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Contents list for Chemical Communications, issue 30, 2008

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Front cover
Chem. Commun., 2008, 3453
DOI: 10.1039/b811476p

front cover image for Chemical Communications, Issue 30, 2008

Inside front cover
Chem. Commun., 2008, 3454
DOI: 10.1039/b811477n

Contents and Chemical Technology
Chem. Commun., 2008, 3455
DOI: 10.1039/b811478c

Feature Articles

Catalytic DNA (deoxyribozymes) for synthetic applications—current abilities and future prospects
Scott K. Silverman,  Chem. Commun., 2008, 3467
DOI: 10.1039/b807292m

graphical abstract image (ID: b807292m)

Deoxyribozymes (DNA enzymes) have great potential for catalyzing synthetic reactions in which the high selectivities of enzymes are advantageous relative to traditional small-molecule catalysts. Although the scope of DNA-catalyzed synthesis is currently limited in most cases to oligonucleotide substrates, recent efforts have begun to expand this frontier in promising new directions.

RAFT polymerization: an avenue to functional polymeric micelles for drug delivery
Martina Heide Stenzel,  Chem. Commun., 2008, 3486
DOI: 10.1039/b805464a
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RAFT (reversible addition fragmentation chain transfer) polymerization was explored as a tool to prepare amphiphilic block copolymers for the preparation of polymeric micelles. The RAFT process was demonstrated as a versatile tool to incorporate biocompatible or bioactive moieties such as carbohydrates and proteins, but it can also be employed to further crosslink micelles.

Communications

Synthetic chaperones: nanoparticle-mediated refolding of thermally denatured proteins
Mrinmoy De and Vincent M. Rotello,  Chem. Commun., 2008, 3504
DOI: 10.1039/b805242e
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Thermally denatured chymotrypsin, lysozyme and papain are substantially refolded towards their native conformation by gold nanoparticle bearing dicarboxylate sidechains.

Dunking doughnuts into cells—selective cellular translocation and in vivo analysis of polymeric micro-doughnuts
Lois Alexander, Kevin Dhaliwal, John Simpson and Mark Bradley,  Chem. Commun., 2008, 3507
DOI: 10.1039/b805323e

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Highly uniform micron-sized polymeric doughnuts are prepared by dispersion polymerization using a solvent combination approach. Their cellular uptake is demonstrated and found to be highly selective, in vitro and in vivo.

Automated synthesis of lipomannan backbone (1-6) oligomannoside via glycosyl phosphates: glycosyl tricyclic orthoesters revisited
Xinyu Liu, Reiko Wada, Siwarutt Boonyarattanakalin, Bastien Castagner and Peter H. Seeberger,  Chem. Commun., 2008, 3510
DOI: 10.1039/b804069a
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Glycosyl tricyclic orthoesters provide a versatile basis for the efficient generation of glycosyl phosphates, which are used in the automated synthesis of lipomannan backbone (1-6) hexa-mannoside.

Lawsone: a novel reagent for the detection of latent fingermarks on paper surfaces
Renee Jelly, Simon W. Lewis, Chris Lennard, Kieran F. Lim and Joseph Almog,  Chem. Commun., 2008, 3513
DOI: 10.1039/b808424f
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Latent fingermarks on paper surfaces can be treated with lawsone (2-hydroxy-1,4-naphthoquinone), a compound found in henna extract, to reveal purple-brown impressions that exhibit room temperature photoluminescence.

Post-modification of poly(pentafluorostyrene): a versatile click method to create well-defined multifunctional graft copolymers
Christina Ott, Richard Hoogenboom and Ulrich S. Schubert,  Chem. Commun., 2008, 3516
DOI: 10.1039/b807152g

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A versatile post-modification method of poly(pentafluorostyrene) is described which allows the design of well-defined multifunctional graft copolymers due to the selective replacement of the para-fluorine groups.

Truncated Cinchona alkaloids as catalysts in enantioselective monobenzoylation of meso-1,2-diols
E. Peter Kündig, Alvaro Enriquez Garcia, Thierry Lomberget, Pablo Perez Garcia and Patrick Romanens,  Chem. Commun., 2008, 3519
DOI: 10.1039/b808268e
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Readily obtained chiral diamines efficiently catalyse the desymmetrisation of meso-diols by benzoyl transfer.

Conversion of nitrosobenzenes to isoxazolidines: an efficient cascade process utilizing reactive nitrone intermediates
Jun Yong Kang, Alejandro Bugarin and Brian T. Connell,  Chem. Commun., 2008, 3522
DOI: 10.1039/b806374e
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Reactive nitrones can be generated directly in situ by an unusual reaction of nitrosobenzene with styrene.

Toward the discovery of potent inhibitors of botulinum neurotoxin A: development of a robust LC MS based assay operational from low to subnanomolar enzyme concentrations
Kateina apková, Mark S. Hixon, Laura A. McAllister and Kim D. Janda,  Chem. Commun., 2008, 3525
DOI: 10.1039/b808305c
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The development of a sensitive assay for the analysis of BoNT/A inhibitors and the kinetic characterization of a new potent protease inhibitor is described.

Tandem multi-step synthesis of C-carboxyazlactones promoted by N-heterocyclic carbenes
Craig D. Campbell, Nicolas Duguet, Katherine A. Gallagher, Jennifer E. Thomson, Anita G. Lindsay, AnnMarie C. ODonoghue and Andrew D. Smith,  Chem. Commun., 2008, 3528
DOI: 10.1039/b806816j
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Cascade reaction sequences incorporating NHC-based organocatalysis allow the direct preparation of (±)-4-carboxyazlactones from N-p-anisoyl amino acids.

