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Contents list for Chemical Communications, issue 1, 2010
Front cover
Chem. Commun., 2010, 46, 1
DOI: 10.1039/b924670n
Inside front cover
Chem. Commun., 2010, 46, 2
DOI: 10.1039/b924672j
Contents
Chem. Commun., 2010, 46, 3
DOI: 10.1039/b924673h
Editorial
Building on success: ChemComm– the next generation
Chem. Commun., 2010, 46, 17
DOI: 10.1039/b923948k
Happy New Year and welcome to the first issue of ChemComm for 2010. In this Editorial we reflect on an excellent 2009 and look forward to the future and further exciting developments for both ChemComm and RSC Publishing.
Feature Articles
Advances in chemical ligation strategies for the synthesis of glycopeptides and glycoproteins
Richard J. Payne and Chi-Huey Wong,
Chem. Commun., 2010, 46, 21
DOI: 10.1039/b913845e
A number of recent advances in the chemical synthesis of glycopeptides and glycoproteins are described, with particular focus on the development of peptide ligation strategies and their implementation in the convergent assembly of complex glycopeptides. Recent applications in the synthesis of full length homogeneous glycoproteins are also highlighted.
Gas storage in porous metal–organic frameworks for clean energy applications
Shengqian Ma and Hong-Cai Zhou,
Chem. Commun., 2010, 46, 44
DOI: 10.1039/b916295j
Depletion of fossil oil deposits and the escalating threat of global warming have put clean energy research on the urgent agenda. In this feature article, we provide an overview of the current status of clean energy applications of porous MOFs, including hydrogen storage, methane storage and carbon dioxide capture.
Mechanically interlocked and switchable molecules at surfaces
Jason J. Davis, Grzegorz A. Orlowski, Habibur Rahman and Paul D. Beer,
Chem. Commun., 2010, 46, 54
DOI: 10.1039/b915122b
This feature article summarises the developments made in the surface assembly and characterisation of mechanically interlocked molecules, including recent progress in exploiting templating methods to interlock molecular systems on surfaces.
Communications
Reductive dissolution of Fe3O4 facilitated by the Au domain of an Fe3O4/Au hybrid nanocrystal: formation of a nanorattle structure composed of a hollow porous silica nanoshell and entrapped Au nanocrystal
Kyung Min Yeo, Jongmin Shin and In Su Lee,
Chem. Commun., 2010, 46, 64
DOI: 10.1039/b915240g
The Fe3O4 grain of a Fe3O4/Au hybrid nanocrystal encapsulated in a silica nanosphere was rapidly and exclusively dissolved through a reductive process facilitated by the attached Au grain, resulting in the formation of a nanorattle structure with utility as a nanoreactor.
Self-association based on orthogonal C
O
CO interactions in the solid and liquid state
Christoph Fäh, Leo A. Hardegger, Marc-Olivier Ebert, W. Bernd Schweizer and François Diederich,
Chem. Commun., 2010, 46, 67
DOI: 10.1039/b912721f
Inspired by X-ray crystallographic data, the first investigation of bimolecular self-assembly, directed predominantly by orthogonal dipolar COCO interactions, was conducted in apolar solvents. Geometries of the formed dimers and their association strength were elucidated by 1H NMR spectroscopy.
Synthesis of functionalized maoecrystal V core structures
K. C. Nicolaou, Lin Dong, Lujiang Deng, Adam C. Talbot and David Y.-K. Chen,
Chem. Commun., 2010, 46, 70
DOI: 10.1039/b917045f
Enhanced HTML article available
Advanced model systems of the cytotoxic agent maoecrystal V were constructed through a strategy involving intramolecular Diels–Alder reactions and either an intramolecular carbene-mediated cyclopropanation/fragmentation, or a PIFA-mediated dearomatization followed by a triple alkylation.
