chemistry letters - 日本化学会€¦ · 2–sno 2 com-posite grains by spinodal decomposition...
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Chemistry Lettershttp://www.csj.jp/journals/chem-lett/
Vol.37 No.7 CMLTAGJuly, 2008 ISSN 0366-7022
Copyright � 2008 The Chemical Society of Japan
672 Structural and Functional Model Systemsfor Analysis of the Active Center of NitrileHydratase
Proposed reaction mechanism for nitrile hydratase
HOH
RCN
H2O
H2O
H2O
RC(=O)NH2
M = FeIII or CoIIIMN
S
S
OH2
S
NO
OO
Cys
O
O
MN
S
S
S
NO
OO
Cys
O
O NCR
MN
S
S
S
NO
OO
Cys
O
O NCR
Takuma Yano, Tomohiro Ozawa, and HidekiMasudadoi:10.1246/cl.2008.672
We focused a unique active site structure of nitrile hydratase (NHase), where the central metal ion (CoIII or FeIII) issurrounded with two amide nitrogens in peptide backbone, one cysteine sulfur and two oxidized cysteine sulfurs (Cys–SOand Cys–SO2) as the donor set. In this review, the biological implication of the unique structure has been discussed inthe relation with the nitrile hydration mechanism by using model complexes.
Highlight Review
Letter
678 Two Neutral Open-framework Metal Phos-phites with Ten-ring Channels Constructedby Three-, Four-, and Five-connected Cen-ters
Yang Yang, Yongnan Zhao, Jianguo Yu, NanPang, Hao Su, and Sha Pangdoi:10.1246/cl.2008.678
C-86 Chemistry Letters Vol.37, No.7 (2008)
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
680 Stable Halodilithiosilanes: Synthesis andReactivity of TsiXSiLi2 (X = Br and Cl)
SiTsi
X
X
X
2LiNp
-78 °C, THFSi
Tsi
X
Li
X
X=Cl, Br
SiTsi
X
Li
Li
2LiNp
-78 °C, THF
Tsi = -C(SiMe3)3
Myong Euy Lee, Young Mook Lim, Joo YoungSon, and Won Guk Seodoi:10.1246/cl.2008.680Electronic Supporting Information
682 Alternative Route to Metal Halide Free IonicLiquids
Koichiro Takao and Yasuhisa Ikedadoi:10.1246/cl.2008.682Electronic Supporting Information
684 Multicomponent Molecular Layers thatExhibit Electrochemical Potential Flip onAu(111) by Use of Proton-coupled Electron-transfer Reactions
E / V vs. Ag/AgClE / V vs. Ag/AgCl
[Proton-coupled Electron Transfer Layer]
[Redox–Active Template Layer]
Au(111)
low pH high pH–0.4 0.0 0.4–0.4 0.0 0.4
Reversible tuningHiromitsu Uehara, Tomohiko Inomata,Masaaki Abe, Kohei Uosaki, and Yoichi Sasakidoi:10.1246/cl.2008.684Electronic Supporting Information
686 Synthesis and Electroluminescent Propertiesof New Amorphous Cyclohexyl- and Hexyl-substituted Ter(9,9-dialkylfluorene)s
Eunhee Lim, Byung-Jun Jung, Sung Min Kim,Bong Ok Kim, and Hong-Ku Shimdoi:10.1246/cl.2008.686
688 Effect of Liquid Viscosity on the InternalFluidity of a Droplet Sliding on a Fluoro-alkylsilane Coating
Yuu Sakurada, Shunsuke Suzuki, MunetoshiSakai, Akira Nakajima, Yoshikazu Kameshima,and Kiyoshi Okadadoi:10.1246/cl.2008.688Electronic Supporting Information
Chemistry Letters Vol.37, No.7 (2008) C-87
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
