nagao

304 Highly Organized Phthalocyanine Assemblyonto Gold Surface through SpontaneousPolymerization

120 min1 min 10 min

Masaaki Ishikawa, Michiya Fujiki, andMasanobu Naito


306 Magnetic Field Effects on Shape and Size ofPendent Water Drop

In a 9.87 T, –1500 T 2/mmagnetic field

No magnetic fieldAkio Katsuki, Kazufumi Kaji, Manabu Sueda,and Yoshifumi Tanimoto



308 Self-assembly of Nanorod-like Architectureof CdTe Nanocrystals in Langmuir Monolay-er of Bolaamphiphiles

A novel fabrication of two-dimensional CdTe nanoarchitecture was developed through theinteraction between bolaamphiphiles of 1,3-bis(hexadecyldimethylammonio)propanedibromide and the prepared negatively charged CdTe nanocrystals hydrosols at theair–liquid interface. The self-assembled CdTe nanorod-like nanostructures have the lengthsof 100–300 nm and the widths of about 25 nm distributing in Langmuir layer.

Mingxian Liu, Lihua Gan, Yaling Zeng,Jinghong Wang, Zijie Xu, Zhixian Hao,Honglai Liu, and Longwu Chen

310 Low-temperature Hydrothermal Synthesisof Orthorhombic Vanadium PentoxideNanowires

Orthorhombic V2O5 single-crystalline nanowires were fabricated on a large scale throughthe mild and direct reaction between VOSO4•xH2O and KMnO4. The length of as-obtainedorthorhombic V2O5 nanowires reached up to hundreds of micrometers, which was by farthe longest 1-D nanostructure of vanadium oxide that had been fabricated.

FESEM and TEM images of the as-obtained orthorhombic V2O5 nanowires

Fu Zhou, Xuemei Zhao, Cunguang Yuan, Li Li,and Hai Xu

312 Direct Monitoring of Both Phosphorolysisand Elongation of Amylopectin Catalyzedby Phosphorylase on a 27-MHz Quartz-crys-tal Microbalance

Akiko Murakawa, Toshiaki Mori, and YoshioOkahata


314 Carbenoid Addition to Phenols to GiveCycloheptatrienols. Stereochemical Regula-tion and Ligand-dependent Switching ofChemoselectivity

O O

O

N2

OH

O O

O

OO

O

HO HOR

R

+

Rh2L4 catalysisO O

O

N2

OH

O O

O

OL = any

L = amide

L = perfluoro acid

Chun Young Im, Tadashi Okuyama, andTakashi Sugimura


316 Syntheses and Properties of Novel Quarter-phenylene-based Materials for Blue OrganicLight-emitting Devices

A series of quarterphenylene-based compounds were prepared and investigated as the holetransport layer and the host materials in phosphorescent organic light-emitting devices.

N

N

H3C

CH3

CH3

CH3

Yuya Agata, Hitoshi Shimizu, and Junji Kido



318 Multipole Resonance Modes in LocalizedSurface Plasmon of Single Hexagonal/Trian-gular Gold Nanoplates

Optical anistropy in localized surface plasmon resonance of single goldhexagonal/triangular nanoplates.

450 500 550 600 650 700 750 0 50 100 150

Wavelength/nm

Scat

teri

ng e

ffic

ienc

y/ar

b un

it

170°

80°

(Angle of analyzer)

Scat

teri

ng e

ffic

ienc

y/ar

b un

it

Angle of analyzer/Θ

590 nm 700 nm

Takayuki Uwada, Tsuyoshi Asahi, HiroshiMasuhara, Daisuke Ibano, Manabu Fujishiro,and Toshihiro Tominaga


320 Nanoparticle Formation by Irreversible Insitu Aggregation of Rigid �-Stacked Seg-ments of a Flexible–Rigid Block Copolymer

OMeO

rigid,π-stacked poly(DBF) segment

OMeOO

MeO

flexible poly(MMA) segment

nanoparticle

poly(DBF) aggregate(core)

poly(MMA) segment(shell)Tamaki Nakano, Tohru Yade, Yasuyuki

Fukuda, and Kazuyuki Takewaki

322 Additional Alkylsilanization of Aminosilane-modified Glass Slide: Effect of AlkylsilaneStructure for Enhancing Surface AmineFunctionality

Capping

Enhancement of Amine Functionality

APS APS + BMS APS + TMS

O OHO

Si

H2N

O

O OO

SiO NH3

O OO

Si

H2N

O SiHO

O

O OO

Si

H2N

O Si

O OO

SiO NH

H

H

O OO

Si

H2N

O SiHO

O

APS + MTMS

> >

Nagendra K. Kamisetty, Seung Pil Pack,Mitsuru Nonogawa, Kamakshaiah C.Devarayapalli, Tsutomu Kodaki, and KeisukeMakino

324 Preparation and Characterization of Poly-aminophenylsilsesquioxane Particles byTwo-step Acid–Base-catalyzed Sol–GelProcess

SEM photograph of polyaminophenylsilsesquioxane particlesprepared by a two-step acid−base-catalyzed sol-gel process.

1 µm

We have successfully prepared spherical

in the polyaminophenylsilsesquioxaneparticles were partially changed to amidoones by acetylation using acetic anhydride.

polyaminophenylsilsesquioxane particles

by a two-step acid−base-catalyzed sol−gel

process and found that the particles showedthe glass transition behavior. Amino groups

Kenji Takahashi, Kiyoharu Tadanaga, AkitoshiHayashi, and Masahiro Tatsumisago

326 Pyridine-3-carboxylic Anhydride (3-PCA):A Versatile, Practical, and Inexpensive Re-agent for Condensation Reaction betweenCarboxylic Acids and Alcohols

R1 OH

O+

N

O

O

N

rt, 1 hR1 OR2

O

(1.0 equiv.)(1.1 equiv.)

