chemistry lettersof metal ions 20 nm zncl 2 zn cl cl zn cl cl zn cl cl n zn cl cl zn cl hui zhang,...

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Chemistry Letters http://www.csj.jp/journals/chem-lett/ Vol.35 No.7 CMLTAG July, 2006 ISSN 0366-7022 Copyright Ó 2006 The Chemical Society of Japan Highlight Review 688 Structures and Sorption Properties of Ionic Crystals of Polyoxometalates with Macrocation Macrocations Ionic crystals Hydrophilic channel Hydrophilic and hydrophobic channels Decrease in void volume with increase in anion charge Polyoxometalates Self-assembly Noritaka Mizuno and Sayaka Uchida Polyoxometalates are nanosized metal–oxygen macroanions and suitable building blocks of ionic crystals with nano- structures in combination with appropriate macrocations. In this review, (1) formation of ionic crystals by the complexation of the polyoxometalates with a macrocation and the hydrophilic guest sorption properties, (2) effects of charges of polyoxo- metalates on the structures and sorption properties of ionic crystals, and (3) construction of both hydrophilic and hydrophobic channels in the crystal lattice of the polyoxometalate-based ionic crystals are highlighted. 694 Bio-inspired Programmable Self-assembly on DNA Templates Kentaro Tanaka and Mitsuhiko Shionoya Besides the biological importance of DNA as storage of genetic information, DNA is a smart molecule to assemble func- tional units since it is possible to use sequences of nucleobases to encode molecularly assembled systems in a predetermined fashion over a wide range in size. This review highlights recent advance in precise control of molecular assembly on DNA templates directed towards functionalized materials.

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

Vol.35 No.7 CMLTAGJuly, 2006 ISSN 0366-7022

Copyright � 2006 The Chemical Society of Japan

Highlight Review

688 Structures and Sorption Properties ofIonic Crystals of Polyoxometalates withMacrocation

Macrocations

Ionic crystals

Hydrophilic channel Hydrophilic and hydrophobicchannels

Decrease in voidvolume with increasein anion charge

Polyoxometalates

Self-assembly

Noritaka Mizuno and Sayaka Uchida

Polyoxometalates are nanosized metal–oxygen macroanions and suitable building blocks of ionic crystals with nano-structures in combination with appropriate macrocations. In this review, (1) formation of ionic crystals by the complexationof the polyoxometalates with a macrocation and the hydrophilic guest sorption properties, (2) effects of charges of polyoxo-metalates on the structures and sorption properties of ionic crystals, and (3) construction of both hydrophilic and hydrophobicchannels in the crystal lattice of the polyoxometalate-based ionic crystals are highlighted.

694 Bio-inspired Programmable Self-assemblyon DNA Templates

Kentaro Tanaka and Mitsuhiko Shionoya

Besides the biological importance of DNA as storage of genetic information, DNA is a smart molecule to assemble func-tional units since it is possible to use sequences of nucleobases to encode molecularly assembled systems in a predeterminedfashion over a wide range in size. This review highlights recent advance in precise control of molecular assembly on DNAtemplates directed towards functionalized materials.

C-88 Chemistry Letters Vol.35, No.7 (2006)

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

700 Novel Synthesis of Nanoporous Nickel Oxideand Nickel Nanoparticles/Amorphous Car-bon Composites Using Soluble Starch as theTemplate

A simple and green synthetic route based on the use of soluble starch as the template has beenutilized to prepare novel Ni(OH)2/starch precursors. Nanoporous nickel oxide (NiO) and nickelnanoparticles/amorphous carbon (Ni/C) composites have been successfully prepared by thermaldecomposition of the novel Ni(OH)2/starch precursors in air and in nitrogen, respectively.

Yongping Chen, Jieming Cao, Mingbo Zheng,Xingfei Ke, Hongmei Ji, Jinsong Liu, andGuangbin Ji

Electronic Supporting Information

702 Hierarchically Structured Zeolite ZSM-5Synthesized by Nanocasting Technique

The hierarchical ZSM-5 was synthesized by nanocasting technique. And it is skeletons can betemplated to the morphology of pipes (Figure d) and rods (Figure f) in different conditions.