690 A Relationship between Molecular Orienta-tion and Current–Voltage Characteristics inPoly(3-hexylthiophene) Thin Film
0
10
20
Cur
rent
/mA ITO/P3HT/Al
(a)
1st2nd3rd
-0.02
-0.01
0
∆I/I
(b)
0 1 2 3 4 5
-0.004
0
Voltage/V
(c)
1
I/I 0Takeshi Komino, Hiroyuki Tajima, and Masaki
Matsudadoi:10.1246/cl.2008.690Electronic Supporting Information
692 Synthesis, Structure, and Luminescent Prop-erty of a 3D Polymer Containing Silver Ions
Yajuan Li, Huihua Song, Tao Wang, andMiying Jiadoi:10.1246/cl.2008.692Electronic Supporting Information
694 Synthesis and Magnetic Properties of Conju-gated Radical Polymer
Daisuke Kato, Katsuya Inoue, Jun Akimitsu,and Jiro Abedoi:10.1246/cl.2008.694Electronic Supporting Information
696 Dynamic Behavior of Cyclic Hemiacetals of2-Hydroxy-2-(2-hydroxyphenyl)-1,3-indan-dione Derivatives
OOH
OHO
O
O
HO
OH
Dynamic interconversionSuzumi Hashimoto, Natsumi Sakuma,Hidetsugu Wakabayashi, Hiroshi Miyamae,and Keiji Kobayashidoi:10.1246/cl.2008.696
698 Simultaneous On-chip Surface PlasmonResonance Measurement of Disease MarkerProtein and Small Metabolite Combinedwith Immuno- and Enzymatic Reactions
Kohei Nakamoto, Ryoji Kurita, NaoyukiSekioka, and Osamu Niwadoi:10.1246/cl.2008.698Electronic Supporting Information
C-88 Chemistry Letters Vol.37, No.7 (2008)
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
700 Photoluminescence Enhancement of ZnS–AgInS2 Solid Solution Nanoparticles Layer-by-layer-assembled in Inorganic MultilayerThin Films
Tatsuya Kameyama, Ken-ichi Okazaki, YujiIchikawa, Akihiko Kudo, Susumu Kuwabata,and Tsukasa Torimotodoi:10.1246/cl.2008.700
702 Azobenzene–Helical Peptide Conjugate:Electronic Structure and Photoisomerizationin Solution and on Surface
UV
Vis or ∆
N
N
NN
δ +
δ -
δ -
δ -
δ -δ +
δ +
δ +
Mika Wakabayashi, Shigekatsu Fujii,Tomoyuki Morita, and Shunsaku Kimuradoi:10.1246/cl.2008.702
704 A Convenient Method for the Lewis Base-catalyzed Synthesis of �,�-UnsaturatedCarboxylic Esters Using Trimethylsilyl-ketene Ethyl Trimethylsilyl Acetal andCarbonyl Compounds
TMS
OTMS
OEtPh
O
H+
Lewis Base5 mol%
0 °C 1 hPh OEt
O
quant.E :Z = >99:1
+ TMS2O
easily removedby evaporation
Makoto Michida and Teruaki Mukaiyamadoi:10.1246/cl.2008.704
706 Growth of ZnO Single Crystals by AnnealingSol–Gel-derived Films with PDMS Pre-pressing
We demonstrate a simple and novel approach for the low-temperature (400 °C) solid-stategrowth of ZnO micro- and nanorods directly from sol-gel-derived Al-doped ZnO films onsilicon substrates without any catalyst. Hot pressing the films by a PDMS pad beforeannealing is found to be effective for the creation of ZnO rods. A possible nucleationmechanism of ZnO rods has also been proposed.
Jui-Chi Lee, Ing-Chi Leu, and Min-Hsiung Hondoi:10.1246/cl.2008.706
708 An Onium Salt-catalyzed Direct Polyconden-sation of Lactic Acid
Poly(L-lactic acid) of Mw ≈ 160000 (PDI = 1.6) was produced by direct polycondensation of water-containing lactic acid using triphenylphosphonium triflate as a catalyst.
