Chemistry LettersOrganomagnesium Compounds Y n Y = N, O, S X = Cl, Br, I FG = ester, boronic ester, hydroxyl, nitro, halogen ... C-2 Chemistry Letters Vol.35, No.1 (2006) ... phyrins

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

Vol.35 No.1 CMLTAGJanuary, 2006 ISSN 0366-7022

Copyright � 2006 The Chemical Society of Japan

2 Preparation and Reactions of HeteroarylOrganomagnesium Compounds

Y n

Y = N, O, SX = Cl, Br, IFG = ester, boronic ester, hydroxyl, nitro, halogenn = 0, 1

RMgHal

R = aryl, alkyl

E+FG X

Y n

FG MgHal

Y n

FG E

Hiriyakkanavar Ila, Oliver Baron, Andreas J.Wagner, and Paul Knochel

The halogen/magnesium-exchange reaction has opened new perspectives in organic synthesis and has considerablyextended the range of available functionalized aryl and heteroaryl magnesium compounds bearing functional groups suchas ester, nitrile, iodide, imine, or even sensitive groups like nitro, hydroxy, and boronic esters. The present review summarizesthe applications of these functionalized heteroaryl- and arylmagnesium compounds for the synthesis of a wide variety ofregiospecifically functionalized five- and six-membered heterocycles.

Highlight Review

Letter

8 Facile Antimony(V/III) Interconversion inPhthalocyanine Complexes

Facile antimony(V/III) transition has been found to occur in phthalocyanine complexes viaoxidative addition/reductive elimination process.

NN NN

NN

NN Sb

L

L

+

V

R

R

R

R

Sb(III) Sb(V)+

NN N

NN

NNN

Sb

R

R

R

RR = H, t-butyl

III

Oxidativeaddition

Reductiveelimination

Hiroaki Isago and Yutaka Kagaya

Electronic Supporting Information

C-2 Chemistry Letters Vol.35, No.1 (2006)

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

10 New Proposal of Evaluation Method forDMFC Catalyst Layers by Means of Electro-chemical Impedance Spectroscopy

We applied the proposed electrochemi-cal cell which enabled to evaluate acatalyst layer of a direct methanol fuelcell (DMFC) in the same condition asfuel cell operation. In addition, we ana-lyzed the catalyst layer with electro-chemical impedance spectroscopy(EIS).

Tetsuya Osaka, Toshiyuki Momma, and SatoshiTominaka

12 Oxoanions-induced Rapid Synthesis ofHighly Ordered Mesoporous Silica

Highly ordered mesoporous silica have been

rapidly synthesized by using oxoanions as

promoter and nonionic triblock copolymer

P123 as template, and the products has been

characterized by N2 adsorption−desorption,

XRD, SEM, and TEM. Yongming Luo, Zhaoyin Hou, Dingfeng Jin,Jing Gao, and Xiaoming Zheng


14 The Orientation Control of Dicationic Por-phyrins on Clay Surfaces by Solvent Polarity

The orientation angle of porphyrin ClayPorphyrin

molecule was successfully controlled on

the clay surfaces. Change of the

orientation was confirmed by the

measurement of dichroic ratio of

absorbance by an interface spectroscopy.Miharu Eguchi, Shinsuke Takagi, and HaruoInoue

16 Cerium(IV) Ammonium Nitrate-catalyzedSynthesis of �-Keto Enol Ethers from Cyclic�-Diketones and Their Deprotection

CAN (10 mol %)H2O–CH3CN (1:1) reflux, 0.5–3 h

O

OR

R

O

R

R

OH

CAN (10 mol %)R1OH, rt, 7–35 min

O

R

ROR1

R = H or CH3

Biplab Banerjee, Samir Kumar Mandal, andSubhas Chandra Roy

18 Generation of �-Keto Radicals from Cyclo-propanols Catalyzed by AgNO3

Ph OH OTBS

Ph

cat. AgNO3(NH4)2S2O8pyridine

Ph Ph

O O+

86%DMF, rt, 3.5 h

Shunsuke Chiba, Zhengyan Cao, Serry AttaAtta El Bialy, and Koichi Narasaka

Chemistry Letters Vol.35, No.1 (2006) C-3


20 Organic Field-effect Transistor Based on aThin Film of Polydiacetylene Prepared from10,12-Pentacosadiynoic Acid Positive carriers induced

remarkable emv coupling.

