Latest News

Integrative Biology now in MEDLINE
11 November 2009
Integrative Biology has now been selected by the National Library of Medicine to be indexed and included in their database, MEDLINE.

ChemComm board members win awards!
11 November 2009
Many congratulations to ChemComm board members, Andrew Evans and Scott Denmark, for winning the RSC Pedler and Robert Robinson awards.

Important news for ChemComm authors and readers
03 November 2009
From 2010, volume numbers will be assigned to ChemComm
Contents list for Chemical Communications, issue 46, 2009
Front cover
Chem. Commun., 2009, 7053
DOI: 10.1039/b922937j

Inside front cover
Chem. Commun., 2009, 7054
DOI: 10.1039/b922938h
Contents and Highlights in Chemical Technology
Chem. Commun., 2009, 7055
DOI: 10.1039/b922939f
Feature Articles
Chiral anion-mediated asymmetric ion pairing chemistry
Jérôme Lacour and Delphine Moraleda,
Chem. Commun., 2009, 7073
DOI: 10.1039/b912530b

Chemical processes often involve cationic reagents, intermediates or products in prochiral or chiral racemic form. To afford non-racemic compounds, an asymmetric ion pairing with chiral anionic counterions can be considered.
Cinchona-based phase-transfer catalysts for asymmetric synthesis
Sang-sup Jew and Hyeung-geun Park,
Chem. Commun., 2009, 7090
DOI: 10.1039/b914028j

The generations of Cinchona-derived chiral phase-transfer catalysts according to the developmental stages are discussed. Particular emphasis is laid on our efforts toward polymeric Cinchona phase-transfer catalysts, the effects of the electronic functional group incorporated in the catalysts, and their application in asymmetric organic reactions.
Communications
Enzymatic synthesis of a drug delivery system based on polyhydroxyalkanoate-protein block copolymers
Han-Nah Kim, Jin Lee, Hae-Yeong Kim and Young-Rok Kim,
Chem. Commun., 2009, 7104
DOI: 10.1039/b912871a
Enhanced HTML article available

A new approach to prepare functional polymeric micelles in a one step reaction using the unique catalytic property of PHA synthase is described. A biopolymer-based nanocarrier with cancer targeting capability was successfully synthesized from genetically engineered PHA synthase fused with RGD peptide.
3D small-molecule microarrays
David M. Marsden, Rebecca L. Nicholson, Mark Ladlow and David R. Spring,
Chem. Commun., 2009, 7107
DOI: 10.1039/b913665g
Enhanced HTML article available

A PEG based hydrogel slide was generated for small-molecule microarraying purposes, which displayed improved signal detection compared with comparative 2D techniques.
Size-tunable nano-dots and nano-rings from nanochannel-confined electrodeposition
Dachi Yang, Guowen Meng, Chuhong Zhu and Xiaoguang Zhu,
Chem. Commun., 2009, 7110
DOI: 10.1039/b917222j

Generic approaches to nano-dots (NDs) and nano-rings (NRs) have been developed via sputtering an Au layer on one planar surface side of porous anodic aluminum oxide (AAO) template and subsequent electrodeposition.
D-Cysteine occurrence in thiostrepton may not necessitate an epimerase
Sebastian Schoof and Hans-Dieter Arndt,
Chem. Commun., 2009, 7113
DOI: 10.1039/b912733j
Enhanced HTML article available

The D-configuration for the thiazoline residue in the thiopeptide natural product thiostrepton was found to be thermodynamically favored, suggesting its potentially non-enzymatic formation after ribosomal biosynthesis.
Iron-catalyzed addition of Grignard reagents to activated vinyl cyclopropanes
Benjamin D. Sherry and Alois Fürstner,
Chem. Commun., 2009, 7116
DOI: 10.1039/b918818e

The iron-catalyzed addition of Grignard reagents to activated vinyl cyclopropanes proceeds in a highly regioselective fashion for branched primary, secondary and tertiary alkyl Grignard reagents. The observed selectivity likely results from a direct addition mechanism as opposed to single electron transfer or an iron-allyl based process.
Donor/acceptor stabilization of Ge(II) dihydride
Kelsey C. Thimer, S. M. Ibrahim Al-Rafia, Michael J. Ferguson, Robert McDonald and Eric Rivard,
Chem. Commun., 2009, 7119
DOI: 10.1039/b915950a