Mw ≈ 160000Hisako Iwahashi, Tatsuya Oka, and AtsushiAbikodoi:10.1246/cl.2008.708
Chemistry Letters Vol.37, No.7 (2008) C-89
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
710 Highly Selective NH3 Formation in a NO–CO–H2O Reaction over Pt/TiO2
0
100
200
300
400
500
300 350 400 450 500 550 600
NH
3 co
ncen
trat
ion
/ppm
Temperature /K
NO–CO–H2O
NO–H2
Tetsuya Nanba, Shouichi Masukawa, JunkoUchisawa, and Akira Obuchidoi:10.1246/cl.2008.710
712 Convenient Fabrication and Property Inves-tigations of Uniform TiN Hollow Nanocages
Crystalline TiN hollow nanocages with pure
of 68.13 m2/g and pore volume of 0.17 cm3/g.
using TiO2, N2H4·2HCl, and Mg as reactants
hollow nanocages mainly have diameters
20 to 35 nm. The product obtained with target
cubic phase were prepared in large scale
in autoclaves in 300–500 °C for 12 h. These
of 300 to 500 nm and shell thicknesses from
temperature of 500 °C has a BET surface areaJing Li, Liancheng Wang, Zhicheng Ju, LiqiangXu, and Yitai Qiandoi:10.1246/cl.2008.712
714 Preparation of Mesoscopic TiO2–SnO2 Com-posite Grains by Spinodal Decompositionunder 28GHz Microwave Irradiation
50 nm
TiO2–SnO2 composite grains having mesoscopicmodulated lamellar structure were successfully
thermally nonequilibrium condition induced byprepared by spinodal decomposition under
microwave selective heating.
Hirotsugu Takizawa, Akio Hagiya, TakuyaAoyagi, and Yamato Hayashidoi:10.1246/cl.2008.714
716 Chiral Bead-like Trimer of Tris(2,4-pentane-dionato)ruthenium(III)
The bead-like shape of a trimer is an essential factor in achieving chiral two-dimensional packing.
Hisako Sato, Jun Kameda, Yutaka Fukuda,Masa-aki Haga, and Akihiko Yamagishidoi:10.1246/cl.2008.716Electronic Supporting Information
718 Photoinduced Release of Oligonucleotide-conjugated Silica-coated Gold NanorodsAccompanied by Moderate MorphologicalChanges
Near-infrared pulsed-laser irradiation of silica-coated gold nanorods loaded with single-stranded oligonucleotides induced the release of the oligonucleotides without changing themorphology of the gold nanorods into spherical particles. Silica layers on the gold nanorodswere advantageous to realize the efficient release of the oligonucleotides.
Yukichi Horiguchi, Shuji Yamashita, TakuroNiidome, Naotoshi Nakashima, and YasuroNiidomedoi:10.1246/cl.2008.718Electronic Supporting Information
C-90 Chemistry Letters Vol.37, No.7 (2008)
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
720 Mechanistic Investigation of the HydrationReaction of [Cr(�6-silabenzene)(CO)3]: Hy-drido(silacyclohexadienyl)chromium Com-plex as an Intermediate
H2O (2 equiv)
C6H6, r.t. Cr
SiOH
OC COH
Tbt
OC
D2O (excess)
C6H6, r.t.
Si
Tbt OHHDCr
Si Tbt
OCCO
COII
0
Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl
a key intermediateYusuke Tanabe, Yoshiyuki Mizuhata, andNorihiro Tokitohdoi:10.1246/cl.2008.720Electronic Supporting Information
722 Fabrication of Urchin-like Bismuth Nano-structures via a Facile Solvothermal Route
Urchin-like bismuth nanosrcutres composed ofnanorods are fabricated via a facile solvothermalmethod for the first time.
