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

Vol.41 No.8 CMLTAGAugust, 2012 ISSN 0366-7022

Copyright © 2012 The Chemical Society of Japan

Highlight Review

754 Design Concept for High-LUMO-level Fulle-rene Electron-acceptors for Organic SolarCells

H H

O

O

HH

Ar

ArArAr Si

R1

SiR2

O

O

O

O

high-LUMO-fullerenes for high open-circuit voltagein organic solar cells

Yutaka Matsuodoi:10.1246/cl.2012.754

Letter

760 Calculation of the Chirality in Solutions

x

zLinearly

Chiral Medium

zjK zeyzxzEE −+= )ˆ))(sin(ˆ))((cos( ϕϕ (Linearly polarized wave)

cK

T

××

×−=010

][)180/( λα

πκlc

observedT

×=

αα λ][ &

EjHB

HjED

00

00

εμκμ

εμκε

+=

−=Tayyebe Partovidoi:10.1246/cl.2012.760

763 Monodisperse Activated Carbon Spheresfrom Colloidal Carbon Spheres by SteamActivation and Their Electrochemical Prop-erties

Monodisperse activated carbon spheres (Figure a) with high specific surface area (2870 m2 g−1) and large total pore volume (1.456 cm3 g−1) were successfully prepared from colloidal carbon spheres (Figure b) by steam activation.

Yongjian Wu, Quan Jin, Chunlin Xie, JianghuCui, and Yingliang Liu*doi:10.1246/cl.2012.763Electronic Supporting Information

766 Iodide-promoted Deselenylation of ¢-Chloro- and ¢-Oxyselenides to Form Al-kenes and Selenenyl Iodides

Shohei Sase, Kazuaki Ebisawa, and Kei Goto*doi:10.1246/cl.2012.766Electronic Supporting Information

769 A Novel Preparation Method of Ni­Sn AlloyCatalysts Supported on Aluminium Hydrox-ide: Application to Chemoselective Hydro-genation of Unsaturated Carbonyl Com-pounds

AlOH

H2

O

OH

O

O

100% yield

OHO

Ni-Sn alloy

OH

O

85% yield92% yield

Rodiansono, Takayoshi Hara, NobuyukiIchikuni, and Shogo Shimazu*doi:10.1246/cl.2012.769Electronic Supporting Information

772 Synthesis and Crystal Structure of a One-dimensional Cu(II) Coordination PolymerBridged by Inorganic CH3SO3

¹ AnionsUsing Werner-type Cu(II) Complexes asBuilding Blocks

Shin-ichiro Noro,* Kazuya Kubo, andTakayoshi Nakamura*doi:10.1246/cl.2012.772Electronic Supporting Information

774 Silane(silyl) and Bis(silyl)hydrido Manga-nese Complexes with Different Mn£H£SiInteraction: Observation of Gradual Si­HBond Activation on the Metal Center

Takashi Komuro, Satoshi Okawara, KeisukeFuruyama, and Hiromi Tobita*doi:10.1246/cl.2012.774Electronic Supporting Information

777 Water-compatible Cascade Reaction: AnEfficient Route to Substituted 2,3-Dihydro-furans

O

O

+

O

OAr

COOEt

Ar

O2N CO2Et

Et3N, TBAB

H2OYa-Ru Zhang, Fang Luo,* Xu-Jiao Huang, andJian-Wu Xie*doi:10.1246/cl.2012.777Electronic Supporting Information

Chemistry Letters Vol.41, No.8 (2012)C-74

http://www.csj.jp/journals/chem-lett/Copyright © 2012 The Chemical Society of Japan

780 Enantioselective Borohydride Reduction ofAliphatic Ketones Catalyzed by Ketoimina-tocobalt(III) Complex with 1-ChlorovinylAxial Ligand

AliphaticKetones R

O

R

OH

N

O

R

O

N

O

R

O

ArAr

Co

NaBH4CH3CCl3 (Axial Ligand Precursor)MeOH, THF

Good-to-HighEnantioselectivityTatsuyuki Tsubo, Hsiu-Hui Chen, Minako

Yokomori, Kosuke Fukui, Satoshi Kikuchi,and Tohru Yamada*doi:10.1246/cl.2012.780Electronic Supporting Information