Highly dispersible, superparamagnetic magnetite nanoflowers for magnetic resonance imaging
Fengqin Hu, Keith W. MacRenaris, Emily A. Waters, Elise A. Schultz-Sikma, Amanda L. Eckermann and Thomas J. Meade,
Chem. Commun., 2010, 46, 73
DOI: 10.1039/b916562b
Highly dispersible, superparamagnetic Fe3O4 nanoflowers as high-performance MRI contrast agents have been synthesized via a one-pot reaction process. The nanoflowers have high transverse relaxivity, excellent stability in serum and tolerate a range of pH (3–11).
Bioluminescent nanosensors for protease detection based upon gold nanoparticle–luciferase conjugates
Young-Pil Kim, Weston L. Daniel, Zuyong Xia, Hexin Xie, Chad A. Mirkin and Jianghong Rao,
Chem. Commun., 2010, 46, 76
DOI: 10.1039/b915612g
This communication reports the first demonstration of quenching of bioluminescent emission from luciferase by gold nanoparticles, and the design of a bioluminescent gold nanosensor for sensing protease activity.
Decarbonylation of ethanol to methane, carbon monoxide and hydrogen by a [PNP]Ir complex
Jonathan G. Melnick, Alexander T. Radosevich, Dino Villagrán and Daniel G. Nocera,
Chem. Commun., 2010, 46, 79
DOI: 10.1039/b914083b
Ethanol decarbonylation by the putative pincer complex [PNPPri]Ir(I) (PNPPri = [N{2-P(CHMe2)2-4-MeC6H3}2]–) furnishes trans-[PNPPri]Ir(H)(Me)(CO), which undergoes photochemical reductive elimination of methane.
Conformational polymorphism facilitates assignment of trans and cis-conformers of an 
-substituted oligothiophene via IR spectroscopy
Anatoliy N. Sokolov, Joseph C. Sumrak and Leonard R. MacGillivray,
Chem. Commun., 2010, 46, 82
DOI: 10.1039/b915609g
Conformational polymorphs of an organic semiconductor oligothiophene provide a means to distinguish conformational differences via solid-state IR spectroscopy.
Single and double substrate insertion into the TiN bonds of terminal titanium hydrazides
Pei-Jen Tiong, A. Daniel Schofield, Jonathan D. Selby, Ainara Nova, Eric Clot and Philip Mountford,
Chem. Commun., 2010, 46, 85
DOI: 10.1039/b920090h
The first MN bond insertion reactions of any transition metal hydrazide complex are reported.
Formation of tetrameric water clusters driven by a cavitand template
Chiara Massera, Monica Melegari, Franco Ugozzoli and Enrico Dalcanale,
Chem. Commun., 2010, 46, 88
DOI: 10.1039/b917931c
Molding water clusters: an innovative approach to the generation of tetrameric water clusters in the solid state by using the tetraphosphonate cavitand template is reported. The specific H-bond interaction pattern induced by the host via its rigidly preorganized four PO acceptor groups leads to the exclusive formation of a water tetramer.
Thioether S-ligation in a side-on 
-
2:2-peroxodicopper(II) complex
Ga Young Park, Yunho Lee, Dong-Heon Lee, Julia S. Woertink, Amy A. Narducci Sarjeant, Edward I. Solomon and Kenneth D. Karlin,
Chem. Commun., 2010, 46, 91
DOI: 10.1039/b918616f
[(ANS)CuI(CH3CN)]+ ( 1A), with N2Sthioether ANS ligand, reacts with O2 giving a side-on peroxodicopper(II) species [{(ANS)CuII}2(-2:2-O22-)]2+ ( 1P), 
O–O = 731 cm-1. 1P is shown to possess S-thioether ligation, following chemical–spectroscopic comparisons with analogues having all N-ligands or a –S(Ph) group. The finding is a rare occurrence and new for side-on O22- binding.
Enzyme logic gate associated with a single responsive microparticle: scaling biocomputing to microsize systems
Valeriya Bychkova, Alexey Shvarev, Jian Zhou, Marcos Pita and Evgeny Katz,
Chem. Commun., 2010, 46, 94
DOI: 10.1039/b917611j Enhanced HTML article available
Optical transduction of pH signals generated in situ by an enzyme logic gate was achieved with the use of a single optode microparticle.