A combined donor/acceptor approach is presented for the stabilization of the parent germylene, :GeH2.
Synthesis and rearrangement of a bridged thioamide
Michal Szostak and Jeffrey Aubé,
Chem. Commun., 2009, 7122
DOI: 10.1039/b917508c

The synthesis of a bridged thiolactam is described. This thiolactam is shown to undergo an unusual C–N bond cleavage reaction under conditions of its synthesis. Spectroscopic properties of the thiolactam indicate a considerable degree of twist of the thioamide bond.
Unusual regiodivergence in metal-catalysed intramolecular cyclisation of
-allenols
Jannine L. Arbour, Henry S. Rzepa, Andrew J. P. White and King Kuok (Mimi) Hii,
Chem. Commun., 2009, 7125
DOI: 10.1039/b913295c

Different O-heterocycles can be obtained from a common
-allenol precursor by using Ag, Zn or Sn catalysts; the results were rationalised by molecular modelling.
Fluorescence turn-on sensors for HSO4-
Hyun Jung Kim, Sankarprasad Bhuniya, Rakesh Kumar Mahajan, Rajiv Puri, Hongguang Liu, Kyoung Chul Ko, Jin Yong Lee and Jong Seung Kim,
Chem. Commun., 2009, 7128
DOI: 10.1039/b918324h
Enhanced HTML article available

Coumarin-based fluorescence
turn-on
sensors for selective detection of HSO4- which can produce toxic sulfates analogues are reported. The sensor can detect HSO4- anion distinctively over other competitive anions even in the presence of OH-.
As many as six tandem reactions in one step! Unprecedented formation of highly functionalized benzothiophenes
Pushparathinam Gopinath, Surapaneni Nilaya, Tripathy Ranjan Debi, Venkatachalam Ramkumar and Kannoth Manheri Muraleedharan,
Chem. Commun., 2009, 7131
DOI: 10.1039/b914424b

A novel reaction pathway involving 1,3-diketones and 2,2
-dithiodibenzoylchloride that gives access to benzothiophenes with spiroketal, lactone, carbonyl, hydroxyl and carboxylic acid functionalities is discussed.
Sulfate anion templated synthesis of a triply interlocked capsule
Yitong Li, Kathleen M. Mullen, Tim D. W. Claridge, Paulo J. Costa, Vitor Felix and Paul D. Beer,
Chem. Commun., 2009, 7134
DOI: 10.1039/b915548a

Sulfate templation has been used in the synthesis of a novel tris-urea-based triply interlocked capsule, whose structure has been verified by DOSY NMR, mass spectrometry and molecular modelling investigations.
Synthesis of TaON nanotube arrays by sonoelectrochemical anodization followed by nitridation: a novel catalyst for photoelectrochemical hydrogen generation from water
Subarna Banerjee, Susanta K. Mohapatra and Mano Misra,
Chem. Commun., 2009, 7137
DOI: 10.1039/b912549c

Synthesis of TaON nanotube arrays as efficient visible light driven photocatalysts for photoelectrochemical generation of hydrogen from water.
Ultra-thin microporous–mesoporous metal oxide films prepared by molecular layer deposition (MLD)
Xinhua Liang, Miao Yu, Jianhua Li, Ying-Bing Jiang and Alan W. Weimer,
Chem. Commun., 2009, 7140
DOI: 10.1039/b911888h

Porous aluminium oxide films with precisely controlled thickness down to several angstroms are deposited on particle surfaces from dense aluminium alkoxide hybrid polymer films by molecular layer deposition. Porous structures are obtained by either mild water etching at room temperature or calcination in air at elevated temperatures.
Splendid symmetry: crystallization of an unbridged isomer of Co2(CO)8 in Co2(CO)8·C60
Thelma Y. Garcia, James C. Fettinger, Marilyn M. Olmstead and Alan L. Balch,
Chem. Commun., 2009, 7143
DOI: 10.1039/b915083h