Nan Shen, Tianbo Zhao, Yangchuan Tong,Fengyan Li, and Kai Xu

704 �-Selective Cross-coupling of Potassium Al-lyltrifluoroborates with Aryl and 1-AlkenylBromides Catalyzed by a Pd(OAc)2/D-t-BPF Complex

R1 BF3KR1

R2

R1 R2+Pd(OAc)2D-t-BPFK2CO3 R2 = aryl, 1-alkenyl

Yields 66−98% γ -coupling >98%

Fe

P(t-Bu)2

P(t-Bu)2

D-t-BPF=

R2X

Yasunori Yamamoto, Shingo Takada, andNorio Miyaura

Electronic Supporting Information

706 Self-assembly of a Surfactant-encapsulatedPolyoxometalate Mediated by Coordinationof Metal Ions

20 nm

ZnCl2

Zn

Cl

Cl

Zn

Cl

Cl

Zn

ClCl

NN

Zn

ClCl

Zn

ClCl

Hui Zhang, Haolong Li, Wen Li, and Lixin Wu

708 Listeria-like Motion of Oil Droplets

Taro Toyota, Hirotatsu Tsuha, Koji Yamada,Katsuto Takakura, Takashi Ikegami, andTadashi Sugawara

Electronic Supporting Information

Chemistry Letters Vol.35, No.7 (2006) C-89

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

710 Unusual Photophysical Properties of Emer-ald Green [60]Fullerene

Near-IR absorptive emerald green [60]fullerene (EF-6MC2) showed unusual photophysical

between EF-6MC2 and the electron donors, such as zinc porphyrin, zinc naphthalocyanine, zincbehavior as compared with the pristine C60. Photoinduced intermolecular electron transfer

phthalocyanine, and 4-(N,N-diethylamino)benzaldehyde diphenylhydrazone, led to theobservation of absorption of the radical anion (EF-6MC2)

•− red-shifted to 1300 nm.

Mohamed E. El-Khouly, Taizoon Canteenwala,Yasuyuki Araki, Osamu Ito, and Long Y.Chiang

Electronic Supporting Information

712 A Novel Synthesis of 2,3-Disubstituted-4-pyridones from 4-Methoxypyridine

N

O

CO2BnN

O

CO2Bn

+LiHMDS 1)MsCl, Py

2)tBuOKor DBU, Pd/C (cat), H2

RCHO

OH

R

NH

O

R

R = aromatic 41−79% yieldsR = aliphatic 57−60% yieldsHideo Kitagawa, Ko Kumura, and Kunio

Atsumi

714 Convenient and Selective Preparation ofMono-alkoxyphenylsilanes from Phenyl-silane and Alcohols

PhSiH3 +cat.Cu(hfa)2

PhSiH2ORROHCH2Cl2, 0 °C

R = primary, secondary, tertiary good-to-highisolated yieldHhfa =

F3C CF3

O O

Yasuhiko Gunji, Yoshihiro Yamashita, TaketoIkeno, and Tohru Yamada

716 Non-catalytic Anti-Markovnikov PhenolAlkylation with Supercritical Water

OH

-H2O + Phenol

OH OH

OH

No catalystin supercritical water

anti-MarkovnikovProduct

MarkovnikovProduct

Takafumi Sato, Yasuyoshi Ishiyama, andNaotsugu Itoh

718 Construction and Structural Investigationof Helical Coordination Network Formedby the Self-assembly of Triple Helicate withMacrocyclic Framework and LanthanumCations

Masahide Tominaga, Hyuma Masu, KentaroYamaguchi, and Isao Azumaya

Electronic Supporting Information

C-90 Chemistry Letters Vol.35, No.7 (2006)

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

720 Synthesis of a Water-soluble Iridium(III)Complex with pH andMetal Cation SensitivePhotoluminescence

N

IrNN

HOOC COOH

COOH

HOOC

COOH

COOH

Electrostatic Repulsion

in Basic Aqueous Solutions

N

IrN

N

COO–

–OOC

COO–

COO–

–OOC

NIrN

N

COO–

–OOC

–OOC

COO–

–OOC

COO–

–OOC

Koji Konishi, Hiroyasu Yamaguchi, and AkiraHarada

Electronic Supporting Information

722 Interactions of Flexible Diamine-bridgedDinuclear Ruthenium(II)–2,20-BipyridineComplexes with Mononucleotides and DNA