Aza-dibenzocyclooctynes for fast and efficient enzyme PEGylation via copper-free (3+2) cycloaddition
Marjoke F. Debets, Sander S. van Berkel, Sanne Schoffelen, Floris P. J. T. Rutjes, Jan C. M. van Hest and Floris L. van Delft,
Chem. Commun., 2010, 46, 97
DOI: 10.1039/b917797c Enhanced HTML article available
Using a newly developed aza-dibenzocyclooctyne, obtained via a high yielding synthetic route, fast and efficient PEGylation of enzymes through a strain-promoted (3+2) cycloaddition reaction was achieved.
Subtleties in asymmetric catalyst structure: the resolution of a 6-phospha-2,4,8-trioxa-adamantane and its applications in asymmetric hydrogenation catalysis
Jonathan Hopewell, Piotr Jankowski, Claire L. McMullin, A. Guy Orpen and Paul G. Pringle,
Chem. Commun., 2010, 46, 100
DOI: 10.1039/b916359j
Resolution of a C1-symmetric phospha-adamantane which has the diamondoid structure shown has been achieved and, surprisingly, its Rh complex is a selective asymmetric hydrogenation catalyst.
Multimodal cell imaging by ruthenium polypyridyl labelled cell penetrating peptides
Lynda Cosgrave, Marc Devocelle, Robert J. Forster and Tia E. Keyes,
Chem. Commun., 2010, 46, 103
DOI: 10.1039/b918611e
The capacity of ruthenium polypyridyl complexes as probes for combined confocal luminescence and resonance Raman imaging, enabled by their large Stokes shift, is demonstrated for a novel membrane sensitive Ru(II) polypyridyl peptide.
Protein nanopatterning and release from gold nano-cavity arrays
Colm T. Mallon, Bincy Jose, Robert J. Forster and Tia E. Keyes,
Chem. Commun., 2010, 46, 106
DOI: 10.1039/b919352a
Selective chemical modification of a gold nano-cavity array is achieved via nanoscale templating to create fibrinogen patterned cavities with a polyethylene glycol modified top surface; application of a reducing potential to the array readily releases the protein from the cavities.
ssPNA templated assembly of oligo(p-phenylenevinylene)s
Pim G. A. Janssen, Nico Meeuwenoord, Gijs van der Marel, Sara Jabbari-Farouji, Paul van der Schoot, Mathieu Surin, 
eljko Tomovi
, E. W. Meijer and Albertus P. H. J. Schenning,
Chem. Commun., 2010, 46, 109
DOI: 10.1039/b913307k
A single-stranded oligothymine peptide nucleic acid (PNA) was used as a template for the assembly of a chiral oligo(p-phenylenevinylene) diaminotriazine derivative in organic media revealing size controlled nanostructures.
Molecular tectonics: tubular crystals with controllable channel size and orientation
Mei-Jin Lin, Abdelaziz Jouaiti, David Pocic, Nathalie Kyritsakas, Jean-Marc Planeix and Mir Wais Hosseini,
Chem. Commun., 2010, 46, 112
DOI: 10.1039/b915665h
Crystals offering controllable tubular channels with imposed size and orientation may be generated by combining a ZnSiF6 pillar as an infinite tecton and flexible bismonodentate organic tectons of different length.
Molecular tectonics: from 1-D interwoven racemic chains to quadruple-stranded helices
Mei-Jin Lin, Abdelaziz Jouaiti, Nathalie Kyritsakas and Mir Wais Hosseini,
Chem. Commun., 2010, 46, 115
DOI: 10.1039/b916249f Enhanced HTML article available
The pyridine bearing racemic 1,1
-spirobi(indane) scaffold leads to quadruple-stranded helical architectures in the presence of HgCl2.
Facile scalable synthesis of magnetite nanocrystals embedded in carbon matrix as superior anode materials for lithium-ion batteries
Yuanzhe Piao, Hyun Sik Kim, Yung-Eun Sung and Taeghwan Hyeon,
Chem. Commun., 2010, 46, 118
DOI: 10.1039/b920037a
A simple and scalable process was developed for the synthesis of highly crystalline magnetite nanocrystals embedded in a carbon matrix; the resulting nanocomposite showed a very high specific capacity of 863 mA hg-1 in the initial cycle and high capacity retention of 90% after 30 cycles.