783 Structure Determination of the Cobalt(III)Complex Catalyst for Enantioselective Boro-hydride Reduction

N N

O OCo

NaBH4

CH3CCl3

- HCl

H3C ClCl

N N

O OCo

Effective Catalyst forEnantioselective Borohydride Reduction

Determined byESI-MS, NMR, X-ray

NN

OOO OCo

ClH

H

Tatsuyuki Tsubo, Minako Yokomori, Hsiu-HuiChen, Keiko Komori-Orisaku, Satoshi Kikuchi,Yoshihiro Koide, and Tohru Yamada*doi:10.1246/cl.2012.783Electronic Supporting Information

786 Selective Intermolecular [2 + 2] Cycloaddi-tion Reaction Using Platinum(II) Catalystwith Hollow-shaped Triethynylphosphine

(Ar = 3,5-(t -Bu)2-4-MeO-C6H2)

SiO •

OR+

toluene/hexane,MS4A, rt

0.5 mol%[PtCl2(C2H4)]21 mol% PR3

(Si = i -Pr3Si)

SiO

RO

R1

R1

R2 R2

PR3 = SiAr3 3PMasaru Ebisawa, Hiroyuki Kusama, andNobuharu Iwasawa*doi:10.1246/cl.2012.786Electronic Supporting Information

789 Adhesion and Fusion of Two Kinds ofPhospholipid Hybrid Vesicles Controlled bySurface Charges of Vesicular Membranes

Kentaro Suzuki, Ryo Aboshi, KensukeKurihara, and Tadashi Sugawara*doi:10.1246/cl.2012.789Electronic Supporting Information

792 Carburized, Lithium-doped Ni/ZrO2 forPreventing CO2 Conversion during COMethanation

Masatoshi Nagai* and Shinpei Yamashitadoi:10.1246/cl.2012.792

Chemistry Letters Vol.41, No.8 (2012) C-75

http://www.csj.jp/journals/chem-lett/Copyright © 2012 The Chemical Society of Japan

795 Novel Solid-state Photochromic Reaction ofAzobenzene Derivative Controlled by Ap-pended Photoreactive Group

N

N

OCH3

CH3O

N

N

OH3C

H3CO H

H

Co

H2CCH2

C

NH2

N

N

N

N

N

OCH3

CH3O

N

N

OH3C

H3CO H

H

Co

HCC

NH2

N

N

N

H3C

N

N

OCH3

CH3O

N

N

OH3C

H3CO H

H

Co

HCC

NH2

N

N

N

H3C

hν hν'

Δ

4-Aminoazobenzene coordinated to the cobalt atom in a cobaloxime complex revealed photochromism initiated by the β –α photoisomerization of the cyanoethyl group bonded to the cobalt atom in the opposite position.

Akiko Sekine,* Hiroki Yamagiwa, andHidehiro Uekusadoi:10.1246/cl.2012.795Electronic Supporting Information

798 Synthesis of (1H)-Isochromen-1-imines byNickel-catalyzed Reaction of 2-Iodobenz-amides with Alkynes

2-Iodobenzamides reacted with alkynes in the presence of a nickel(0)/P(4-ClC6H4)3 catalyst to produce substituted (1H )-isochromen-1-imines.