0

1

2

300 500 700

Wavelength / nm

TMP

0

1

2

300 500 700

Wavelength / nm

ε / x

104 M

−1 c

m−1

CT-DNA

0

1

2

300 500 700

Wavelength / nm

ε / x

10

4 M

−1 c

m−1

GMP

Time-course UV-vis spectra

[{RuCl(bpy)2}2(µ-don)]2+− NMP (don = H2N(CH2)12NH2) [{RuCl(bpy)2}2(µ-don)]2+− CT-DNA

Yasuo Nakabayashi, Nobuaki Iwamoto,Hiroyuki Inada, and Osamu Yamauchi

724 A New Hexanuclear Manganese ComplexExhibits Superparamagnetic Behavior

2 3 4

0.00

0.04

0.08

0.12

χ M''

/ cm

3 mol

-1

T / K

1500 Hz1000 Hz500 Hz250 Hz

Chen-I Yang, George Chung, Ting-Shen Kuo,Minghuey Shieh, and Hui-Lien Tsai

726 Persistent Spectral Hole Burning in Eu3þ-doped Calcium Oxide- and Calcium Fluo-ride-based Aluminoborate Glasses

The Eu3+/Eu2+-doped glasses of 30CaF2−10Al2O3−60B2O3 show efficient PSHB propertiesdue to the introduction of F in the matrices, and the resulting hole peaks are persisted even atroom temperature.

Hailian Liang, Hiromasa Hanzawa, TakashiHorikawa, and Ken-ichi Machida

728 Preparation and Characterization of Amine-modified Gradient Polyethylene Surfaces

The gradient surface images and intensities were obtained before and after amine modificationon the corona-treated PE surface through TOF−SIMS analysis.

C2H6N+

0.27 cm 1.43 cm 2.89 cm 4.11 cm

C2H3O2-

0.24 cm 1.40 cm 2.96 cm 4.16 cm

Moon Suk Kim, Young Ho Cho, Soo YoungLee, Gilson Khang, Tae Geol Lee, Dae WonMoon, and Hai Bang Lee

Electronic Supporting Information

Chemistry Letters Vol.35, No.7 (2006) C-91

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

730 Peri-selectivity in Thermolysis of Acyloxy-benzocyclobutenes Possessing �,�-Unsatu-rated Carbonyl Group: Synthesis of 2-Benz-oxocin Derivatives AcO

O

∆ O

AcO

O

AcO

[4+4]

[4+2]

RR

R

Toshiyuki Hamura, Nobuyuki Kawano, TakashiMatsumoto, and Keisuke Suzuki

Electronic Supporting Information

732 Biomass-assisted Hydrothermal Synthesis ofCeria Nanoparticle —A New Application ofLignin as a Bio-nanopool—

The addition of a heat-stable biopolymer, lignosulfate, in the hydrothermal synthesis, resultedin the drastic downsizing of CeO2 particle to 5 nm.

Lignin-free Lignin-containing

10 nm

5 nm

10 nm

Mitsuo Umetsu, Xin Man, Kazuhide Okuda,Mousavand Tahereh, Satoshi Ohara, JingZhang, Seiichi Takami, and Tadafumi Adschiri

734 Deactivation of Ru/Al2O3 Catalyst for Pref-erential CO Oxidation in the Presence ofLow-concentration NH3 by Nitrosyl Species

The behavior of a Ru/Al2O3 catalyst for the preferential CO oxidation in the presence of low-concentration NH3 (21−75 ppm) was investigated. In contrast to the results in the absence ofNH3, the catalyst was rapidly deactivated at higher [O2]/[CO] ratios in the presence of NH3 byadsorbed nitrosyl species.

OC

CRuδ +

O

Ruδ +Ru

O

NH3 (21ppm) + O2 (0.6%)

O

O

Al2O3

Ruδ +

ON

OC C

OCC

O O

N

N

O

O

H2 (52%)

CO (0.3%)

O2 (0.6%)

H2O

CO2

150 °C

Hidenobu Wakita, Kunihiro Ukai, TatsuyaTakeguchi, and Wataru Ueda

736 Reversible Photoswitching Liquid-phase Ad-sorption on Azobenzene Derivative-graftedMesoporous Silica

Mesoporous silica tethered with alkyl chain-headed azobenzene derivatives exhibits reversiblephotoswitching behavior in liquid-phase adsorption of octabutoxyphthalocyanine onalternating UV and vis light irradiations.