DMAP (2−10 mol %)R2OH

(1.1 equiv.)

85−97%

O

Teruaki Mukaiyama and Setsuo Funasaka



328 Two Isolable Conformers of Dihydropenta-helicenediol Derivatives: StereochemicalProperty and Its Utility for AsymmetricReactions

HOH

OH

HOHH

H

HOOH

OH

diaxialdiequatorialKen Ohmori, Sanae Furuya, Shigeo Yamanoi,and Keisuke Suzuki

330 Photoelectrochemical Properties of the Sul-fur-doped TiO2 Film Electrodes: Character-ization of the Doped States by Means of thePhotocurrent Measurements

Po

ten

tial

/ V

0

1

2

3h+

2.3V

–1.4

V

Anatase

I • / I–

SCN • / SCN–

Br • / Br–

C.B.

V.B.

3.0

V

2.4

V

h+

e–e–

Rutile

I • / I–

Br • / Br–

h+

e–

h+

SCN • / SCN–

h+

3.2

V

V.B.

C.B.e– e–

h+

Impurity levels

CT band. CT band.

e–

HQHQ

Yoshinori Murakami, Bunso Kasahara, andYoshio Nosaka

332 Direct Syntheses of Benzofuran-2(3H)-ones and Benzofuran-3(2H)-ones from 1-(2-Hydroxyphenyl)alkan-1-ones by CuBr2 orCuCl2 CuBr2 or CuCl2

150 °°C+ +

R

OH

O

R1

R2 R

O

R

OH

OR2

O

R1

R2

R

OO

R1R2

( R1 = Me )R1= alkylR2= alkyl or aryl

Hideyoshi Miyake, Akinori Nishimura, MisatoYago, and Mitsuru Sasaki

334 Temperature-responsive Poly(dehydroala-nine)s: Diversifying Phase Transition Tem-peratures Utilizing �,�-Disubstituted Motif

Takeshi Mori, Suguru Beppu, Isao Fukushima,Toru Kobayashi, Keiji Minagawa, MasamiTanaka, Takuro Niidome, and YoshikiKatayama


336 Lithium Ion Attachment Mass Spectrometryfor the Direct Detection of OrganoarsenicCompounds in the Metallomics Studies

Direct detection of organoarsenic compounds is possible by ion attachment mass spectrometry(IAMS), due to the use of a direct sample insertion probe. With the advantage of this methodthat no separation approach is needed, direct detection of solid and liquid sample is possible,and only molecule peak is detected. It will be applicable for the direct analysis of variousorganometallic compounds in the latest metallomics studies.

DMAALi+

[amu]

65

Lei Chen, Yaeko Suzuki, and Takashi Korenaga



338 Enhancement of Light-induced Nucleation ofLysozyme in the Presence of PolyethyleneGlycol (PEG) 4000

NaCl ++PEG 0.2%

NaCl

Irradiation time /s 0 30 120 180

Light-induced nucleation of protein was greatly enhanced by an addition of polyethylene glycol(PEG) 4000. PEG affects to increase reaction rate of the photochemical intermediate to producelysozyme dimer which is responsible for the light-induced nucleation.

Tetsuo Okutsu, Masaki Sato, Kenji Furuta,Yuko Fujinaga, Kumiko Horota, Kinichi Obi,Hiroaki Horiuchi, and Hiroshi Hiratsuka

340 Highly Conductive Polyaniline Doped withDEHSSA Synthesized in Different ProtonicAcids

Kwong-Seng Lee, Tetsuo Hino, and NoriyukiKuramoto

342 Novel 1D Hydrophobic Pore Formation byC-Terminal Amide-controlled Self-assemblyof Leu–Leu–Leu–NH2 in Crystal

A unique hydrophobic pore is generated by the

in which the C-terminal amide groups induce

by intermolecular NH…O hydrogen bonds.

self-assembly of Leu−Leu−Leu−NH2 in the crystal,

the cylindrical arrangement of Leu side chains

Yasuko In and Toshimasa Ishida

344 Ordered Microdomain of DiprotonatedTetraphenylporphine Aggregate Formedat Dodecane/Aqueous H2SO4 InterfaceMeasured by Microspectrophotometry

In situ microscopic measurements showed that rhombic microdomains of diprotonated 5,10,15,20-tetraphenylporphine aggregates were formed at a dodecane/aqueous H2SO4 interface. Themicrodomains grew up gradually within 60 min. Their size and thickness were about 10–100µm and a monolayer level, respectively. The in situ absorption spectrum of a single

anisotropy of individual microdomainsrevealed that they had an orderedstructure where the H2tpp2+ aggregateshad no freedom of rotation, like singlecrystals. The present study demonstratedthat the liquid/liquid interface was areaction field of ordered microdomainsof a monolayer level thickness for thefirst time.

signal region

blank region

100 µm

-0.01

0

0.01

0.02

0.03

0.04

0.05

0.06

0.07

400 420 440 460 480 500

Wavelength / nm

Abs

orba

nce

J-band

H-band

100 µm

100 µm

100 µmpolarization

direction

2tpp2+ aggregates. The microscopic absorptionmicrodomain showed that it consisted of only H

Yukio Kamiya, Satoshi Tsukahara, andTerufumi Fujiwara

chemistry letterskaneko, and toshiki aoki electronic supporting information 222 synthesis of...

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