by field effect give rise toa low-energy electronicabsorption that shows a

Tomohiro Koyanagi, Masanori Muratsubaki,Yoshinobu Hosoi, Takanori Shibata, KenTsutsui, Yasuo Wada, and Yukio Furukawa

22 An Efficient Synthesis of �-Aroylacrylic AcidEthyl Ester by the Friedel–Crafts Reaction inthe Presence of Diethyl Sulfate

MeO

MeO

MeO

MeOO

O

OEtAlCl3

Chlorobenzene

(EtO)2SO2

10−15 °C, 1 h

OO O+

Ken-ichi Onoue, Taichi Shintou, Chang ShanZhang, and Isamu Itoh

24 AFM Observation of Ca(OH)2 (0001) Sur-faces Reacted with SO2: Role of WaterVapour on Product Morphology

15.0 µm

10.0

nm

0.0 µm

5.0 µm

10.0 µm

15.0 µm

300.

0 nm

0.0 µm

5.0 µm

10.0 µm

15% RH 70% RH

The product of the reaction between Ca(OH)2 (0001) and SO2 forms “needle-like” features thatshow a cluster-like morphology at high relative humidity (RH). This finding suggests thatadsorbed water might induce certain crystallite mobility, which might account for theextraordinary influence of the RH on the reactivity of the system.

Marta Bausach, Marc Pera-Titus, Javier Tejero,and Fidel Cunill

26 Self-assembled Nanocages of Anthracene byLiquid–Liquid Interface RecrystallizationTechnique

Nanoparticulate films of anthracene were

recrystallization technique at the water

tetrachloride containing precursor

molecule.

formed by liquid–liquid interface

surface by spreading 0.2 mL of carbon

(anthracene/benzene/CCl4) of 10−5 M

anthracene solution of benzene. XRDconfirmed the presence of monoclinicanthracene. TEM and AFM investigationsrevealed the formation of nanocagespresumably by interlocking of anthracenechains in spontaneously self-assembledprocess. The optical spectrum for suchnanoparticulate films displays 3 excitonicfeatures that are signatures of anthracene

Ranjit Hawaldar, Sandesh Jadkar, Bharat Kale,Uttam Mulik, Shivram Sathaye, and DineshAmalnerkar

28 Dehydrogenation of Ethylbenzene with Car-bon Dioxide as Oxidant over Mg-modifiedAlumina-supported V–Sb Oxide Catalysts

CH2CH3 CH CH2

+ CO2

VSb/MgnAl

T = 595 oC, P = 0.75 atm

W/F = 106 gcat h/mol

+ CO + H2O

Do-Young Hong, Jong-San Chang, Vladislav P.Vislovskiy, Sang-Eon Park, Yeung-Ho Park,and Jin S. Yoo



30 Formation of One-dimensional CrookedGold Nanocrystals by ElectrochemicalTechnique with Surfactant Solution

A novel structure with one-dimensional (1D) crooked gold nanocrystals was successfullyprepared using electrochemical method with isopropanol addition in surfactant solution. Theformation of 1D crooked Au nanocrystals was induced by aggregation of many small Au nucleibetween the several large Au nanoparticles during growth, causing the small Au nuclei to link tothe large Au nanoparticles forming 1D crooked Au nanocrystals.

Chien-Jung Huang, Yeong-Her Wang, Pin-Hsiang Chiu, and Jing-Jenn Lin

32 Hydrogen Adsortion in Periodic MesoporousOrganic– and Inorganic–Silica Materials atRoom Temperature

Jong Hwa Jung, Won Seok Han, Jeong Ah Rim,Soo Jin Lee, Sung June Cho, Se Yun Kim,Jeung Ku Kang, and Seiji Shinkai


34 A New Honeycomb Assemblage of a Trisdi-thiolene Vanadium(IV) Complex, (PPh4)2-[V(dbddto)3](C6H4Cl2)(hexane)0:5

Takashi Okubo, Ryoko Maeda, Mitsuru Kondo,Tadaoki Mitani, and Susumu Kitagawa


36 New Class of Catalysts for the Ammoxida-tion of Propane to Acrylonitrile over Nick-el–Molybdenum Mixed Nitrides

The nickel−molybdenum mixed nitridesare a kind of novel catalytic materials,which present high catalytic activities forammoxidation of propane to acrylonitrile.