Kazuyuki Maeda, Takashi Nishiyama, TsutomuYamazaki, Takeyuki Suzuki, and Takahiro Seki

738 Solvent Switching of Stereoselectivity in[4þ 4] Photocyclodimerization of 2-Anthra-cenecarboxylic Acid

hν ( > 330 nm)COOH

COOH

HOOC HOOC

COOH COOHCOOH

COOH

COOH

2

AC-50 °C

51%52%

in MeOHin CH2Cl2

Jun-ichi Mizoguchi, Takehiko Wada, andYoshihisa Inoue

Electronic Supporting Information

C-92 Chemistry Letters Vol.35, No.7 (2006)

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

740 New Approach to the Delamination ofLayered Manganese Oxide

Layered manganese oxide was fast delaminated in alow-concentration solution of tetramethylammoniumhydroxide by an ultrasonic treatment.

BirMO(H)

Ultrasonic treatment

Delamination

Yanhua Cui, Zong-Huai Liu, Mingzhen Wang,and Kenta Ooi

Electronic Supporting Information

742 Sidewall Modification of Single-walledCarbon Nanotubes with Sulfur-containingFunctionalities and Gold NanoparticleAttachment

+hν HSn(H2C)S

HSn(H2C)S

S(CH2)nSH

S(CH2)nSH

( )n

SWNTs

n = 4−6

CH3CNS S

HAuCl4Au

Au

Au

Au

Sn(H2C)S

Sn(H2C)S

S(CH2)nS

S(CH2)nS

Takako Nakamura, Tsuguyori Ohana, MasatouIshihara, Akihiro Tanaka, and Yoshinori Koga

Electronic Supporting Information

744 Double Fluorescence-labeling Study on Ge-nus Albizzia Using a Set of Fluorecence-labeled Leaf-movement Factors to Identifythe Spatial Distribution of Their Receptors

Yoko Nakamura, Akira Matsubara, MasahiroOkada, Tsutomu Kumagai, and Minoru Ueda

746 Structure of Organic Thin Films Grown onSurface-modified Tantalum Oxide

Ryo Onoki, Shigeomi Abe, Keiji Ueno, HirooNakahara, and Koichiro Saiki

748 Finely-tuned Blue-phosphorescent IridiumComplexes Based on 2-PhenylpyridineDerivatives and Application to PolymerOrganic Light-emitting Device

NIr

2

F

F

N

O O

λmax = 468, 495 nm 457, 485 nm

NIr

2

F

F

N

O O

F3C

NIr

2

F

F

N

O O

F3C

Me

454, 481 nm

451, 480 nm

-11 nm - 3 nm

- 6 nm

2

N

F

FF3C

IrN

NN

N

CF3 2

N

F

FF3C

IrN

NN

N

CF3

Me

447, 476 nm

- 4 nm

- 7 nm

Shin-ya Takizawa, Hidenori Echizen, Jun-ichiNishida, Toshimitsu Tsuzuki, Shizuo Tokito,and Yoshiro Yamashita

Electronic Supporting Information

Chemistry Letters Vol.35, No.7 (2006) C-93

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

750 2-Picolinoylpyrrole: A New Entry to Metal-complexing Agent

Yuki Ono and Hiroyuki Furuta

Electronic Supporting Information

752 Formation Process of Platelet Nanocompo-sites with Zinc Hydroxide and Sodium Do-decyl Sulfate Prepared by Laser Ablation inSolution

Hiroyuki Usui, Takeshi Sasaki, and NaotoKoshizaki

754 Dinuclear Addition of the Pd–Pd Moietiesto 1,3-Dienes

Pd

L

L Pd

L L

LL

R

CH3CN (CD3CN)2 BF4

- Pd

L L

Pd LL

LR

2 BF4-

2+

2+

(R = H, Me)

Tetsuro Murahashi, Tomoki Nagai, HiromitsuNakashima, Sadayuki Tomiyasu, and HideoKurosawa

Electronic Supporting Information

756 Mesoscopic Photonic Crystals Made of TiO2

Hollow Spheres Connected by CylindricalTubes

Diagram showing the steps of fabrication of the mesoscopic photonic crystals of TiO2 hollowspheres connected by cylindrical tubes. (a) SiO2 opal, (b) sintered (1010 °C ), (c) after etchingby HF acid solution, (d) coated with titania, and (e) mesoscopic photonic crystals of TiO2

hollow spheres connected by cylindrical tubes.