Chunjuan Tang, Y. X. Zhang, Guozhong Wang,H. Q. Wang, and Guanghai Lidoi:10.1246/cl.2008.722
724 Ruthenium-catalyzed 1,4-Addition ofOrganoboronic Acids to �,�-UnsaturatedKetones
+ RB(OH)2
[RuCl2(p -cymene)]2(5 mol % Ru)
P(t -Bu)2(2-PhC6H4) (5 mol %)
KOH (1.0 equiv)Dioxane/H2O (100/1)
90 °C, 24 h
R1 R2
O
R1 R2
OR
up to 83% yield(4.0 equiv)
Ryo Shintani and Tamio Hayashidoi:10.1246/cl.2008.724Electronic Supporting Information
726 A Solid-state Chiral Fluorophore Obtainedfrom Achiral Fluorescent Biphenyl-4-carboxylic Acid and rac-PhenylmethylamineDerivatives
Yoshitane Imai, Katuzo Murata, HidekiMatsuno, Kensaku Kamon, Tomohiro Sato,Reiko Kuroda, and Yoshio Matsubaradoi:10.1246/cl.2008.726Electronic Supporting Information
728 Application of Magnetically Simulated Mi-crogravity for Preparation of Thin Filmswith Carbon Nanotubes
A PVA thin film in which multiwall carbonnanotubes were included was prepared insimulated microgravity created by a highmagnetic field.
Akio Katsuki, Hiromi Yamamoto, YoshihisaFujiwara, Masao Fujiwara, Morinobu Endo,and Yoshifumi Tanimotodoi:10.1246/cl.2008.728
Chemistry Letters Vol.37, No.7 (2008) C-91
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
730 A General Hydrothermal Method to V2VI3Thermoelectric Nanomaterials Directly fromthe Corresponding Elements
A general hydrothermal method was developed for the preparation of V2VI3 (V = Sb and Bi;VI = S, Se, and Te) thermoelectric nanoparticles directly from the corresponding elements.
Bo Zhou, Jian-Ming Hong, and Jun-Jie Zhudoi:10.1246/cl.2008.730
732 Poly( p-phenyleneethynylene)–Silica Gel Hy-brids without Any Compatibilizer
OR
RO
P1: R = N(C2H5)2
N(C2H5)2C16H33Br
N N
N N
n
Br
NSO2CF3
SO2CF3
P2: R =
P3: R =
P4: R =
Silica Matrix Cationic PPESilica Matrix Cationic PPE
hν
OR
RO
P1: R = N(C2H5)2
N(C2H5)2C16H33Br
N N
N N
n
Br
NSO2CF3
SO2CF3
P2: R =
P3: R =
P4: R =Kenta Kokado and Yoshiki Chujodoi:10.1246/cl.2008.732
734 Particle-size Effects of Activated Carbon-supported Rhodium Catalysts on Hydroge-nation of Naphthalene in Supercritical Car-bon Dioxide Solvent
60
10
20
30
40
50
0 10 20 30Dispersion/%
TOF
/min
-1H2
Rh/AC
In scCO2
In n -heptaneNorihito Hiyoshi, Chandrashekhar V. Rode,Osamu Sato, Yoshio Masuda, AritomoYamaguchi, and Masayuki Shiraidoi:10.1246/cl.2008.734Electronic Supporting Information
736 One-step Fabrication of Nickel HierarchicalSuperstructures
0 50 100 150 200 250 3000.000
0.001
0.002
0.003
0.004
0.005
0.006
0.007
0.008
χ(e
mu/
mol
Oe)
T/K
20 K
-2 -1 0 1 2
-40
-20
0
20
40
M (
emu
g-1
)
H (kOe)
290 KZhe Chen, Minhua Cao, and Xiaoyan Hedoi:10.1246/cl.2008.736Electronic Supporting Information
738 Efficient I(5 2P1=2) Production by the Reac-tion of I2 with NCl3 Flame
800 900 1000 1100 1200 1300 14000
500
1000
1500
2000
2500
3000
3500
4000
4500
5000
5500
6000
6500
7000
800 900 1000 1100 1200 1300 14000
500
1000
1500
2000
2500
3000
3500
4000
4500
5000
5500
6000
6500
7000
without I2
with I2
λ /nm
λ /nm
Inte
nsity
/arb
. uni
t
The emission spectroscopic study
efficiently produced by the reactionshowed that the I(5 2P1/2) could be
of I2 with NCl3 autodecompositionflame. The probable mechanismsare discussed.