I

NH

O

R +

R1

R2

O

NR

R1

R2

cat.Ni(0)/P(4-ClC6H4)3

O -annulationTomoya Miura,* Kentaro Hiraga, TakeharuToyoshima, Motoshi Yamauchi, and MasahiroMurakami*doi:10.1246/cl.2012.798Electronic Supporting Information

801 Novel Catalysis in the Internal Nanocavity ofPolyamine Dendrimer for IntramolecularMichael Reaction

Zen Maeno, Takato Mitsudome, TomooMizugaki, Koichiro Jitsukawa, and KiyotomiKaneda*doi:10.1246/cl.2012.801Electronic Supporting Information

804 Synthesis and Crosslinking Activity of 4-N-(4,5¤,8-Trimethylpsoralen-4¤-ylmethyl)-2¤-de-oxycytidine-containing Oligodeoxyribonu-cleotides

Akio Kobori,* Tomita Kohji, Yuko Nagae,Asako Yamayoshi, and Akira Murakamidoi:10.1246/cl.2012.804Electronic Supporting Information

806 One-pot Synthesis of Permethylated ¡-CD-based Rotaxanes Having Alkylene ChainAxles and Their Structural Characteristics

[3]rotaxane

PM -CD1)

2)cap (One-pot)

H2N–(CH2)n–NH2

axle (n = 12, 18)NCO

[2]rotaxane

head-to-head head-to-tail tail-to-tail

Yosuke Akae, Takayuki Arai, YasuhitoKoyama, Hisashi Okamura, Kohei Johmoto,Hidehiro Uekusa, Shigeki Kuwata, andToshikazu Takata*doi:10.1246/cl.2012.806Electronic Supporting Information

Chemistry Letters Vol.41, No.8 (2012)C-76

http://www.csj.jp/journals/chem-lett/Copyright © 2012 The Chemical Society of Japan

809 Enantioseparation on Helical Poly(phenyl-acetylene)s Bearing Cinchona AlkaloidPendants as Chiral Stationary Phases forHPLC

A series of optically active helical poly(phenylacetylene)s bearing cinchona alkaloid pendant groups was coated on macroporous silica gel to obtain novel chiral packing materials for high-performance liquid chromatography, which could resolve diverse racemic compounds into enantiomers whose chiral recognition abilities were significantly influenced by the macromolecular helicity induced by the alkaloid pendants.

Yuki Naito, Zhenglin Tang, Hiroki Iida,Toshitaka Miyabe, and Eiji Yashima*doi:10.1246/cl.2012.809Electronic Supporting Information

812 Synthesis, Crystal Structure, and Propertiesof a New Lead Barium Borate, Pb1.13Ba7.87-B18O36

The crystal structure of Pb1.13Ba7.87B18O36 is regarded as a three-dimensional network composed of plane hexagonal B3O6 rings, BaO9 and Ba/PbO6 polyhedra. The isolated B3O6 rings are parallel to the (001) plane.Hongping Wu, Shilie Pan,* Dianzeng Jia,

Zhaohui Chen, and Hongwei Yudoi:10.1246/cl.2012.812Electronic Supporting Information

814 Mesoporous AlPO4: A Highly EfficientHeterogeneous Catalyst for Synthesis of5-Substituted 1H-Tetrazoles from Nitrilesand Sodium Azide via [3 + 2] Cycloaddition

The mesoporous AlPO4 was prepared by a soft template method and showed excellent catalytic performance for synthesis of 5-substituted 1H-tetrazoles from various nitriles and sodium azide with excellent yields (91%–98%).

Man Ai, Leiming Lang, Baojun Li, and ZhengXu*doi:10.1246/cl.2012.814Electronic Supporting Information

817 Solubilities of La and Ni on LaNiO3 in Li/KCarbonate Eutectic with La2O3

0

10

20

30

40

0 50 100 150Time / h

NiO in Li/K

57%decrease

LaNiO3 in Li/K+La

CN

i’×10

6/m

ole

frac

tion

Since solubilities of Ni ion on LaNiO3 in Li/K carbonate eutectic with saturated La2O3 57% lower than that in contact with NiO in Li/K carbonate eutectic, this might be a alternative material as cathode of MCFCs.