Yong-zheng Zhu, Hong-bo Chen, Yan-pingWang, Zhi-hui Li, Yan-ling Cao, andYuan-bin Chi

758 Double Ortho-lithiation of (Diethylamino)-diphenylphosphine Oxide and tert-Butyldi-phenylphosphine Oxide

THF

OP NEt2

OP NEt2

Li

Lit-BuLi

200% Lithiated

PO NEt2

Si

PO NEt2

Et Et

ox.

Et2SiF2

OP NEt2

Br

Br

NBS

Hayato Tsuji, Shigeo Komatsu, YasuhisaKanda, Teruhiko Umehara, Tomoyuki Saeki,and Kohei Tamao

C-94 Chemistry Letters Vol.35, No.7 (2006)

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

760 Photosolubilization of Polyolefinsulfone Con-taining Side-chain Oxime Ester Groups

51 µmCH

CH2

S OO

O

C O NCH3

CH2

()

n

CH

CH2

S OO

NCH3

CH2

()

n

dil. HCl

- CO2

CH

CH2

S OO

CH2

()

n

NH2

Main chain scission∆Hiroaki Yaguchi, Takeo Sasaki, and Minoru

Matsuda

762 Low Multielectron Reduction Potentials ofEmerald Green [60]Fullerenes

C60[−C(CH3)(CO2-t-Bu)2]60.0−0.5−1.5 −1.0

−20−40−60−80

20

40

60

0.0

Cur

rent

/µA

Voltage /V

E1RedE2

Red

E3Red

E1Ox

E2Ox

E3Ox

Unique double-triphenylene interconnected all-trans 18-trannulene electronic configuration ofdodecaethylated emerald green fullerene (EFn), C60[−C(CH3)(CO2Et)2]6 or EF-6MC2, allows thefullerene cage to retain similar affinity for electrons as C60 and high multielectron acceptingcapability with E1

Red = −0.36 V, E2Red = −0.88 V, and E3

Red = −1.45 V vs. Ag/AgCl.

Taizoon Canteenwala, Wenguang Li, Hsing-Ling Wang, and Long Y. Chiang

Electronic Supporting Information

764 Greenish-yellow Light-emitting, Long-last-ing Phosphorescence in Eu2þ-doped CaO–CaBr2–SiO2 Phosphor System

The afterglow intensity decay for the novel (CaO−CaBr2−SiO2):Eu2+ phosphor system after theexcitation source has been removed in the range of 100−1800 s. Sample was irradiated by365-nm UV for 5 min before measurement. The phosphorescence lasts for more than 1 h in thelight perception of the dark-adapted human eye (0.32 mcd/m2).

Zhiguo Xia, Qiang Li, and Jiayue Sun

766 Efficient Synthesis of Rotaxane Based onComplexation of Acetylene and DicobaltHexacarbonyl: Introduction of a Transform-able Functional Group

NH2

+PF6

-

O

O

O OO

O OO

Co2(CO)8

OO

O

O

O

O

O

O

NH2

+

PF6-

CoCo

R

R+

high yieldOC

OC

CO

COCO

CO

Yuji Tokunaga, Go Ohta, Yuji Yamauchi,Tatsuhiro Goda, Nobuhiko Kawai, TakumichiSugihara, and Youji Shimomura

Electronic Supporting Information

768 Nickel-catalyzed Conjugate Addition ofArylboron Reagents to �,�-UnsaturatedCarbonyl Compounds with the Aid of aCatalytic Amount of an Alkyne

BR12Ar

O

R3+

Ni(cod)2 (5 mol %)PhC≡CPh (20 mol %)H2O (1.0 equiv.)

1,4-dioxane

O

R3R2

1.2:1

Ar

R2

Ar = aryl; R12 = O(CH2)3O, Ph2, 9BBN

R2 = H, alkyl; R 3 = alkyl, OEtEiji Shirakawa, Yuichi Yasuhara, and TamioHayashi

Chemistry Letters Vol.35, No.7 (2006) C-95

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

770 Illumination-induced Magnetization En-hancement of the Weak Ferromagnet[Fe(N3)2(pm)] (pm = Pyrimidine)

Spontaneous magnetization of[Fe(N3)2(pm)] (pm = pyrimidine)increased after illumination byUV light.