Liucheng Li, Liping Duo, and Bailing Yangdoi:10.1246/cl.2008.738Electronic Supporting Information
C-92 Chemistry Letters Vol.37, No.7 (2008)
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
740 Manganese-catalyzed Synthesis of Hydan-toin Derivatives from Terminal Alkynesand Isocyanates
Ph Ph N C O
PhN
N
O
O Ph
PhMnBr(CO)5 (5.0 mol %)
Dioxane, 150 °C, 24 h+
91%(1.0 equiv) (2.2 equiv)
Yoichiro Kuninobu, Kou Kikuchi, andKazuhiko Takaidoi:10.1246/cl.2008.740Electronic Supporting Information
742 Synthesis and Properties of Electrophos-phorescent Conjugated Polymers ContainingIridium Complexes in Polymer Backbone
Yong Zhang, Yan Xiong, Chun Li, JunbiaoPeng, and Yong Caodoi:10.1246/cl.2008.742
744 Transesterification of Phosphotriester Para-oxon Catalyzed by ZnCl2 Supported on SilicaGel
OP
OO
O
NO2
+ZnCl2/SiO2 O
PO
O
O
Ph
+NO2HOHOCH2CH2Ph
Ismail O. Kadydoi:10.1246/cl.2008.744
746 Synthesis of Hierarchically Meso-/Macropo-rous Titanium Tetraphosphonate Materialswith Large Adsorption Capacity of HeavyMetal Ions The structural illustration of
tetraphosphonate materials with
the synthesized hierarchicallymeso-/macroporous titanium
intraframework ethylenediaminegroups.
Xue-Jun Zhang, Tian-Yi Ma, and Zhong-YongYuandoi:10.1246/cl.2008.746
748 Preparation of Superhydrophilic Mesopo-rous Silica Thin Films Containing Single-sitePhotocatalyst (Ti, V, Cr, Mo, and W oxidemoieties)
Yu Horiuchi, Kohsuke Mori, NorikazuNishiyama, and Hiromi Yamashitadoi:10.1246/cl.2008.748Electronic Supporting Information
Chemistry Letters Vol.37, No.7 (2008) C-93
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
750 Mono-cyclopropanated Fullerene DimerC120O and Its Application in a Bulk Hetero-junction Solar Cell
A soluble, longish fullerene derivative 1 opening the possibility to make organic photoactivelayers of supra-molecular and anisotropic order was prepared, characterized, and applied.
Lars Weber, Steffi Sensfuss, Uwe Ritter, andPeter Scharffdoi:10.1246/cl.2008.750Electronic Supporting Information
752 Preparation of Plywood-like Fe3BO5 Nano-rods by a Facile Hydrothermal Method atLow Temperature
Single-crystalline plywood-like vonsenite (Fe3BO5) nanorods were prepared by a facilehydrothermal method with K4Fe(CN)6 and NaBH4 as starting materials. The Fe3BO5 nanorods,which are composed of 5 to 7 nanobelts, are identified to grow along the [001] direction.
Haiping Qi and Qianwang Chendoi:10.1246/cl.2008.752
754 Isotope Effect on Spin-crossover Transitionin a New Two-dimensional CoordinationPolymer [FeII(C5H5N)2][Au
I(CN)2]2, [FeII-(C5D5N)2][Au
I(CN)2]2, and [FeII(C5H515N)2]-
[AuI(CN)2]2
Takashi Kosone, Chihiro Kachi-Terajima,Chikahide Kanadani, Toshiaki Saito, andTakafumi Kitazawadoi:10.1246/cl.2008.754Electronic Supporting Information
756 Oxidation States of Antimony and Arsenic inMarine Ferromanganese Oxides Related toTheir Fractionation in OxicMarine Environ-ment As and Sb are pentavalent in
the ferromanganese oxides.