20 30 40 50 60 70 80

Inte

nsit

y / a

rb u

nit

2θ / degrees

a

b

c

d

e

NiMo mixed nitrides

Huimin Zhang, Zhen Zhao, Chunming Xu, andAijun Duan

38 Photoisomerization-induced Change in theSize of Ferrocenylazobenzene-attached Den-drimers

N N

Fe

N N

Fe

N N

FeO

O

O

h 1

hν2,

-e-

+e-

=

ν

∆

Marie-Christine Daniel, Aiko Sakamoto, JaimeRuiz, Didier Astruc, and Hiroshi Nishihara




40 Facile Synthesis of Narrowly DispersedSilver Nanoparticles in Hydrogel

Through a single-step synthesis, narrow-dispersed Ag nanoparticles were obtained in thehydrogel system at ambient temperature.

4 h

natural light

Jian Zhang, Xudong Wang, Baohui Zhao, andChenxi Li

42 Simple Fabrication of Carbon NanotubeMonolayer Film

Jun Matsui, Manabu Iko, Nobuhiro Inokuma,Hironori Orikasa, Masaya Mitsuishi, TakashiKyotani, and Tokuji Miyashita

44 Immobilization of Pybox Ligand on ModifiedStarch Pybox–Ru complex was grafted on modified

starch. The cyclopropanation of styrene withethyl diazoacetate gave constant yield, de andee after 3 successive runs.

Starch

N

S

N

OO

N RuCl

ClAlfonso Cornejo, Victor Martinez-Merino,Maria J. Gil, Christine Valerio, and CatherinePinel

46 Evaluation of RNA Structures by Using aProbe-immobilized 27MHz Quartz CrystalMicrobalance

Tomomitsu Ozeki, Hiroyuki Furusawa, andYoshio Okahata

48 Anthraquinone-2-carboxylic Acid Depositedfrom Solution onto Native Oxide Surfacesof Al Films Characterized by InelasticElectron Tunneling Spectroscopy, X-rayPhotoelectron Spectroscopy, and AtomicForce Microscopy

COO -

COHO

AlO O

OH- H2O

AlO O+

Anthraquinone-2-carboxylic acid deposited from acetone solutionsonto native oxide surfaces of Al films was characterized by IETS, XPS,and AFM. It is adsorbed on the oxide as both a uniform film of anionson a nanometer scale and micron-sized particles of neutral molecules.

Morihide Higo, Takeshi Miake, MasaruMitsushio, Toshifumi Yoshidome, andYoshihisa Ozono



50 Synthesis of Ni–Cu Particles by HydrogenReduction in Hot-compressed Water

0 0.02 0.04 0.06 0.08 0.10

20

40

60

80

100

Com

posi

tion

of C

u

in th

e ob

tain

ed c

ryst

al

Cu concentration in starting solution / mol kg-1

(Cu + Ni = 0.1 mol/kg)

Ni90Cu10

Ni86Cu14

Ni94Cu06

Ni03Cu97

Ni17Cu83

Ni10Cu90

Ni

Cu

/ mol

% Synthesis of Ni-Cu particles from their aqueous

compressed water was carried out at 673 K with a

an average size of around 500 nm were produced

formate solution by hydrogen reduction in hot-

titanium alloy autoclave. Metal particles having

without any additives. Ni-Cu metal alloy particles

having different compositions were obtained by

changing Cu/Ni molar ratio in starting solutions.Kiwamu Sue, Satoshi Tanaka, and ToshihikoHiaki

52 Photoinduced Orientation in Photo-cross-linkable Liquid Crystalline Polymer FilmContaining Tolane Moiety

OOOCH3

O

OO

H3C

p PMCT6M

C C

DR = 0.78∆n = 0.27

Photoinduced orientation of a new photo-cross-linkable liquid crystalline polymerfilm comprising a 4-methoxy-cinnamoyloxy group connected with atolane moiety (PMCT6M) is presented.High molecular reorientation with abirefringence value of 0.27 is achieved.This film is applicable to phase retarderfor LCDs.