Yasuhiko Morishita, Yoshitaka Doi, TakashiNogami, and Takayuki Ishida

772 Bidirectional Inclusion of Free-radical Probeby Water-soluble Calixarene as Detected byElectron Spin Resonance

The first detection of bidirectional inclusion of the free-radical probe -(2,4,6-αtrimethoxyphenyl)benzyl tert-butyl nitroxide by water-soluble calixarene(p-sulfonatocalix[8]arene) is reported.

tert-Butyl-inPhenyl-in

Yoshimi Sueishi, Mieko Negi, and YashigeKotake

774 Dynamical Effect Study of a Stable TrappedHydrogen Atom by ESR Spectroscopy

Kouichi Nakashima and Jun Yamauchi

776 Sonoresponsive Volume Phase-transition Be-havior of Crosslinked Poly(N-isopropylacryl-amide-co-acrylic acid) Microgel

Response of the volume phase transition of the microgel to the US stimuli technique.

200

250

300

350

400

450

20 25 30 35 40

US

US-6h

US-12h

AU

Hyd

rod

ynam

ic d

iam

eter

/nm

Temperature /°C

Dongxia Huo and Takaomi Kobayashi

Electronic Supporting Information

778 Solvolysis of Benzyl Alcohols and Ethers in1,2-Diols and Application to a Deprotectionof Benzyl Ether-type Protecting Groups

R O CH2 OMeHO

OH

130−150 °CR OH O CH2 OMe

HO+

OHHO

OH

190 °C

OOH + H2O

Solvolysis of benzyl alcohols and ethers in 1,2-diols was described. That of some benzyl ethersare useful methods for deprotection of benzyl ether-type protecting groups. The correspondingsolvolysis of benzyl alcohols also proceeded.

Hideyoshi Miyake, Masahiro Fujimura,Takatsugu Tsumura, and Mitsuru Sasaki

C-96 Chemistry Letters Vol.35, No.7 (2006)

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

780 Selective Hydrogenation of Naphthols to Tet-ralones over Supported Palladium Catalystsin Supercritical Carbon Dioxide Solvent

H2

Pd/C in CO2

OH O

Selective hydrogenation of naphthols (1-naphthol, 2-naphthol, and 2-methyl-1-naphthol)2.proceeds over Pd/C in scCO

Eiichi Mine, Norihito Hiyoshi, Osamu Sato,Chandrashekhar V. Rode, and Masayuki Shirai

782 Organic Nanoparticles of Porphyrin withoutSelf-aggregation

Porphyrin nanoparticles and their fluorescence spectrum. Compared to the solutionsample, an increase in the resolution of the fluorescence bands could be observed.

250 nm

Zhong-min Ou, Hiroshi Yao, and KeisakuKimura

Electronic Supporting Information

784 Synthesis of Diphenyl Carbonate from CO2,Phenoxide, and CCl4 with ZnCl2 as Catalyst

OK

CO2OO

C

O

RR

R

29.7% ~ 45.6%

Bu4NBr

R= H, Cl, CH3 Yield

ZnCl2 CCl4

Direct synthesis of diphenyl carbonate (DPC) from phenoxide, CCl4, and CO2 in one pot was

reaction greatly, and the substituent on the aromatic ring has significant effects on the

realized with ZnCl2 as catalyst. Trichloromethyl cation may act on potassium phenyl carbonate,which brings the carbonyl more easily attached on by the phenoxide. Onium salts promote the

selectivity and yield of carbonate.

Zhenhuan Li, Zhangfeng Qin, Huaqing Zhu,and Jianguo Wang

Electronic Supporting Information

786 Benzimidazole–Chalcone: A Selective Intra-molecular Charge-transfer Probe for Biolog-ically Important Zinc Ions

N

N

O

CH3

N

N

N

O

CH3

N

moderate ICT

Zn2+

enhanced ICT

Zn2+

Benzimidazole−chalcone exhibits highly selective optical spectral perturbations in thepresence of Zn2+ ions, while Li+, Na+, K+, Ca2+, and Mg2+ produce relatively insignificantoptical discrimination.

Sabir H. Mashraqui, Subramanian Sundaram,and Tabrez Khan

Electronic Supporting Information

788 Facile Synthesis of Highly-dispersed Yttria-doped Zirconia Nanoparticles

Homodispersed nano-Y2O3–ZrO2 with good sintering behavior can be readilysynthesized by coprecipitation in ethanol.