changed significantly duringThe As/Sb ratio is not
their incorporation intoferromanganese oxides.Teruhiko Kashiwabara, Satoshi Mitsunobu,
Anirban Das, Takaaki Itai, Masaharu Tanimizu,and Yoshio Takahashidoi:10.1246/cl.2008.756
758 Stabilization of DNA Multiassembly byAddition of a Phosphate Group at the 50-Sticky End
Aya Tanaka, Yasutaka Matsuo, KenichiNiikura, and Kuniharu Ijirodoi:10.1246/cl.2008.758Electronic Supporting Information
C-94 Chemistry Letters Vol.37, No.7 (2008)
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
760 Spin-crossover Transition Coupled withAnother Solid–Solid Phase Transition forIron(II) Thiocyanate Complexes Chelatedwith Alkylated N-(Di-2-pyridylmethylene)-anilines
Yuya Oso, Daisuke Kanatsuki, Shuichi Saito,Takashi Nogami, and Takayuki Ishidadoi:10.1246/cl.2008.760Electronic Supporting Information
762 Hydrothermal Synthesis of GdVO4:Ho3þ
Nanorods with a Novel White-light Emission
Yiguo Su, Guangshe Li, Xiaobo Chen, JunjieLiu, and Liping Lidoi:10.1246/cl.2008.762Electronic Supporting Information
764 Miniaturization of Nanofibers Composedof Melamine-appended Perylene Bisimidesand Cyanurates
Optical transparency of organogels formed from melamine-appended perylene bisimides bysupramolecular polymerization through complementary hydrogen-bonding interactions withcyanurates is improved by elongating the length of alkyl linker moieties between perylenecore and melamine moieties.
Tomohiro Seki, Shiki Yagai, Takashi Karatsu,and Akihide Kitamuradoi:10.1246/cl.2008.764Electronic Supporting Information
766 Preparation, Characterization, and Field-effect Transistor Performance of Benzo-[1,2-d:4,5-d0]bisthiazole Derivatives
0 10VD / V
0
5E-006
1E-005
1.5E-005
2E-005
2.5E-005
I D /
A
VG = 50 V
VG = 45 V
VG = 40 V
VG = 35 V
VG = 30 V
N
S N
SS
S
F3C
CF3
20 30 40 50
Masashi Mamada, Jun-ichi Nishida, ShizuoTokito, and Yoshiro Yamashitadoi:10.1246/cl.2008.766Electronic Supporting Information
768 Bis(1-methylimidazole) Complex of Iron(III)Oxypyriporphyrin Adopting an Intermedi-ate-spin State
N
N
NN
H3CH2C CH2CH3
CH3CH3
CH3CH3
O
FeL
L
CN–
DMAP
HIm
1-MeIm
Ligand (L) Spin State
S = 1/2
S = 3/2Hajime Eguchi, Yoshiki Ohgo, Akira Ikezaki,Saburo Neya, and Mikio Nakamuradoi:10.1246/cl.2008.768
Chemistry Letters Vol.37, No.7 (2008) C-95
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
770 Stereocontrolled Total Synthesis of (�)-Gleenol Using Claisen Rearrangement ofSterically Congested Dihydropyran
A stereocontrolled total synthesis of enantiomerically pure (–)-gleenol using stericallycongested dihydropyran to construct the spiro[4.5]decane through the Claisenrearrangement has been achieved.
OOSiEt3O
OSiEt3
OH
(−)-Gleenol
250 °C
triglyme
75% yield
single isomersterically congesteddihydropyran
Atsuo Nakazaki, Tomohiro Era, and SusumuKobayashidoi:10.1246/cl.2008.770Electronic Supporting Information
772 A New Amphiphilic and ThermoresponsivePolysilsesquioxane Having Alkoxyethyl-amide Group
SiO
O
NH
n
CO
(H3COH2CH2C)2N
SiO
O
HNCO
N(CH2CH2OCH2CH3)2
mTomonori Matsuoka, Shin-ichi Yamamoto, andOsamu Moriyadoi:10.1246/cl.2008.772
774 Autoxidation Resistant Cyclopentyl MethylEther ∆BH°(Bond Dissociation Energy)
MM3 Force Field Evaluation∆Hf°(Heat of Formation), Structure
O
H CH3 OCH3 + H
∆BH°298(C−H:ether) = ∆H°298(ether radical) ∆H°298(parent ether) + ∆H°298(H*)
393.3 kJ/mol by CBS-Q calculation
Hayato Hoshino, Kazuhisa Sakakibara, andKiyoshi Watanabedoi:10.1246/cl.2008.774Electronic Supporting Information
776 Hydrothermal Preparation of BiomineralBotallackite Cu2(OH)3Cl Hollow Nanoarchi-tectures Biomineral botallackite Cu2(OH)3Cl
hollow nanoarchitectures have beenobtained by hydrothermal methodsand the possible reaction mechanismis also discussed.