Shell crosslinked nanoparticles carrying silver antimicrobials as therapeutics
Yali Li, Khadijah Hindi, Kristin M. Watts, Jane B. Taylor, Ke Zhang, Zicheng Li, David A. Hunstad, Carolyn L. Cannon, Wiley J. Youngs and Karen L. Wooley,
Chem. Commun., 2010, 46, 121
DOI: 10.1039/b916559b
Amphiphilic polymer nanoparticles loaded with silver cations or/and N-heterocyclic carbene–silver complexes were assessed as antimicrobial agents against Gram-negative pathogens Escherichia coli and Pseudomonas aeruginosa.
Hydrophobic chromophore cargo in micellar structures: a different strategy to sensitize lanthanide cations
Célia S. Bonnet, Laurent Pellegatti, Frédéric Buron, Chad M. Shade, Sandrine Villette, Vojt
ch Kubí
ek, Gérald Guillaumet, Franck Suzenet, Stéphane Petoud and Éva Tóth,
Chem. Commun., 2010, 46, 124
DOI: 10.1039/b918881a
2,3-Naphthalimide is incorporated as a chromophore into a micellar assembly formed by an amphiphilic lanthanide chelate. The sensitizer to lanthanide energy transfer occurs between the two moieties without covalent linkage.
Synthesis and photophysical properties of a hydrogen-bonded phthalocyanine–perylenediimide assembly
Wolfgang Seitz, Ángel J. Jiménez, Esther Carbonell, Bruno Grimm, M. Salomé Rodríguez-Morgade, Dirk M. Guldi and Tomás Torres,
Chem. Commun., 2010, 46, 127
DOI: 10.1039/b921363e
A supramolecular Pc–PDI donor–acceptor array has been assembled by means of hydrogen bonding interactions using a melamine/perylenediimide motif. Photoexcitation of the PDI component affords transduction of singlet excited state energy to the energetically lower lying Pc.
Synthesis of 3-hydroxyoxindoles by Pd-catalysed intramolecular nucleophilic addition of aryl halides to -ketoamides
Yi-Xia Jia, Dmitry Katayev and E. Peter Kündig,
Chem. Commun., 2010, 46, 130
DOI: 10.1039/b917958e
Pd/PtBu3-catalysed intramolecular nucleophilic addition of aryl halides to -ketoamides in the presence of nBuOH and base has been realized with high yields, providing a new, direct, and efficient synthetic strategy to obtain 3-hydroxyoxindoles.
Dioxygen mediated hydroacylation of vinyl sulfonates and sulfones on water
Vijay Chudasama, Richard J. Fitzmaurice, Jenna M. Ahern and Stephen Caddick,
Chem. Commun., 2010, 46, 133
DOI: 10.1039/b914563j Enhanced HTML article available
We report a mild, facile method for the preparation of 1,4-keto-sulfonates and sulfones on water.
A short, unsupported Cu(I)Cu(I) interaction, 2.65 Å, in a dinuclear guanidine chloride complex
Gina M. Chiarella, Doris Y. Melgarejo, Alex Rozanski, Pierre Hempte, Lisa M. Perez, Christian Reber and John P. Fackler Jr.,
Chem. Commun., 2010, 46, 136
DOI: 10.1039/b918912b
The reaction of copper(I) chloride in THF with the guanidinate ligand Hhpp leads to the formation of a product with a short, unsupported Cu(I)–Cu(I) interaction of 2.65 Å.
An enzymatic route to 5-deoxy-5-[18F]fluoro-D-ribose, a [18F]-fluorinated sugar for PET imaging
Mayca Onega, Juozas Domarkas, Hai Deng, Lutz F. Schweiger, Timothy A. D. Smith, Andrew E. Welch, Christophe Plisson, Antony D. Gee and David O
Hagan,
Chem. Commun., 2010, 46, 139
DOI: 10.1039/b919364b
An efficient two-step biotransformation utilising the fluorinase enzyme has been developed for the synthesis of [18F]-5-fluoro-5-deoxyribose.