Shaoyan Wang, Xiaoan Li, Yuchun Zhai, YangLi, and Kaiming Wang

Chemistry Letters Vol.35, No.7 (2006) C-97

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

790 Arylcyanation of Norbornene and Norborna-diene Catalyzed by Nickel

+Ni cat.

NCArAr CN

Yoshiaki Nakao, Akira Yada, Jun Satoh, ShiroEbata, Shinichi Oda, and Tamejiro Hiyama

Electronic Supporting Information

792 Enantioselective Assembly Structures ofCopper(II) Complexes with the 1:1 Conden-sation Products of DL-Phenylalanine andEither 2- or 5-Methyl-4-formylimidazole

Tomotaka Iihoshi, Shinya Imatomi, TakefumiHamamatsu, Ryoko Kitashima, and NaohideMatsumoto

794 A Novel Poly(DL-lactic acid) Nanoparticle ofNitroxide Derivative, 4-Ferrocenecarboxyl-2,2,6,6-tetramethyl Piperidine-1-oxyl

A newly synthesized nitroxide radical, 4-ferrocenecarboxyl-2,2,6,6-tetramethyl piperidine-1-oxyl (FC-TEMPO), was firstly encapsulated in the poly(DL-lactic acid) (PLA) nanoparticles by the modified spontaneous emulsification solvent diffusion method. The electron paramagnetic resonance (EPR) spectra indicated that FC-TEMPO was mainly encapsulated into PLA nanoparticle core.

Ying Wu, Lede Miao, Huihui Yuan, ShaohuaZuo, Changming Ding, and Minbo Lan

796 Overall Water Splitting by RuO2-dispersedDivalent-ion-doped GaN Photocatalysts withd10 Electronic Configuration

Naoki Arai, Nobuo Saito, Hiroshi Nishiyama,Yasunobu Inoue, Kazunari Domen, andKazunori Sato

798 Stability of Thermophilic Cytochrome P450Modified with Poly(ethylene oxide) in IonicLiquid PEO

P450

+_

+

+

++

+

+

++

+

+

+

+

+

_

__

_

_

__

_

_

_

_

_

_

_

_

+

+

+

_

1300 1400 1500 1600 1700

120oC

1373

15781493

15851502

ν2

ν3

ν4

Inte

nsity

Raman shift / cm-1

25oC

+ _N N S

NSF3C CF3

O O

O O

: :

Ionic liquid

Supranee Wiwatchaiwong, HirotoshiMatsumura, Nobuhumi Nakamura, MasafumiYohda, and Hiroyuki Ohno

Electronic Supporting Information

C-98 Chemistry Letters Vol.35, No.7 (2006)

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

800 Carbon and Nitrogen-codoped TiO2 withHigh Visible Light Photocatalytic Activity

There was a synergistic effect by C and N-codopingon narrowing the band gap of the TiO2 (Eg2 < Eg1< 3.2 eV ≤ Eg), which resulted stronger absorption invisible-light region and commendable improvementof photocatalytic activity.

Ye Cong, Feng Chen, Jinlong Zhang, andMasakazu Anpo

Electronic Supporting Information

802 Synthesis of New Monoporphyrinato Lan-thanide Complexes for Potential Use inOptical Limiting

-30 -20 -10 0 10 20 30

0.2

0.3

0.4

0.5

0.6

0.7

0.8

0.9

1.0

1.1

N

NN

NNPh2

NPh2

Ph2N

Ph2N

Er

Co

OOO(MeO)2P P(OMe)2(MeO)2P

Nor

mal

ized

Tra

nsm

ittan

ce

Z/Z0

(TDPAPP)Er(LOMe

) C

60

Three monoporphyrinato lanthanide

are excellent optical limiters with

complexes based on 5,10,15,20-tetrakis(p-diphenylaminophenyl)-21H,23H-porphine (H2TDPAPP) were synthesized,and experimental investigations ofthe nonlinear optical transmittancecharacteristics at 532 nm show that they

performance comparable or superior tothose of the reverse saturable absorptiondyes such as fullerene C60 and metalphthalocyanine complexes.