Zhitao Chen and Lian Gaodoi:10.1246/cl.2008.776
778 Influence of the Work Function of Chemical-ly Modified Indium–Tin–Oxide Electrodeson the Open-circuit Voltage of Heterojunc-tion Photovoltaic Cells
Chemical structures of donors (ZnPc, Rub, and SubPc) used to change ∆ph and chemicalmodifiers (H−, Cl−, and −P) used to tune the work function of ITO and thus built-in potentials.
Khayankhyarvaa Sarangerel, Chimed Ganzorig,Masamichi Fujihira, Masaru Sakomura, andKazuyoshi Uedadoi:10.1246/cl.2008.778Electronic Supporting Information
C-96 Chemistry Letters Vol.37, No.7 (2008)
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
780 An Improved Synthesis of Methyl Protodio-scin: Tautomerization and Direct Access tothe 3-O-Substituted Kryptogenin
O
O
OH
ROO
O
O
RO
OH
O
O
OPiv
O
BzOBzO
BzO
PivOO
O
BzOBzO
BzO
Zn/KI/HOAc
R = TPS, TBS,
3-O-substituted kryptogenin
4Qing-Chun Xu, Yang Liu, Jiao Liu, Chun-XianHe, Mao-Cai Yan, and Mao-Sheng Chengdoi:10.1246/cl.2008.780Electronic Supporting Information
782 Photoreduction of 1,2-Diarylcyclopropanesby Hydroxide Ion
R R
i -PrOH
hν , NaOH
R RYasuharu Yoshimi, Naohisa Wada, KoichiSasamoto, Tatsuya Itou, and Minoru Hatanakadoi:10.1246/cl.2008.782Electronic Supporting Information
784 Synthesis and Properties of Cyclic [5]meta-Phenyleneacetylene and Its CorrespondingCyclophane Polyone, [25](1,3)Cyclophanede-caone
O
O
O
O
OO O O
O
O
[5]CMPA (5PAM)
A rigid fluorescent moleculeA mobile colorless
molecule
X-ray structure of the dione
Jun Yamakawa, Masanori Ohkoshi, FutoshiTakahashi, Tomohiko Nishiuchi, YoshiyukiKuwatani, Tohru Nishinaga, Masato Yoshida,and Masahiko Iyodadoi:10.1246/cl.2008.784Electronic Supporting Information
786 Extended Pummerer Reaction of ArylketeneDithioacetal Monoxides with AromaticCompounds by Means of Trifluoromethane-sulfonic Anhydride
PhS
SO
+
PhS
STf2O (1.5 equiv)
(1.5 equiv)CH3NO2
25 oC, 1 h
RR
50−92%Suguru Yoshida, Hideki Yorimitsu, andKoichiro Oshimadoi:10.1246/cl.2008.786
788 Single-component CT Crystals Based on1,4-Benzoquinone Derivatives and TEMPORadical
Recrystallization(X=Cl)
O
O
X
X
O
X
NO
Mitsunori Nobusawa, Hiroki Akutsu, Jun-ichiYamada, and Shin’ichi Nakatsujidoi:10.1246/cl.2008.788Electronic Supporting Information
Chemistry Letters Vol.37, No.7 (2008) C-97
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
790 Continuous Supercritical Low-temperatureMethanol Synthesis with n-Butane as aSupercritical Fluid
CO + CO2 + H2
2-Butanol
Cu/ZnO, 443 K, 60 bar
Undersupercritical n-butane
COCO2
Total carbon
Withoutsupercritical n-butane
CH3OH
CH3OH
0 6 12 15 180
20
40
60
Con
vers
ion
/ %
Time on stream/h
0 3 6 9 12 15 18-15
-10
-5
0
5
10
Time on stream/h
Co
nver
sion
/ %
3 9
Prasert Reubroycharoen, Jun Bao, Yi Zhang,and Noritatsu Tsubakidoi:10.1246/cl.2008.790
792 On-site Determination of Trace Nickel inLiquid Samples for Semiconductor Manu-facturing by Highly Sensitive Solid-phaseColorimetry with �-Furil Dioxime
A new, highly sensitive colorimetry for trace nickel(II) at the parts per billion level has beendeveloped. The proposed method has been successfully applied to the 48% NaOH solutionsused for silicon wafer etching.