Cocrystallization of the mixture of C2v, D3d and D2d isomers of Co2(CO)8 that are present in solution with C60 produces Co2(CO)8·C60, which contains the never before crystallized D3d isomer.
Design and synthesis of a novel anchoring ligand for highly efficient thin film dye-sensitized solar cells
Amaresh Mishra, Nuttapol Pootrakulchote, Markus K. R. Fischer, Cedric Klein, Md. K. Nazeeruddin, Shaik M. Zakeeruddin, Peter Bäuerle and Michael Grätzel,
Chem. Commun., 2009, 7146
DOI: 10.1039/b912506j

A novel RuII complex (BTC-1) in which the anchoring group is attached to the thiophene units was developed. Using low-volatile electrolyte and 3.3
m mesoporous TiO2 films conversion efficiency of 6.1% was achieved.
Elaboration and properties of hierarchically structured optical thin films of MIL-101(Cr)
Aude Demessence, Patricia Horcajada, Christian Serre, Cédric Boissière, David Grosso, Clément Sanchez and Gérard Férey,
Chem. Commun., 2009, 7149
DOI: 10.1039/b915011k

Stable nanoparticle dispersions of the porous hybrid MIL-101(Cr) allow dip-coating of high quality optical thin films with dual hierarchical porous structure. For the first time, mechanical and sorption properties of mesoporous MOFs based thin films are evaluated.
Deazaflavins as mediators in light-driven cytochrome P450 catalyzed hydroxylations
Felipe E. Zilly, Andreas Taglieber, Frank Schulz, Frank Hollmann and Manfred T. Reetz,
Chem. Commun., 2009, 7152
DOI: 10.1039/b913863c

A light-driven deazaflavin-dependent direct enzyme regeneration system has been developed for a P450-BM3 catalyzed CH-activating hydroxylation, thereby avoiding the need for the expensive NADPH cofactor.
Two-dimensional self-organization of rectangular OPE amphiphiles into microcrystalline lamellae
Gustavo Fernández, Fátima García, Fátima Aparicio, Emilio Matesanz and Luis Sánchez,
Chem. Commun., 2009, 7155
DOI: 10.1039/b916418a

Nanographite-like lamellae are obtained by the self-assembly of rectangular OPE amphiphiles peripherally decorated with polar and paraffinic chains.
Influence of the graphitisation of hollow carbon nanofibers on their functionalisation and subsequent filling with metal nanoparticles
Jean-Philippe Tessonnier, Dirk Rosenthal, Frank Girgsdies, Julien Amadou, Dominique Bégin, Cuong Pham-Huu, Dang Sheng Su and Robert Schlögl,
Chem. Commun., 2009, 7158
DOI: 10.1039/b916150c

The graphitic character of hollow carbon nanofibers greatly influences the density as well as the nature of functional groups created with nitric acid and, as a consequence, controls the efficiency of their filling with metal nanoparticles.
A label-free strategy for facile electrochemical analysis of dynamic glycan expression on living cells
Lin Ding, Wei Cheng, Xiaojian Wang, Yadong Xue, Jianping Lei, Yibing Yin and Huangxian Ju,
Chem. Commun., 2009, 7161
DOI: 10.1039/b918008g

We describe a label-free strategy for facile electrochemical analysis of dynamic glycan expression on living cells, using carbon nanohorns to immobilize lectin for the construction of a recognition interface and enhancing cell accessibility.
Synthesis of versatile fluorescent sensors based on Click chemistry: detection of unsaturated fatty acids by their pyrene-emission switching
Kazuhisa Fujimoto, Shogo Yamada and Masahiko Inouye,
Chem. Commun., 2009, 7164
DOI: 10.1039/b916543f

We report a new synthetic method for versatile fluorescent sensors using Click chemistry. The cyclodextrin-based sensors selectively detected unsaturated fatty acids by pyrene-emission switching.
Rational preparation of faceted platinum nanocrystals supported on carbon nanotubes with remarkably enhanced catalytic performance
Ziyin Lin, Haibin Chu, Yihong Shen, Li Wei, Haichao Liu and Yan Li,
Chem. Commun., 2009, 7167
DOI: 10.1039/b917235a