Polynitramino compounds outperform PETN
Young-Hyuk Joo and Jeanne M. Shreeve,
Chem. Commun., 2010, 46, 142
DOI: 10.1039/b916909a
New polynitramino compounds were synthesized and fully characterized using IR and multinuclear (1H, 13C, 15N) NMR spectroscopy, and elemental analysis as well as single-crystal X-ray diffraction.
Enhanced acyl radical formation in the Au nanoparticle-catalysed aldehyde oxidation
Marco Conte, Hiroyuki Miyamura, Sh
Kobayashi and Victor Chechik,
Chem. Commun., 2010, 46, 145
DOI: 10.1039/b918200d Enhanced HTML article available
EPR spectroscopy and spin-trapping experiments showed that polymer-encapsulated Au nanoparticles promote aldehyde oxidation via a radical pathway by initiating formation of acyl radicals.
Recycle of tin thiolate compounds relevant to ammonia–borane regeneration
Andrew D. Sutton, Benjamin L. Davis, Koyel X. Bhattacharyya, Bobby D. Ellis, John C. Gordon and Philip P. Power,
Chem. Commun., 2010, 46, 148
DOI: 10.1039/b919383a
The use of benzenedithiol as a digestant for ammonia–borane spent fuel has been shown to result in tin thiolate compounds which we demonstrate can be recycled, yielding Bu3SnH and ortho-benzenedithiol for reintroduction to the ammonia–borane regeneration scheme.
Pd-catalyzed cascade carbopalladation-annulation reaction of 3-(2-iodobenzyl)-indoles into fused 6/5/7/6- and 6/5/5/6- heterocyclic systems
Natalia Chernyak, David Tilly, Zhou Li and Vladimir Gevorgyan,
Chem. Commun., 2010, 46, 150
DOI: 10.1039/b919991h
Polycyclic indole structures, possessing fused seven-membered rings were efficiently synthesized via the Pd-catalyzed intramolecular carbopalladation-annulation of 3-(2-iodobenzyl)-indoles with alkynes.
Total synthesis of largamide H
Shuo Liang, Zhengshuang Xu and Tao Ye,
Chem. Commun., 2010, 46, 153
DOI: 10.1039/b921000h
The first total synthesis of largamide H has been completed, utilising the oxidative elimination reaction of enantiomerically pure 2-amino-3-(phenylselenyl)butanoic acid residues to stereospecifically install both (Z)-and (E)-2,3-dehydro-2-aminobutanoic moieties.
Highly enantioselective hydrogenation of -aryl-
-substituted acrylic acids catalyzed by Ir-SpinPHOX
Yi Zhang, Zhaobin Han, Fuying Li, Kuiling Ding and Ao Zhang,
Chem. Commun., 2010, 46, 156
DOI: 10.1039/b919902k
The enantioselective hydrogenation of a series of challenging substrates, -aryl--substituted acrylic acids, was realized with high efficiency and enantioselectivity (up to 96%) under the catalysis of Ir(I) complex of Spiro-based P,N ligand, SpinPHOX.
Ortho-C–H borylation of benzoate esters with bis(pinacolato)diboron catalyzed by iridium–phosphine complexes
Tatsuo Ishiyama, Hironori Isou, Takao Kikuchi and Norio Miyaura,
Chem. Commun., 2010, 46, 159
DOI: 10.1039/b910298a
Iridium complexes generated from [Ir(OMe)(COD)]2 and tris[3,5-bis(trifluoromethyl)phenyl]phosphine efficiently catalyzed the ortho-C–H borylation of benzoate esters with bis(pinacolato)diboron in octane at 80 °C to produce the corresponding arylboronates in high yields.
Back matter
Chem. Commun., 2010, 46, 162
DOI: 10.1039/b924675b
Back cover
Chem. Commun., 2010, 46, 163
DOI: 10.1039/b924676m
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