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Contents list for Chemical Communications, issue 48, 2008
Front cover
Chem. Commun., 2008, 6421
DOI: 10.1039/b819969h

Contents
Chem. Commun., 2008, 6423
DOI: 10.1039/b819971j
Conference Report
Highlights from the 43rd EUCHEM Conference on Stereochemistry, Bürgenstock, Switzerland, April 2008
Scott L. Cockroft and David M. Lindsay,
Chem. Commun., 2008, 6441
DOI: 10.1039/b816863f

Feature Articles
Controlled ring-opening polymerisation of cyclic esters: polymer blocks in self-assembled nanostructures
Andrew P. Dove,
Chem. Commun., 2008, 6446
DOI: 10.1039/b813059k
Enhanced HTML article available

The synthesis of poly(ester) containing block copolymers by the combination of ring-opening polymerisation (ROP) and controlled radical polymerisation (CRP) and their subsequent application in both solid state and solution self-assembly is reviewed.
Silylmethyl-substituted cyclopropyl and other strained ring systems: cycloaddition with dipolarophiles
Divya Agrawal and Veejendra K. Yadav,
Chem. Commun., 2008, 6471
DOI: 10.1039/b812285g
Enhanced HTML article available

Lewis acid-assisted cycloadditions of dipolarophiles to silylmethyl-substituted three- and four-membered ring compounds and their possible synthetic usage are described. The retained silicon in the product can be transformed into alcohol, lending further synthetic applications.
Communications
Bulk heterojunction organic solar cells based on merocyanine colorants
Nils M. Kronenberg, Manuela Deppisch, Frank Würthner, Hans W. A. Lademann, Kaja Deing and Klaus Meerholz,
Chem. Commun., 2008, 6489
DOI: 10.1039/b813341g

Traditional colorants that are widely applied in textile coloration, for printing purposes and nonlinear optics, now afford bulk heterojunction solar cells in combination with soluble C60 fullerene derivative PCBM with power conversion efficiencies up to 1.7% under standard solar radiation.
Application of the cobaltabisdicarbollide anion to the development of ion selective PVC membrane electrodes for tuberculosis drug analysis
Anca-Iulia Stoica, Clara Viñas and Francesc Teixidor,
Chem. Commun., 2008, 6492
DOI: 10.1039/b813285b

The cobaltabisdicarbollide anion is used as a new material able to generate an ion-pair complex used for PVC membrane ion selective electrodes.
Synthesis, structure and reactions of a trianion equivalent, trilithiostannane
Tomoyuki Tajima, Masatoshi Ikeda, Masaichi Saito, Kazuya Ishimura and Shigeru Nagase,
Chem. Commun., 2008, 6495
DOI: 10.1039/b815371j

Transmetallation reaction of ArSn(SiHMe2)3 (Ar = 2,6-bis(2,4,6-triisopropylphenyl)phenyl) with methyllithium in THF at room temperature gave the first trianion equivalent, trilithiostannane ArSnLi3.
Enantioselective synthesis of 2,6-dideoxy carbasugars based on a desymmetrizing hydroformylation–carbonyl ene cyclization process
Bernhard Breit and Aurélien Bigot,
Chem. Commun., 2008, 6498
DOI: 10.1039/b817786d
Enhanced HTML article available

A practical one-pot process provides straightforward access to both enantiomers of a cyclohexanediol; further divergent, selective and protecting group-free transformations furnish four 2,6-dideoxy carbasugars.
Heterofunctional polymers and core–shell nanoparticles via cascade aminolysis/Michael addition and alkyne–azide click reaction of RAFT polymers
Zesheng An, Wei Tang, Minghong Wu, Zheng Jiao and Galen D. Stucky,
Chem. Commun., 2008, 6501
DOI: 10.1039/b816578e

A convenient methodology involving cascade aminolysis/Michael addition and alkyne–azide click reaction was developed for polymers and polymeric core–shell nanoparticles, synthesized via RAFT-mediated homogeneous and heterogeneous polymerisation processes, respectively, to provide well-defined heterofunctional polymeric materials.
Photoinitiated polymerisation of monolithic stationary phases in polyimide coated capillaries using visible region LEDs
Zarah Walsh, Silvija Abele, Brian Lawless, Dominik Heger, Petr Klán, Michael C. Breadmore, Brett Paull and Mirek Macka,
Chem. Commun., 2008, 6504
DOI: 10.1039/b816958f
Enhanced HTML article available