0 1 2 5 10 25 50
Nickel(II) content/µg L-1
Hitoshi Mizuguchi, Yan-Fan Zhang, HirofumiOnodera, Saori Nishizawa, and Junichi Shidadoi:10.1246/cl.2008.792
794 Iron Salt-cataltzed Multipoint Alkylation ofPyrrole with Vinyl Ketones
Motoi Kawatsura, Masamune Fujiwara,Hiroyuki Uehara, Shun Nomura, ShuichiHayase, and Toshiyuki Itohdoi:10.1246/cl.2008.794Electronic Supporting Information
796 Palladium-catalyzed Cross-coupling of Ben-zylic Carbonates with Organostannanes
OCOMeR1
+
Bu3Sn R2 1 2% cat. [Pd] DPPPent
DMF, 80 °C
R1 R2
Ph2P PPh2
DPPPent =
O
Masato Ohsumi and Ryoichi Kuwanodoi:10.1246/cl.2008.796Electronic Supporting Information
798 High Electroconductivity of Wood Char Ob-tained by Iron-catalyzed Carbonization
Tsutomu Suzuki, Hiroshi Matsuzaki, KyokoSuzuki, Yukie Saito, Sei-ichi Yasui, NoriyasuOkazaki, and Tetsuo Yamadadoi:10.1246/cl.2008.798
C-98 Chemistry Letters Vol.37, No.7 (2008)
Copyright � 2008 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
800 Iron(II) Chloride-mediated Addition of Di-alkylmagnesium to Carbonyl Compounds
O
OHMe
FeCl2 + Me2Mg0 °C
5 min 0 °C, 30 min70%
Addition reactions to carbonyl compounds with a complex reagent, prepared from
1,2-addition nucleophile to an easily enolizable ketone such as f-tetralone; it added to ketoester chemoselectively.
βorganomagensium species and iron(II) chloride, were examined. The complex reagent works as
Mutsumi Sada and Seijiro Matsubaradoi:10.1246/cl.2008.800
802 Crystal Structure of Boryllithium with TwoTHF Molecules and DFT Analysis of ItsProperty as a Boryl Anion
Makoto Yamashita, Yuta Suzuki, YasutomoSegawa, and Kyoko Nozakidoi:10.1246/cl.2008.802Electronic Supporting Information
804 Formation of Incompletely Condensed Oli-gosilsesquioxanes by Hydrolysis of Com-pletely Condensed POSS via Reshuffling
SiO O
O
SiO
SiOSi
O Si OPh
SiSi OSi
O
OPhO
PhPh
Ph
PhPh Ph
OH2O/NaOH
2-propanolreflux
+
SiO O
O
SiO
SiOSi
O Si OR
SiSi OSi
O
ORO
RR
R
RR R
O
SiOO
O
SiO
SiONa
ONaSi
OR'
Si SiOSi
O
O R'ONa
R'
R'
R'R'R'
O
R' = Phenyl or
+NaO
NaOSi
O O
O
SiO
SiOSi
O Si OR'
SiSi OSi
O
OR'
R'R'
ONaONaR'
R' R' R'
D
DD
D D
R = D
DD
D D
Ze Li and Yusuke Kawakamidoi:10.1246/cl.2008.804Electronic Supporting Information