Nobuhiro Kawatsuki, Yasuhito Fujii, ChitoshiKitamura, and Akio Yoneda


54 Supramolecular Two-dimensional Arrayswith Phenyl/Perfluorophenyl InteractionsConstructed from One-dimensional Coordi-nation Polymers

Kayoko Kasai


56 Enantioselective Synthesis of 3,4-Dihydro-pyran-2-ones by Chiral Quaternary Ammo-nium Phenoxide-catalyzed Tandem MichaelAddition and Lactonization

OR1 O

R2R1

O

R2 OPh

OSiMe3

Me3SiOPh

R1

O R2

OPh

ON

N

OH

H

Ar1Ar2

OPh

OPhR'4N

R'4N

1

32

4

5

+*

1

Takashi Tozawa, Yoshinobu Yamane, andTeruaki Mukaiyama

58 Synthesis and Inclusion Properties of 6,60-Bi-(benzo[b]fluoren-5-ol) Derivative by Cyclo-aromatization

Ph

OHPh

(5S *, 5'S *, 6R *)-1

HOPh

Ph

PhPhOH HO

5

5'

6

Ph OH

HOPh

Ph

Direct Method

Step-by-step Method

Tomikazu Kawano, Masako Suehiro, and IkuoUeda



60 Ultrasonic Cavitational Activation: A Simpleand Feasible Route for the Direct Conversionof Zinc Acetate to Highly MonodispersedZnO

A simple ultrasonic cavitational activation method has been proposed for the direct conversionof zinc acetate to zinc oxide.

Oil phase

Aqueous phase

Zn Acetate (Zn+2)

Ultrasonic Pre-Emulsification at room temp.

Zn+2 AqueousDroplet

ZnOparticles

Stage I

Stage II

Manickam Sivakumar, Atsuya Towata, KyuichiYasui, Toru Tuziuti, and Yasuo Iida

62 Synthesis of CdxZn1�xS Nanoparticles inPorous Vycol Glass by Reaction of Single-source Precursors

Porous Vycor Glass(PVG)

PVG+CdS+Zn(Bu2dtc)2

PVG+CdxZnS1-x

Sintered in vacuum at 400 °C

Permeation of

Sintered in vacuum at 400 °C

Permeation of

PVG+CdS

PVG+Cd(Et2DTC)2

Cd(Et2dtc)2CHCl3 solution Zn(Bu2dtc)2CHCl3 solution

Yuji Wada, Daisuke Niinobe, MasahiroKaneko, and Yasunori Tsukahara

64 Yellow-green Fluorescence of 5,11- and 5,12-Bis(diisopropylsilyl)naphthacenes

Si(i-Pr)2H

Si(i-Pr)2HSi(i-Pr)2H

Si(i-Pr)2H

2a 2b

2a 2b

intense yellow-green fluorescence

Soichiro Kyushin, Yoshihito Ishikita, HideyukiMatsumoto, Hiroaki Horiuchi, and HiroshiHiratsuka

66 Selenium Distribution in Human Soft TissueDetermined by Using X-ray Scanning Ana-lytical Microscope and X-ray AbsorptionFine Structure Analysis

Motohiro Uo, Kiyotaka Asakura, Takao Kohgo,and Fumio Watari

68 Synthesis, Structure, and Magnetic Propertyof Manganese(II) Complex of 1,2-closo-Car-boranyl Biradical with S ¼ 3=2Ground State

Three-spin magnetic cluster consists of

paramagnetic complex. The strong

manganese(II) and ortho-carboranyl

biradical, Mn(hfac)2.OCB-BNN have

been synthesized and characterized as thefirst example of the carborane containing

antiferromagnetic interaction (J/kB =

−181(2) K) was found between radicals

and manganese(II) ion.

Fumiyasu Iwahori, Kazunari Matsumura,Masahiro Yamashita, and Jiro Abe




70 Fast Synthesis of Si- and Ce-MCM-48 Meso-porous Molecular Sieve with HydrothermalStability

The combination of adding SO42− and increasing the crystallization temperature to 393 K

dehydrates the hydrated silicates and CTAB surfactant and accelerate the interaction betweenanion silicates of cation CTAB, resulting in the successful synthesis of hydrothermally stableSi-MCM-48 and Ce-MCM-48 within a short time.

Lingzhi Wang, Yaofeng Shao, Jinlong Zhang,and Masakazu Anpo


72 Tuning the Emission Color of Heavy MetalComplexes by Altering the Ligation of Metalwith Carbon of Carbazole Unit

500 600 700

0.0

0.2

0.4

0.6

0.8

1.0

1.2 Ir(2-PEC)

2(acac) Pt(2-PEC)(acac)

Ir(3-PEC)2(acac) Pt(3-PEC)(acac)

Wavelength/nm

PL

Inte

nsity

/arb

uni

t

Four novel carbazole-based Ir(III)

and Pt(II) complexes show emission

from blue-green to red. The

prominent tuning of emission color

has been achieved by controlling the

ligation of metal with carbon atom at

2 or 3 position of carbazole unit.