Spatially controlled synthesis of methacrylate monoliths in polyimide coated capillaries is possible with polymerisation induced by red LEDs whose light can penetrate the coating.
Glycosylated asterisks are among the most potent low valency inducers of Concanavalin A aggregation
Mazen Sleiman, Annabelle Varrot, Jean-Manuel Raimundo, Marc Gingras and Peter G. Goekjian,
Chem. Commun., 2008, 6507
DOI: 10.1039/b814816c
Enhanced HTML article available

A new class of sulfurated and low-valent glycosylated asterisks with potential dual function as ligand and probe has some of the highest inhibition potencies of Con A-induced hemagglutination, by using a cross-linking mechanism. The enhancement is near the nanomolar concentrations with the
-D-mannose asterisk.
Dynamic structural conversion in a spin-crossover cobalt(II) compound with long alkyl chains
Shinya Hayami, Kazuhisa Murata, Daisuke Urakami, Yoshihiro Kojima, Motoko Akita and Katsuya Inoue,
Chem. Commun., 2008, 6510
DOI: 10.1039/b814415j

A cobalt(II) compound [Co(C14-terpy)2](BF4)2·MeOH (1) with long alkyl chains was prepared, and exhibited unique SCO at T1 = 50 K and spin transition at T2
= 206 K and T2
= 184 K with hysteresis (
T = 22 K) accompanying the motion of the long alkyl chains.
Formation of dodecaphenylporphodimethene via facile protonation of saddle-distorted dodecaphenylporphyrin
Takahiko Kojima, Kakeru Hanabusa, Kei Ohkubo, Motoo Shiro and Shunichi Fukuzumi,
Chem. Commun., 2008, 6513
DOI: 10.1039/b816063e

A saddle-distorted dodecaphenylporphyrin undergoes protonation followed by two-electron reduction by SnCl2 to give a roof-shaped dodecaphenylporphodimethene which exhibits reversible one-electron reduction and oxidation behaviour in benzonitrile to allow us to observe an ESR spectrum of
-cation radical in the course of electrochemical oxidation.
Facile synthesis of continuous Pt island networks and their electrochemical properties for methanol electrooxidation
Jitendra N. Tiwari, Fu-Ming Pan, Rajanish N . Tiwari and S.K . Nandi,
Chem. Commun., 2008, 6516
DOI: 10.1039/b813935k

2-D continuous Pt island networks were successfully synthesized by pulse-potentiostatic electrodeposition on the silicon substrate, which showed markedly enhanced catalytic activity toward methanol electrooxidation and high CO tolerance.
Noncovalent insertion of ferrocenes into the protein shell of apo-ferritin
Jochen Niemeyer, Satoshi Abe, Tatsuo Hikage, Takafumi Ueno, Gerhard Erker and Yoshihito Watanabe,
Chem. Commun., 2008, 6519
DOI: 10.1039/b813181c
Enhanced HTML article available

Apo-ferritin was used for the incorporation of functionalized ferrocene derivatives and the resulting composites were studied by means of single-crystal X-ray diffraction and electrochemical analysis, revealing a different incorporation behaviour of the ferrocenes governed by the functional group present.
Light harvesting antenna on an amyloid scaffold
Yan Liang, Peng Guo, Sai Venkatesh Pingali, Suzette Pabit, Pappannan Thiyagarajan, Keith M. Berland and David G. Lynn,
Chem. Commun., 2008, 6522
DOI: 10.1039/b814262a

A robust 2D pigment array has been self-assembled using a paracrystalline amyloid nanotube as scaffold and Förster energy transfer to a separately bound pigment along the nanotube surface has been demonstrated.
Rapid analysis of isotopically unmodified amino acids by high-resolution 14N-edited 1H–13C correlation NMR spectroscopy
Jean-Paul Amoureux, Qiang Wang, Bingwen Hu, Olivier Lafon, Julien Trébosc and Feng Deng,
Chem. Commun., 2008, 6525
DOI: 10.1039/b816362f

NMR analysis method of not-enriched bio-molecules with three 2D spectra: one 1H-14N and two 1H-13C with either all cross-peaks or only those of carbons close to a nitrogen atom.
Facile synthesis of carbon nanotube/natural bentonite composites as a stable catalyst for styrene synthesis
Ali Rinaldi, Jian Zhang, Jan Mizera, Frank Girgsdies, Ning Wang, Sharifah Bee Abd Hamid, Robert Schlögl and Dang Sheng Su,
Chem. Commun., 2008, 6528
DOI: 10.1039/b815335c