Shitao Fu, Guijiang Zhou, Xunjin Zhu, ChengYe, Wai-Kwok Wong, and Zaoying Li

Electronic Supporting Information

804 Oxidized States of Methoxy-sexithiopheneDerivative with Ferrocenyl Groups

The oxidized species produced in aferrocene moiety strongly interacts with themethoxy-sexithiophene moiety and evenwith the other ferrocene moiety.

I (µ

A)

E (V vs. Fc/Fc +)

-0.5 0 0.5

-30

-20

-10

0

10

20

30

FeFe

H3CO

SS

OCH3

SS SS

Masa-aki Sato and Kazuhiko Fukui

806 Supramolecular Chirality and Isomerism inCinchonidine Crystals: Hierarchical Analy-sis on the Basis of the Asymmetric 21 HelicalColumnar Assembly

Tsuyoshi Watabe, Daisuke Yoshikawa, IchiroHisaki, Norimitsu Tohnai, and Mikiji Miyata

Electronic Supporting Information

808 Synthesis of Water-soluble Tris(cyclophane)Hosts and Surface Plasmon Resonance Studyon Guest-binding Interaction with Immobi-lized Guests

Enhanced guest-binding affinity, reflecting multivalency effects in macrocycles

Host

-Host

The Binding Constants (K)

>>

SPR sensor chip

Osamu Hayashida and Atsushi Kitaura

Chemistry Letters Vol.35, No.7 (2006) C-99

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

810 Synthesis and Kaleidoscopic Reactivitiesof Bis(tritolylgermyl)bis(dimethylphenyl-phosphine)platinum(II)

Ar = m-tol

Ar = o-tol

Ar = p-tol

C–H activation

Pt

Ar2Ge

+ HGeAr3

Ar3Ge GeAr3

PtL

Ar3Ge

GeAr3

L

PtL

Ar3Ge

GeAr3

LPt

L

L

GeAr3

GeAr3

L

L

L = PMe2Ph

reductive elimination

cis–transisomerization

Yoko Usui, Takashi Fukushima, Masato Nanjo,Kunio Mochida, Kuniyoshi Akasaka, TakakoKudo, and Sanshiro Komiya

Electronic Supporting Information

812 A Precursor Route for the Preparation ofMetal–Dielectric Composite in Large Scale

A novel method based on formation of a precursor was developed to fabricate metal–dielectriccolloids in large scale. Metal nanoparticles formed in situ on the surface of thepolyethyleneimine (PEI)-modified dielectric colloids.

Chungui Tian, Enbo Wang, Lei Gao, ZhenhuiKang, Chao Zhang, Chunlei Wang, and YangLan

Electronic Supporting Information

814 Porous Silver Monolith Formation Using aHydrogel Template

Charlotte N. Sisk, Simerjeet K. Gill, and LouisaJ. Hope-Weeks

Electronic Supporting Information

816 Synthesis and Structural Characterizationof Hollow Hexagonal Cylinder Co–SiO2

Composites Prepared in a Micelle Solution

TEM image and 3D-TEM image of hollow hexagonal cylinder Co–SiO2 composites prepared ina micelle solution composed of polyoxyethylene (n = 15) cetyl ether/cyclohexane/Co (aq).

Satoshi Imagawa, Koji Inoke, Kenji Kaneko,Hideki Matsune, Keizo Nakagawa, SakaeTakenaka, and Masahiro Kishida

Electronic Supporting Information

818 Unusual Temperature Effect on InducedCircular Dichroism of Charge-transfer Com-plex in Micelles 30

0

10

20

300 400λ / nm

[ θ] ×

10

-4 /

deg

cm2 d

mol

-1

Temp.

4

0

8

12

16

0

0.2

0.4

0.6

0.8

1

[ θ] ×

10

-4 /

deg

cm2 d

mol

-1

20 30 40Temperature / °C

Abs

orba

nce

CD

UV

Induced CD of a charge-transfer complex of [5]thiaheterohelicene with a chiraltetranitrofluorenone derivertive in micelles decreased by up to one fourth with a temperaturedecrease from 40 to 17 °C.

Hiroko Nakagawa, Yuichi Masuoka, andKoh-ichi Yamada

C-100 Chemistry Letters Vol.35, No.7 (2006)

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

820 Beneficial Effect of TMSCl in the LewisAcid-mediated Carboxylation of AromaticCompounds with Carbon Dioxide

Koji Nemoto, Hiroki Yoshida, Yutaka Suzuki,Naoya Morohashi, and Tetsutaro Hattori