Xiaowei Zhang, Chuluo Yang, Liang Chen, KaiZhang, and Jingui Qin

74 7,7-Dipyridyl-2,6-di-tert-butyl-p-quinoneMeth-ides: Synthesis, Complexation with Silver(I)Ion, and Oxidation to Their Pyridine N-Oxide

O

t-Bu t-Bu

NN

O

t-Bu t-Bu

NN

O OMCPBA

1a (2-pyridyl)1b (3-pyridyl)1c (4-pyridyl)

2a−2c

AgBF4O

N

N

t-Bu

t-Bu

ON

N

t-Bu

t-Bu

AgAg

[(1a)2·Ag2]2+

A series of dipyridyl p-QMs 1a−1c have been synthesized. 2-Pyridyl p-QM 1a formed thebinuclear Ag(I) complex. Oxidation of 1a−1c gave the corresponding bis(pyridine N-oxide)s2a−2c.

Kouzou Matsumoto, Junya Ikeda, HiroyukiKurata, Takeshi Kawase, and Masaji Oda


76 Ester Condensation from a StoichiometricMixture of a Carboxylic Acid and an Alcoholat 313K Assisted by Pervaporation viaZeolite Membranes

R1-CO2H + R2-OH ←R1-CO2R2 + H2O

313 K

Zeolite membranepervaporation

1 1:Tomoya Inoue, Takako Nagase, YasuhisaHasegawa, Yoshimichi Kiyozumi, Koichi Sato,Kiyoshi Kobayashi, Masateru Nishioka, SatoshiHamakawa, and Fujio Mizukami


78 Near-field Imaging of Surface-enhancedRaman Active Sites in Aggregated GoldNanoparticles

Kohei Imura, Hiromi Okamoto, Mohammad K.Hossain, and Masahiro Kitajima



80 Photodimerization of Anthryl Moieties ina Poly(methacrylic acid) Derivative asReversible Cross-linking Step in MolecularImprinting

Jun Matsui, Yoshifumi Ochi, and KatsuyukiTamaki

82 Click Chemistry on Curdlan: A Regioselec-tive and Quantitative Approach to DevelopArtificial �-1,3-Glucans with Various Func-tional Appendages

Teruaki Hasegawa, Mariko Umeda, MunenoriNumata, Tomohisa Fujisawa, ShuichiHaraguchi, Kazuo Sakurai, and Seiji Shinkai


84 Efficient Synthesis of a Group of Saponinsvia Orthogonal Protection–DeprotectionGlycosylation

Using the strategy of orthogonal protection−deprotection glycosylation, a group of tigogenylglycosides with branched sugar chains were synthesized in an efficient way.

O

O

HO NHAc

OR1

R2O

OR3O

O

O

O

1. R1 = β-D-galactopyranosyl, R2 =R3 = H; 2. R1 = α-L-rhamnopyranosyl, R2 = R3= H; 3. R2 = β-D-galactopyranosyl, R1 = R3 = H; 4. R2 = α-L-rhamnopyranosyl, R1=R3= H; 5. R3 = β-D-galactopyranosyl, R1 = R2 = H; 6. R3 = α-L-rhamnopyranosyl, R1 = R2 = H; 7. R3 = β-D-galactopyranosyl, R2 = α-L-rhamnopyranosyl, R1 = H;

8. R3 = α-L-rhamnopyranosyl, R2 = β-D-galactopyranosyl, R1 = H; 9. R3 = β-D-galactopyranosyl, R1= α-L-rhamnopyranosyl, R2 = H; 10. R3 = α-L-rhamnopyranosyl, R1= β-D-galactopyranosyl, R2 = H;

Shujie Hou, Chuanchun Zou, Liang Zhou,Pingsheng Lei, and Dequan Yu

86 Rapid Entry to 1,4-Diazepane-2,5-dionefrom �-Amino Acids

n(H2C)