A solution route was developed to prepare faceted platinum nanocrystals supported on carbon nanotubes with enhanced electrochemical catalytic activity for oxygen reduction and high selectivity for the oxidation of glycerol to glyceraldehyde.
Silver nanoparticles with planar twinned defects: effect of halides for precise tuning of plasmon resonance maxima from 400 to >900 nm
Nicole Cathcart, Andrew J. Frank and Vladimir Kitaev,
Chem. Commun., 2009, 7170
DOI: 10.1039/b916902d

Effect of halides on silver nanoparticles with planar twinned defects (prisms, rounded platelets, bipyramids, cubes) has been studied and applied in a reliable protocol for precise control of plasmon absorption.
Silver-catalysed protodecarboxylation of carboxylic acids
Lukas J. Gooßen, Christophe Linder, Nuria Rodríguez, Paul P. Lange and Andreas Fromm,
Chem. Commun., 2009, 7173
DOI: 10.1039/b912509d

Based on rational catalyst development guided by DFT calculations, a silver catalyst has been identified that effectively promotes the protodecarboxylation of various carboxylic acids at temperatures of 80–120 °C.
Silver-catalysed protodecarboxylation of ortho-substituted benzoic acids
Josep Cornella, Carolina Sanchez, David Banawa and Igor Larrosa,
Chem. Commun., 2009, 7176
DOI: 10.1039/b916646g

Catalytic amounts of Ag(I) salts in DMSO have been found to promote the protodecarboxylation of a wide variety of ortho-substituted benzoic acids under mild conditions and in excellent yields.
Carbon nanotube-supported gold nanoparticles as efficient catalysts for selective oxidation of cellobiose into gluconic acid in aqueous medium
Xuesong Tan, Weiping Deng, Mi Liu, Qinghong Zhang and Ye Wang,
Chem. Commun., 2009, 7179
DOI: 10.1039/b917224f

Gold nanoparticles loaded on nitric acid-pretreated carbon nanotubes are efficient catalysts for the selective oxidation of cellobiose by molecular oxygen to gluconic acid in aqueous medium without pH control.
Solution-processable semiconducting thin-film transistors using single-walled carbon nanotubes chemically modified by organic radical initiators
Jianwen Zhao, Chun Wei Lee, Xuanding Han, Fuming Chen, Yanping Xu, Yizhong Huang, Mary B. Chan-Park, Peng Chen and Lain-Jong Li,
Chem. Commun., 2009, 7182
DOI: 10.1039/b915508b

The radicals produced by 1,1
-azobis(cyanocyclohexane) selectively suppress the electrical conduction of small diameter SWNTs, and these tubes can produce high-mobility and solution-processable thin-film transistors with full semiconductor device yield.
Template-free synthesis of monodisperse Cu2WO4(OH)2 round and elliptical hollow spheres with a ligand-assisted dissolution process
Wei Cheng, Kaibin Tang, Zhongping Liu, Jie Sheng and Yunxia Qi,
Chem. Commun., 2009, 7185
DOI: 10.1039/b914086g

A simple one-step template-free method is developed for synthesis of monodisperse Cu2WO4(OH)2 round and elliptical hollow spheres. A novel ligand-assisted dissolution mechanism is proposed to illustrate the formation of the hollow structures.
Facile preparation of linear polystyrene-stabilized Pd nanoparticles in water
Atsushi Ohtaka, Takuto Teratani, Ryohei Fujii, Kanako Ikeshita, Osamu Shimomura and Ryôki Nomura,
Chem. Commun., 2009, 7188
DOI: 10.1039/b915039k

Palladium nanoparticles can be readily stabilized onto linear polystyrene by a simple procedure. The resultant polystyrene-stabilized Pd has high catalytic activity for Suzuki–Miyaura cross-coupling reaction in water and can be reused without loss of activity.
Hydroxylation of benzophenone with ammonium phosphomolybdate in the solid state via UV photoactivation
Mrinmoyee Basu, Suresh Sarkar, Surojit Pande, Subhra Jana, Arun Kumar Sinha, Sougata Sarkar, Mukul Pradhan, Anjali Pal and Tarasankar Pal,
Chem. Commun., 2009, 7191
DOI: 10.1039/b905718h