Iron rich-natural bentonite was used as catalyst and support simultaneously to economically produce multiwall-carbon nanotubes. The compacted body composite is a stable catalyst in the oxidative dehydrogenation of ethyl benzene to styrene at 400 °C.
Chromo-fluorogenic sensing of pyrophosphate in aqueous media using silica functionalised with binding and reactive units
Estela Climent, Rosa Casasús, Ma. Dolores Marcos, Ramón Martínez-Máñez, Félix Sancenón and Juan Soto,
Chem. Commun., 2008, 6531
DOI: 10.1039/b813199f

A new protocol for the design of chromo-fluorogenic sensing materials using functionalised silica supports is reported.
Controlled self-assembly of nucleotide–lanthanide complexes: specific formation of nanofibers from dimeric guanine nucleotides
Carole Aimé, Ryuhei Nishiyabu, Ryosuke Gondo, Kenji Kaneko and Nobuo Kimizuka,
Chem. Commun., 2008, 6534
DOI: 10.1039/b815779k

Dimeric guanine nucleotides adopt a unique pincer-like structure in aqueous solution. In the presence of lanthanides, this conformation and guanine properties induce the formation of nanofibers exhibiting specific coordination environment, luminescence and morphology.
Electrodeposited nickel hydroxide on nickel foam with ultrahigh capacitance
Guang-Wu Yang, Cai-Ling Xu and Hu-Lin Li,
Chem. Commun., 2008, 6537
DOI: 10.1039/b815647f

Electrodeposited Ni(OH)2 on nickel foam with porous and 3D nanostructures has ultrahigh capacitance in the potential range -0.05–0.45 V, and a maximum specific capacitance as high as 3152 F g-1 can be achieved in 3% KOH solution at a charge/discharge current density of 4 A g-1.
Two-photon absorption and polymerization ability of intramolecular energy transfer based photoinitiating systems
Ming Jin, Jean-Pierre Malval, Davy-Louis Versace, Fabrice Morlet-Savary, Hélène Chaumeil, Albert Defoin, Xavier Allonas and Jean-Pierre Fouassier,
Chem. Commun., 2008, 6540
DOI: 10.1039/b808457b

A two-photon photoinitiator has been developed based on camphorquinone subunits associated with a 2,7-bisaminofluorene core. Through a Förster-type energy transfer, the two-photon excitation of the donor moiety leads to the activation of the camphorquinone groups with 95% efficiency.
3-Pyridineboronic acid
boroxine
pentadecanuclear boron cage
3D molecular network: a sequence based on two levels of self-complementary self-assembly
Domingo Salazar-Mendoza, Jorge Guerrero-Alvarez and Herbert Höpfl,
Chem. Commun., 2008, 6543
DOI: 10.1039/b814918f
Enhanced HTML article available

A pentadecanuclear boroxine-cage has been generated through a single-component self-assembly process, and serves as a twofold concave–convex self-complementary tecton for the assembly of a complex 3D molecular network.
Parallel alignment of water and aryl rings—crystallographic and theoretical evidence for the interaction
Bojana D. Ostoji
, Goran V. Janji
and Sne
ana D. Zari
,
Chem. Commun., 2008, 6546
DOI: 10.1039/b812925h

An analysis of crystal structures from the Cambridge Structural Database (CSD) together with ab initio calculations revealed parallel alignments between water molecules and C6-aryl rings.
Copolymers of styrene and gold nanoparticles
Xiwen Zhang, Li Liu, Jia Tian, Jian Zhang and Hanying Zhao,
Chem. Commun., 2008, 6549
DOI: 10.1039/b815778b

Stoichiometrically functionalized AuNPs as building units in polymerization reaction is described; the obtained copolymers, comprised of AuNPs and polystyrene, behave differently in various solvents, micellar structures with PS cores and AuNPs corona are obtained in water.
Preparation of nano-structured crystalline tungsten(VI) oxide and enhanced photocatalytic activity for decomposition of organic compounds under visible light irradiation
Masahiro Sadakane, Keisuke Sasaki, Hironobu Kunioku, Bunsho Ohtani, Wataru Ueda and Ryu Abe,
Chem. Commun., 2008, 6552
DOI: 10.1039/b815214d

3-D ordered macroporous WO3 materials show outstanding photocatalytic activity for organic compound degradation under visible light after Pt loading.
One-pot synthesis of nanotube-based hierarchical copper silicate hollow spheres
Yongqiang Wang, Guozhong Wang, Hongqiang Wang, Weiping Cai and Lide Zhang,
Chem. Commun., 2008, 6555
DOI: 10.1039/b816751f