NH

HN

O

R

O

n = 3, 6 R = H, CH3 , CH(CH3)2 , CH2-CH(CH3)2 , CH2-C6H5

Manisha Sathe, Ramarao Ghorpode, andMahabir Parshad Kaushik

88 Single Molecular Morphology of Porphyrin/DNA Complex

The morphology of the

TMAP/DNA complex on the

single molecular level exhibited

rigid behavior and inhomogeneity

with phase separation along the

DNA scaffold.Chikako Takatoh, Takuya Matsumoto, TomojiKawai, Takayuki Saitoh, and KazuyoshiTakeda



90 The First Atomic-scale Observation of aNi2P(0001) Single Crystal Surface

The first atomic-scale STM image of

The illustration shows Ni3P-

Ni2P(0001) single crystal surface.

terminated surface.

Md. Golam Moula, Shushi Suzuki, Wang-JaeChun, Shigeki Otani, Shigeo Ted Oyama, andKiyotaka Asakura

92 Probing the Micropores in Linde-type AZeolites by Helium-3 NMR

NMR spectra of 3He introduced in Linde-type A zeolites have been traced, whose chemicalshifts depend on the cations incorporated in the micropore. The chemical shift reflects theinteraction with cations, whose magnitude depends on the effective channel dimensions.

3 2 01 -1 -2Shift (ppm)

MicroporeGas phase

Shigenobu Hayashi

94 A Novel Method of Preparation of Super-hydrophobic Nanosilica in Aqueous Solution superhydrophobic nanosilica by

surface-modification in situ in aqueous

A novel method of preparation of

solution is reported in this paper. Thesilica nanoparticles modified byhexamethyldisilazane show superiorhydrophobic and excellent dispersiveproperties in organic solvents. Wettabilitystudies show that the film of nanosilica issuperhydrophobic with a very large contactangle (167 ± 2°) and a small sliding angle(less than 2°).

Xiaohong Li, Zhi Cao, Feng Liu, Zhijun Zhang,and Hongxin Dang

96 Microwave-polyol Process for Functionaliz-ing Carbon Nanotubes with SnO2 and CeO2

Coating

A microwave-assisted heating hydrolysis method has successfully established forthe preparation of multiwalled CNTs coated with nanocrystalline metal oxide.

Jingyi Bai, Zhude Xu, and Yifan Zheng

98 The Stevens Rearrangement of Sulfur YlideGenerated by Electrochemical Reduction ofSulfonium Salt

Sulfur ylide was generated by the cathodic reduction and by the base method from 1-cyanomethyltetrahydrothiophenonium salt. The presence of the sulfur ylide was confirmed bythe reaction with the carbonyl compounds. In the absence of benzaldehyde, the [1,2] Stevensrearrangement product was obtained in high yield. The reaction mechanism was investigatedby using B3LYP density functional calculations.

S CNCH2+

Sulfur Ylide

S CNCH-+

S

CN1

Yield: (EC) 92%

(Base) 91%

EC-Methodor

Base MethodYuichi Okazaki, Tatsuro Asai, Fumio Ando,and Jugo Koketsu



100 pH-Dependent Dissociation of CarbohydrateLigand Polycations from DNA TernaryComplexes

++

++++

++++

H+

- - - -+

+

++++

- - - -

++++

+ + ++ + +

pH 7.5

pH 6.0

Shoichiro Asayama, Takashi Sekine, HiroyoshiKawakami, and Shoji Nagaoka

102 Excited State Energy Migration and Photo-chromic Reaction in 1,2-Bis(2,4-dimethyl-3-thienyl)perfluorocyclopentene Single Crystal

Seiya Kobatake, Hiroaki Muto, and MasahiroIrie

104 Synthesis of Degradable Polymer ExhibitingLCST-type Phase Separation by RadicalCopolymerization of Sorbic Esters andMolecular Oxygen

0

20

40

60

80

100

0 20 40 60 80 100

Temperature / °C

Tra

nsm

ittan

ce a

t 500

nm

/ %

T < LCST

T > LCST

LCST 5/6 = 80/20

5/6 = 75/25

OO

CO2R

n

R = (CH2CH2O)4H (5) or CH3 (6)

Shuji Taketani and Akikazu Matsumoto

106 Photophysicochemical Properties of Chloro-phyll-a Adsorbed on Mg-containing Mesopo-rous Silica

Suppression of pheophytinization. Stabilization of chlorophyll-a.