UV photoactivation of a mixture of benzophenone and ammonium phosphomolybdate (APM) in the solid state splits adsorbed moisture, resulting in selectively hydroxylated benzophenone and leaving an electron trapped in green (reduced) solid APM.
Discovery of hydrolytic catalysts in a peptidocalixarene library by binding assay with a transition state analogue for the hydrolysis
Hideaki Hioki, Ryosuke Nishimoto, Kota Kawaguchi, Miwa Kubo, Kenichi Harada and Yoshiyasu Fukuyama,
Chem. Commun., 2009, 7194
DOI: 10.1039/b913907a

Hydrolytic catalysts were found in a peptidocalixarene library by binding assay with a transition state analogue for the hydrolysis. The rate of the reaction can be specifically enhanced up to 50-fold in the presence of the discovered catalyst.
Enzyme-mediated protein refolding
Jun Okada, Tatsuo Maruyama, Konomi Motomura, Kimiko Kuroki, Katsumi Maenaka, Masafumi Sakono and Masahiro Goto,
Chem. Commun., 2009, 7197
DOI: 10.1039/b916225a

We employed a urease-catalyzed reaction to gradually remove a high concentration of urea from a denatured protein solution and succeeded in efficient protein refolding, without large-volume dilution.
Electronic communication between metal–organic electrophores in an organometallic ruthenium–acetylide–tetrathiafulvalene complex
Antoine Vacher, Frédéric Barrière, Thierry Roisnel and Dominique Lorcy,
Chem. Commun., 2009, 7200
DOI: 10.1039/b915158c

The organic and metal-based electroactive sites in the novel organometallic ruthenium–acetylide–tetrathiafulvalene complex are shown to be strongly electronically coupled.
Prussian blue nanoparticles protected by the water-soluble
-conjugated polymer PEDOT-S: synthesis and multiple-color pH-sensing with a redox reaction
Mami Yamada, Naoto Ohnishi, Makoto Watanabe and Yasuko Hino,
Chem. Commun., 2009, 7203
DOI: 10.1039/b917552k

Prussian blue nanoparticles (PB NPs), stabilized for the first time by the
-conjugated polymer PEDOT-S, demonstrated a novel multiple-color pH-sensing function with a redox reaction based on the electronic interaction between the PB nano-core and the PEDOT-S shell.
Exploitation of an unprecedented silica-promoted acetylene–allene rearrangement for the preparation of C,C-diacetylenic phosphaalkenes
Xue-Li Geng and Sascha Ott,
Chem. Commun., 2009, 7206
DOI: 10.1039/b916640h

C,C-Diacetylenic phosphaalkenes have become available from 1-chloro-3-ethynyl-1,2-allenes and are shown to engage in oxidative acetylene homo-coupling reactions to afford a dimeric, cross-conjugated product with a largely decreased HOMO-LUMO gap.
Controlling dimensionality in templated layer, chain and framework structures by combining metal fluorides with oxotetrahedra
Jessica Rouse, Kate V. Redrup, Eleni Kotsapa and Mark T. Weller,
Chem. Commun., 2009, 7209
DOI: 10.1039/b917336f

Hydrothermal reactions of metal fluorides with oxoanions produce polyhedral structures of controlled dimensions.
An unprecedented
4-Sn2Se9 ligand: solvothermal syntheses and characterizations of novel lanthanum selenidostannates [{La(dien)2}4(
4-Sn2Se9)(
-Sn2Se6)]
and [La2(en)8(
-Se2)]Sn2Se6
Jiang-Fang Chen, Qin-Yan Jin, Ying-Li Pan, Yong Zhang and Ding-Xian Jia,
Chem. Commun., 2009, 7212
DOI: 10.1039/b914603b

Lanthanum selenidostannates [{La(dien)2}4(
4-Sn2Se9)(
-Sn2Se6)] (1, dien = diethylenetriamine) and [La2(en)8(
-Se2)]Sn2Se6 (2, en = ethylenediamine) were solvothermally synthesized from the La2O3/Sn/Se system.
Pyrophosphate selective fluorescent chemosensors based on coumarin–DPA–Cu(II) complexes
Min Jung Kim, K. M. K. Swamy, Kyung Mi Lee, Arun R. Jagdale, Youngmee Kim, Sung-Jin Kim, Kyung Ho Yoo and Juyoung Yoon,
Chem. Commun., 2009, 7215
DOI: 10.1039/b913809a