A new type of hierarchical structure, copper silicate hollow spheres assembled by nanotubes, was synthesized via a simple one-pot route by using silica colloidal spheres as chemical template.
Formation of a stannylstannylene via intramolecular carbene addition of a transient stannaacetylene (RSn
CR
)
Wataru Setaka, Katsuyuki Hirai, Hideo Tomioka, Kenkichi Sakamoto and Mitsuo Kira,
Chem. Commun., 2008, 6558
DOI: 10.1039/b814801e

A transient stannaacetylene generated photochemically afforded an unusual isolable stannylstannylene via the carbene addition to an intramolecular benzene ring as expected from the carbene-stannylene nature of the stannaacetylene.
Mercury or silver atoms bridging trinuclear titanium imido–nitrido systems
Avelino Martín, Noelia Martínez-Espada, Miguel Mena, Marta E. G. Mosquera, Adrián Pérez-Redondo and Carlos Yélamos,
Chem. Commun., 2008, 6561
DOI: 10.1039/b814982h

Unprecedented polynuclear nitrido complexes containing [M2Ti2N4] (M = Hg, Ag) eight-membered rings in a chair conformation have been prepared and structurally characterized.
Selectivity control in enantioselective four-component reactions of aryl diazoacetates with alcohols, aldehydes and amines: an efficient approach to synthesizing chiral
-amino-
-hydroxyesters
Xinfang Xu, Jing Zhou, Liping Yang and Wenhao Hu,
Chem. Commun., 2008, 6564
DOI: 10.1039/b816104f
Enhanced HTML article available

-Amino-
-hydroxyl acid derivatives are produced in a single step with excellent control of chemo-, diastereo- and enantioselectivity.
Morphological changes in the self-assembly of a radial oligo-phenylene ethynylene amphiphilic system
Gustavo Fernández, Fátima García and Luis Sánchez,
Chem. Commun., 2008, 6567
DOI: 10.1039/b818378c
Enhanced HTML article available

Varying polarity of the solvent leads to the formation of vesicles, planar networks or rod-like objects by the spontaneous self-assembly of a simple C3-radial oligophenylene ethynylene amphiphile.
Disulfide-cross-linked PEG-poly(amino acid)s copolymer micelles for glutathione-mediated intracellular drug delivery
Ahn Na Koo, Hong Jae Lee, Sung Eun Kim, Jeong Ho Chang, Chiyoung Park, Chulhee Kim, Jae Hyung Park and Sang Cheon Lee,
Chem. Commun., 2008, 6570
DOI: 10.1039/b815918a

Biocompatible, cell-permeable shell cross-linked polymer micelles bearing glutathione-cleavable shell cross-links have been developed for highly effective intracellular delivery of an anticancer drug.
Trimacrocyclic arylamine and its polycationic states
Akihiro Ito, Yuko Yamagishi, Koji Fukui, Syuuzi Inoue, Yasukazu Hirao, Ko Furukawa, Tatsuhisa Kato and Kazuyoshi Tanaka,
Chem. Commun., 2008, 6573
DOI: 10.1039/b816311a

A novel trimacrocyclic arylamine was found to be accessible to the different spin-states by consecutive electrochemical or chemical oxidation.
Aqueous dispersions of TCNQ-anion-stabilized graphene sheets
Rui Hao, Wen Qian, Luhui Zhang and Yanglong Hou,
Chem. Commun., 2008, 6576
DOI: 10.1039/b816971c

Aqueous dispersed graphene was successfully prepared via using 7,7,8,8-tetracyanoquinodimethane (TCNQ) anion as a stabilizer and expanded graphite as a starting material, which could provide a facile route to produce high quality water-soluble and organic solvent-soluble graphene sheets for various applications.
Amplified fluorescence determination of microRNAs in homogeneous solution with cationic conjugated polymers
Yali Zhang, Zhengping Li and Yongqiang Cheng,
Chem. Commun., 2008, 6579
DOI: 10.1039/b816614e

FRET from a cationic conjugated polymer to the miRNA-primed extension products has been designed as a homogeneous and label-free platform for miRNA determination with high sensitivity and selectivity.
An approach to biodegradable star polymeric architectures using disulfide coupling
Jingquan Liu, Huiyun Liu, Zhongfan Jia, Volga Bulmus and Thomas P. Davis,
Chem. Commun., 2008, 6582
DOI: 10.1039/b817037a
Enhanced HTML article available