Takahiko Nakamura, Masato Takeuchi, HiromiYamashita, and Masakazu Anpo

108 Luminescence of Tris(8-quinolinato)alumi-num(III) (Alq3) Adsorbed into MesoporousSilica

The adsorption of tris(8-quinolinato)aluminum(III) (Alq3)into mesoporous silica wasinvestigated. Alq3 was easilyoccluded into the mesoporoussilica from Alq3 solution and theluminescence altered withrespect to the amount ofadsorbed Alq3. This is the firstreport to effectively modify theluminescence properties ofAlq3 by the host−guest andguest−guest interactions.

Motohiro Tagaya and Makoto Ogawa




110 Dynamic Axial Chirality Control of a Car-boxybiphenol through Acid–Base Interaction

A novel, fluorescent 2,2′-biphenol bearing two carboxyl and two ethynyl groups was found tobe sensitive to the chirality of the chiral diamines, thus showing an induced circular dichroismdue to an excess single-handed, axially twisted conformation.

OH

HO

CO2H

HO2C

Optically activediamines

∆ε/M

–1cm

–1

Wavelength / nm300 350 400

0

–2

2

–4

4

–6 εx1

0–4

(M–1

cm–1

)

1

2

3

01–7

1

275

1

1

1–(1R, 2R)-7

1–7

1–(1S, 2S)-7

H2N NH27

Kohei Morioka, Norio Tamagawa, KatsuhiroMaeda, and Eiji Yashima


112 Formation of Micrometer-sized Supramolec-ular Assemblies with Unique Morphologiesfrom Triple-chain Lipids with Two SugarHead Groups

50 µm

1a

50 µm

1b

Z =1a : Z =1b :

O

O

O

O

O

O

O

NH

NHZ

Z

C18H37

C18H37

C18H37

OH

HO

HOOH

OHO

OHHO

OOH

OHO

O

HO

OH

OH

HOToshiyuki Kida, Toshiki Tanaka, YohjiNakatsuji, and Mitsuru Akashi


114 Synthesis and Structure of cis-trans-cis-1,3,5,7-Tetraisocyanato-1,3,5,7-tetramethyl-cyclotetrasiloxane

SiMe

OCNNCO

O SiMe

NCOO Si

Me

NCOO Si

MeNCO

NCO

cis-trans-cis configuration

hydrolysis

Yoshimoto Abe, Ken-ichi Suyama, andTakahiro Gunji


116 4-(N,N-Dimethylamino)benzoic Acid as aNew Class of Simple Chromogenic andFluorogenic Anion Host Exhibiting HighSelectivity to HPO4

2� and SO42�

0.00

0.04

0.08

0.12

250 275 300 325 350Wavelength / nm

Ab

sorb

ance

HPO42-

300 350 400 450 500 550Wavelength / nm

Flu

ore

scen

ce In

ten

sity

/ a. u

.

HPO42-

1

COOHNH3C

H3C

Xiaohong Hou and Kazuya Kobiro


118 General Microwave-assisted Protocols forthe Expedient Synthesis of Furo[3,2-c]-chromen-4-ones

O

OH

OR ArCHO+ +

DMF, MW, 150 °C

5 minO O

R

O

Ar

NHR

R'NC

Yields: 92-99%

1 2 3 4

Functionalized furo[3,2-c]chromen-4-ones are expediently prepared in excellent yields(92−99%) from common 4-hydroxycoumarins, isocyanides, and aldehydes under microwaveirradiation.

Jie Wu



120 Improved Performance of Organic Light-emitting Diodes with a New Hole-transport-ing Material

0 2 4 6 8 10 12 14 16

0.01

0.1

1

10

100

1000

10000

0.01

0.1

1

10

100

1000

10000 NPB DTTAB

Cur

rent

den

sity

/ m

A c

m–2

Lum

inan

ce /

cd m

–2

Applied voltage / V

NPB DTTAB

N

N

N

N

DTTABYoung Kook Kim and Seok-Hwan Hwang


122 Reaction of Zirconocene–Alkyne Complexeswith Mo(CO)6

O

RR

R'

Cp2Zr

single isomer

R

RPMe3

R'