Koichi Matsuzawa,* Shang Zhai, Ken-ichiroOta, and Shigenori Mitsushimadoi:10.1246/cl.2012.817

820 Photoreduced Deformylation of Zinc Chloro-phyll-d Derivative

Hitoshi Tamiaki,* Meiyun Xu, and ShinnosukeMachidadoi:10.1246/cl.2012.820Electronic Supporting Information

Chemistry Letters Vol.41, No.8 (2012) C-77

http://www.csj.jp/journals/chem-lett/Copyright © 2012 The Chemical Society of Japan

822 Synthesis and Properties of Ni­Cu AlloySupported on Mg­Al Mixed Oxide Catalystfor Automotive Exhaust

(a) (b)

0

20

40

60

80

100

Temperature/°C

NO

con

vers

ion/

%

Reducing pretreatment

Oxidation pretreatment

0

20

40

60

80

100

0 200 400 600 0 200 400 600Temperature/°C

NO

con

vers

ion/

%

Reducing pretreatment Oxidation pretreatment

The Ni0.3Cu0.2/2MgO·1/2MgAl2O catalyst (a) showed higher activity than a pure Cu catalyst (b) on the NO–CO reaction after pretreatment in oxidation atmosphere. The alloying of Ni and Cu is effective to suppress the surface oxidation of active metal and a decrease of catalytic activity.

Chun Yong Kang,* Masashi Taniguchi, MariUenishi, and Hirohisa Tanakadoi:10.1246/cl.2012.822

825 Detection of Matrix Metalloproteinase-2 byField Effect Transistor with a Fibronectin-immobilized Gate

Daisuke Yamamoto, Sho Hideshima, ShigekiKuroiwa, Takuya Nakanishi, and TetsuyaOsaka*doi:10.1246/cl.2012.825Electronic Supporting Information

828 Synthesis of a Dendrimer Reactor for Clus-ters with a Magic Number

Hirokazu Kitazawa, Ken Albrecht, andKimihisa Yamamoto*doi:10.1246/cl.2012.828Electronic Supporting Information

831 Stable Vapor-phase Catalytic Conversion ofPinacolone into 2,3-Dimethyl-1,3-butadiene

OH2O

DMBPinacolone425°C

1 2 3 4 5

20

40

60

80

100

0 Time on stream / h

Yie

ld o

f D

MB

/ %

Al2O3 in H2

Co3O4/Al2O3

in N2

Co3O4/Al2O3

Co3O4: 2.5 wt%

in H2

The catalytic activity of alumina modified by Co was stabilized in the conversion of pinacolone to produce 2,3-dimethyl-1,3-butadiene, DMB, under hydrogen flow conditions.

Satoshi Sato,* Natsumi Sato, and YasuhiroYamadadoi:10.1246/cl.2012.831Electronic Supporting Information

834 Thiolato-bridged AuI2CuI2 and CuI4 Metal-lorings Derived from Benzothiazoline: CanGold(I) Plus Copper(I) Make Silver(I)?

S

HN H

NMe2

AuI & CuI Cu

CuAu

Au Ag Ag

Ag Ag

=Yusuke Takino, Nobuto Yoshinari, TatsuyaKawamoto, and Takumi Konno*doi:10.1246/cl.2012.834Electronic Supporting Information

Chemistry Letters Vol.41, No.8 (2012)C-78

http://www.csj.jp/journals/chem-lett/Copyright © 2012 The Chemical Society of Japan

837 Enhancement of Reducibility and OxygenStorage Capacity (OSC) of Ce­Fe MixedOxides by Repetitive Redox Treatment

The reducibility of Ce−Fe mixed oxide was drastically improved by repetitive TPR/OSC cycles with an appearance of new reduction peak at 600 °C (OIII peak).

200 400 600 800 800

TC

D s

igna

l / a

rbitr

ary

unit

Temperature / °C

20min

OI

OII

OIV

OV

OIII

Cycle 1

Fresh

Cycle 2

Cycle 4

Cycle 6

Ce-Fe mixed oxide(Ce/Fe=4/1)

H2-TPR

Kongzhai Li, Masaaki Haneda, and MasakuniOzawa*doi:10.1246/cl.2012.837

Chemistry Letters Vol.41, No.8 (2012) C-79

http://www.csj.jp/journals/chem-lett/Copyright © 2012 The Chemical Society of Japan