Two new coumarin derivatives displayed highly selective
Off-On
fluorescence changes with pyrophosphate among various anions including ATP, ADP, AMP and inorganic phosphate in 100% aqueous solution.
Highly selective fluorescent probe for Au3+ based on cyclization of propargylamide
Min Jung Jou, Xiaoqiang Chen, K. M. K. Swamy, Ha Na Kim, Hae-Jo Kim, Sang-gi Lee and Juyoung Yoon,
Chem. Commun., 2009, 7218
DOI: 10.1039/b917832e

The first
Off–On
type fluorescent probe for Au3+ is reported, in which rhodamine-alkyne derivative displayed highly selective fluorescence enhancement and
naked-eye
detection upon the addition of Au3+ at pH 7.4.
[Pb9CdCdPb9]6-: A Zintl cluster anion with an unsupported cadmium–cadmium bond
Binbin Zhou, Mark S. Denning, Thomas A. D. Chapman, John E. McGrady and Jose M. Goicoechea,
Chem. Commun., 2009, 7221
DOI: 10.1039/b917185a

Reaction of an ethylenediamine solution of the intermetallic Zintl phase K4Pb9 with dimesitylcadmium yielded the dimeric Zintl ion [Pb9Cd–CdPb9]6-.
Self-association-free dimeric cinchona alkaloid organocatalysts: unprecedented catalytic activity, enantioselectivity and catalyst recyclability in dynamic kinetic resolution of racemic azlactones
Ji Woong Lee, Tae Hi Ryu, Joong Suk Oh, Han Yong Bae, Hyeong Bin Jang and Choong Eui Song,
Chem. Commun., 2009, 7224
DOI: 10.1039/b917882a

Self-association-free, bifunctional, squaramide-based dimeric cinchona alkaloid organocatalysts show unprecedented catalytic activity, enantioselectivity and catalyst recyclability in the dynamic kinetic resolution (DKR) reaction of a broad range of racemic azlactones.
Polymer-ionic liquid gels for enhanced gas transport
Seong Uk Hong, Doohwan Park, Youngdeok Ko and Ilhyun Baek,
Chem. Commun., 2009, 7227
DOI: 10.1039/b913746g

Remarkably increased permeabilities for the separation of an important binary gas pair (CO2/N2) were obtained by polymer-ionic liquid gel membranes.
N-Heterocyclic carbene-stabilized gold nanoparticles and their assembly into 3D superlattices
Joan Vignolle and T. Don Tilley,
Chem. Commun., 2009, 7230
DOI: 10.1039/b913884f

Reduction of NHC–gold(I) complexes (NHC = N-heterocyclic carbene) leads to formation of NHC-stabilized gold nanoparticles (AuNPs). Variation of the nature of the R groups on the NHC allows for control over the AuNP size. The weak reducing agent 9-BBN promotes formation of nearly monodisperse AuNPs, which self-assemble into a 3D superlattice.
Preparation of uniform nano-sized zeolite A crystals in microstructured reactors using manipulated organic template-free synthesis solutions
Yichang Pan, Minhua Ju, Jianfeng Yao, Lixiong Zhang and Nanping Xu,
Chem. Commun., 2009, 7233
DOI: 10.1039/b917949f

Zeolite A nanocrystals (100–240 nm) with well-developed crystal faces and uniform particle size distribution have been prepared at 80 °C for ca. 7.5 min in a two-phase liquid segmented microfluidic reactor using a manipulated organic template-free synthesis solution.
Palladium-catalyzed oxidative tandem reaction of allylamines with aryl halides leading to
,
-unsaturated aldehydes
Tao-Shan Jiang and Jin-Heng Li,
Chem. Commun., 2009, 7236
DOI: 10.1039/b917782e

A novel protocol involving a Heck reaction process for the synthesis of
,
-unsaturated aldehydes has been developed.
Back cover
Chem. Commun., 2009, 7239
DOI: 10.1039/b922940j