Mo(CO)6

Shizue Mito, Lishan Zhou, Chanjuan Xi, andTamotsu Takahashi


124 The Product-catalyzed [2,3]-Wittig Rear-rangement of Silyl Enolates Generated from�-Allyloxy Ketones

DMF, rt, 1 h

(10 mol %) H+

OSiMe3

O

OONa

OOH

92% YieldYoshinori Sato, Hidehiko Fujisawa, andTeruaki Mukaiyama

126 Exogenous Ligand Binding Property of aHeme–DNA Coordination Complex

Takako Ohyama, Yoshitake Kato, Hajime Mita,and Yasuhiko Yamamoto


128 Synthesis of 3-Aminoflavones from 3-Hy-droxyflavones via 3-Tosyloxy- or 3-Mesylox-yflavones

O

OOR1

O

ONHR2

NH2R2

THF, rt

R1 = Ts, Ms R2 = H, alkylAtsushi Takechi, Hirosato Takikawa, HideyoshiMiyake, and Mitsuru Sasaki



130 AMagnetic Organic Conductor Based on a �Donor with a Stable Radical and a MagneticAnion—A Step to Magnetic Organic Metalswith Two Kinds of Localized Spin Systems

Saika Otsubo, HengBo Cui, Ha-Jin Lee, HidekiFujiwara, Kazuyuki Takahashi, YoshinoriOkano, and Hayao Kobayashi

132 Binding Affinity of Basic Amino Acids tothe Surface of a Neutral Phospholipid Mono-layer

The binding of basic amino acids to the surface of a zwitterionic phospholipid monolayer wasdemonstrated by voltammetry for the ion transfer at the liquid−liquid interface, in which thephospholipids transfer from the aqueous side of the interface to the bulk of organic phase as apositively charged complex with the basic amino acid.

Yumi Yoshida, Kohji Maeda, Osamu Shirai,and Toshihiko Ohnuki

134 Modification of Anodized Aluminum Filmby Hyperbranched Poly(siloxysilane)s inConductive Polymer Aluminum Solid Elec-trolytic Capacitor

Al foil

Al

Al Oxide / HBPSi

PEDOT

Separator paper

An aluminum solid electrolyticcapacitor, using PEDOT as acounter electrode, was preparedwith HBPSi to improve aninterface of aluminum oxideand PEDOT. Capacitance andequivalent series resistance(ESR) were significantlyimproved comparing to thosewithout HBPSi.

Katsunori Nogami, Masa-aki Kakimoto,Teruaki Hayakawa, Kazutoshi Yokomachi,Makoto Seino, and Kiyoshi Sakamoto

136 Incorporation of 20-O-Methyl-2-thiouridineinto Oligoribonucleotides Induced StableA-form Structure

wavelength / nm

/ x

10θ

-5 d

eg m

ol-1

dm

-1

O

N

HNO S

OCH3

O PO

O- O

N

O

HNO O

OH

O PO

O- O

N

O

HNO S

OCH3

O PO

O- O

N

O

HNO O

OH

OO

O

N

O

HNO S

OCH3

O PO

O- O

N

O

HNO S

OCH3

O PO

O- O

N

O

HNO O

OH

O

rC-G-U-U-s2Um-s2Um-U-G-C

more stable duplex

rC-G-U-s2Um-U-s2Um-U-G-C

A RNA 9mer having a tetranucleotide sequence of s2Um-U-s2Um-U exhibited a higher Tm

value upon formation of the complementary RNA strand than a RNA 9mer having that ofU-s2Um-s2Um-U.

Itaru Okamoto, Koh-ichiroh Shohda, KohjiSeio, and Mitsuo Sekine

138 Catalytic Chemical Vapor DepositionPreparation of Multi-wall Carbon Nano-tubes with Cone-like Heads

Ali Eftekhari, Sahebali Manafi, and FathollahMoztarzadeh



Additions and Corrections

140 Synthesis and Characterization of SingleCrystal �-Fe2O3 Nanobelts

A CB D0.37nm

Single crystal nanobelts of hematite ( -Fe2O3) with narrow width distribution centered at 230 nmαand lengths up to several microns have been prepared in NaCl flux using a simple solid-state

reaction. Characterizations show that the as-prepared nanobelts are single-crystalline.

Hongzhe Wang, Xingtang Zhang, Bing Liu,Huiling Zhao, Yuncai Li, Yabin Huang, andZuliang Du

Documents

Chemistry LettersOrganomagnesium Compounds Y n Y = N, O, S X = Cl, Br, I FG = ester, boronic ester, hydroxyl, nitro, halogen ... C-2 Chemistry Letters Vol.35, No.1 (2006) ... phyrins