The straightforward synthesis of biodegradable star polymers via both in situ polymerization from a trifunctional RAFT agent and post-polymerization conjugation of pyridyldisulfide-ended linear polymers to a trithiol precursor is described.
Ordered mesoporous carbons as highly active catalysts for hydrogen production by CH4 decomposition
David P. Serrano, Juan Ángel Botas, Patricia Pizarro, Rut Guil-López and Gema Gómez,
Chem. Commun., 2008, 6585
DOI: 10.1039/b811800k

Ordered mesoporous carbons have been applied, for the first time, as catalysts for hydrogen production via methane decomposition, exhibiting much higher and more stable activity than traditional carbonaceous catalysts.
6,7-Dimethyllumazine as a potential ligand for selective recognition of adenine opposite an abasic site in DNA duplexes
Zhiqiang Ye, Burki Rajendar, Dai Qing, Seiichi Nishizawa and Norio Teramae,
Chem. Commun., 2008, 6588
DOI: 10.1039/b816876h
Enhanced HTML article available

6,7-Dimethyllumazine more selectively binds to adenine opposite the abasic site in DNA duplexes than the other three nucleobases with a dissociation constant Kd of ca. 1.0
M, compared to the parent molecule, lumazine.
Pyridine-based lanthanide complexes: towards bimodal agents operating as near infrared luminescent and MRI reporters
Laurent Pellegatti, Jian Zhang, Bohuslav Drahos, Sandrine Villette, Franck Suzenet, Gérald Guillaumet, Stéphane Petoud and Éva Tóth,
Chem. Commun., 2008, 6591
DOI: 10.1039/b817343e
Enhanced HTML article available

A versatile ligand scaffold is reported for Ln3+ complexation where MRI and luminescence requirements are simultaneously satisfied.
Synthesis and utilization of perylene-based n-type small molecules in light-emitting electrochemical cells
Zachary B. Hill, Deanna B. Rodovsky, Janelle M. Leger and Glenn P. Bartholomew,
Chem. Commun., 2008, 6594
DOI: 10.1039/b814913e

The utilization of a perylene derivative in an LEC device shows the ability of LECs to support n-type materials as the emissive component. This extends the use of organic emissive materials beyond the commonly used PPV derivatives.
Coordination of aminoborane, NH2BH2, dictates selectivity and extent of H2 release in metal-catalysed ammonia borane dehydrogenation
Vincent Pons, R. Tom Baker, Nathaniel K. Szymczak, David J. Heldebrant, John C. Linehan, Myrna H. Matus, Daniel J. Grant and David A. Dixon,
Chem. Commun., 2008, 6597
DOI: 10.1039/b809190k

In situ11B NMR monitoring, computational modeling, and external trapping studies show that ejection of reactive aminoborane, NH2BH2, from the metal center is key to maximizing H2 yield.
Kinetics of base stacking-aided DNA hybridization
Bi-feng Yuan, Xing-ying Zhuang, Yu-hua Hao and Zheng Tan,
Chem. Commun., 2008, 6600
DOI: 10.1039/b812929k
Enhanced HTML article available

The association and dissociation rate constants (ka and kd) of DNA hybridizations involving dual, single or no stacking with different base-pairing sizes were measured, which reveals the advantage of stacking hybridization in both the kinetic and steady state.
Phosphine-catalyzed disulfide metathesis
Rémi Caraballo, Martin Rahm, Pornrapee Vongvilai, Tore Brinck and Olof Ramström,
Chem. Commun., 2008, 6603
DOI: 10.1039/b815710c

The reaction between disulfides and phosphines generates a reversible disulfide metathesis process in organic solvents at mild conditions. The catalytic process was used as a powerful tool for dynamic system generation.
Internally referenced analysis of charge-transfer reactions in a new ferrocenyl bithiophenic conducting polymer through cyclic voltammetry
Chuang Peng, Xiaohang Zhou, George Z. Chen, Fabrice Moggia, Frédéric Fages, Hugues Brisset and Jean Roncali,
Chem. Commun., 2008, 6606
DOI: 10.1039/b817101g

Charge transfer to each monomer unit in conducting polymers can be reliably determined by incorporation of ferrocene as an internal reference.
Back matter
Chem. Commun., 2008, 6609
DOI: 10.1039/b819970c
Back cover
Chem. Commun., 2008, 6615
DOI: 10.1039/b819973f