Efficient and chemoselective reduction of carbonyl compounds with supported gold catalysts under transfer hydrogenation conditions
Fang-Zheng Su, Lin He, Ji Ni, Yong Cao, He-Yong He and Kang-Nian Fan,  Chem. Commun., 2008, 3531
DOI: 10.1039/b807608a
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A new heterogeneous catalytic transfer hydrogenation (CTH) system, consisting of a supported Au catalyst along with 2-propanol, was proven to be effective for chemoselective reduction of a wide range of aromatic ketones and aldehydes.

Palladium-catalysed biscyclisation of allenic bromoalkenes through a zipper-mode cascade
Akinori Okano, Tsuyoshi Mizutani, Shinya Oishi, Tetsuaki Tanaka, Hiroaki Ohno and Nobutaka Fujii,  Chem. Commun., 2008, 3534
DOI: 10.1039/b805845h
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Treatment of allenic bromoalkenes bearing a nucleophilic moiety with a catalytic amount of palladium(0) in the presence of TBAF or Cs2CO3 in MeCN affords bicyclic heterocycles in good to high yields, through zipper-mode cascade cyclisation.

Formation of titanacyclobutenes with a spiro-bonded cyclopropane
Tomohiro Shono, Takehiro Nagasawa, Akira Tsubouchi, Keiichi Noguchi and Takeshi Takeda,  Chem. Commun., 2008, 3537
DOI: 10.1039/b804930k
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The reaction of titanium cyclopropylidene complexes, prepared by the reductive titanation of 7,7-dichlorobicyclo[4.1.0]heptanes, with alkynes produced air and moisture stable titanacyclobutenes with a spiro-bonded cyclopropane.

High-quality hydrogen from the catalyzed decomposition of formic acid by Pd–Au/C and Pd–Ag/C
Xiaochun Zhou, Yunjie Huang, Wei Xing, Changpeng Liu, Jianhui Liao and Tianhong Lu,  Chem. Commun., 2008, 3540
DOI: 10.1039/b803661f

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Ag and Au were found to be very effective in retaining Pd activity during the decomposition of formic acid.

Electrochemically active, anti-biofouling polymer adlayers on indium-tin-oxide electrodes
Eun Jeong Kim, Hee-Young Shin, Sangjin Park, Daekyung Sung, Sangyong Jon, Srinivasa-Gopalan Sampathkumar, Kevin J. Yarema, Sung-Yool Choi and Kyuwon Kim,  Chem. Commun., 2008, 3543
DOI: 10.1039/b804816a
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The authors report the synthesis and application of an electrochemically active, anti-biofouling polymer.

An anion receptor with NH and OH groups for hydrogen bonds
Jungjae Ju, Mira Park, Jae-min Suk, Myoung Soo Lah and Kyu-Sung Jeong,  Chem. Commun., 2008, 3546
DOI: 10.1039/b804284e

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An anion receptor bearing both NH and OH groups strongly binds anions by multiple hydrogen bonds.

Stereocontrolled synthesis of fully functionalized D-glucosamine monosaccharides via a domino nitro-Michael/Henry reaction
Alexander Adibekian, Mattie S. M. Timmer, Pierre Stallforth, Jimmy van Rijn, Daniel B. Werz and Peter H. Seeberger,  Chem. Commun., 2008, 3549
DOI: 10.1039/b805159c
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A diastereoselective domino nitro-Michael/Henry reaction involving a -hydroxy aldehyde and a nitroalkene provides direct access to fully functionalized D-glucosamine monosaccharides.

Convenient method for the rapid generation of highly active and enantioselective yttrium catalysts for asymmetric hydroamination
Jérôme Hannedouche, Isabelle Aillaud, Jacqueline Collin, Emmanuelle Schulz and Alexander Trifonov,  Chem. Commun., 2008, 3552
DOI: 10.1039/b804745f
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The in situ combination of YCl3(thf)3.5, ligand (R)- L1 and n-BuLi in a 1 : 1 : 4 ratio is found to rapidly provide an efficient chiral catalyst for asymmetric hydroamination of alkenes.

The iron centre of the cluster-free hydrogenase (Hmd): low-spin Fe(II) or low-spin Fe(0)?
Xiufeng Wang, Zhimei Li, Xirui Zeng, Qiuyan Luo, David J. Evans, Christopher J. Pickett and Xiaoming Liu,  Chem. Commun., 2008, 3555
DOI: 10.1039/b805262j

graphical abstract image (ID: b805262j)

Infrared as well as Mössbauer spectroscopic data analyses for monoiron complexes with {Fe(cis-CO)2} core and the iron-sulfur cluster-free hydrogenase (Hmd) suggest that the iron centre of the enzyme is low-spin Fe(II).

Hydrogen bonding-assisted tautomerization of pyridine moieties in the coordination sphere of an Ir(I) complex
Guoyong Song, Yongxin Li, Shanshan Chen and Xingwei Li,  Chem. Commun., 2008, 3558
DOI: 10.1039/b804931a

graphical abstract image (ID: b804931a)

Hydrogen-bonding assisted and Ir(I)-induced pyridine to carbene tautomerization in 2,3-bipyridyls has been successfully achieved.

Convergent total syntheses of fluvibactin and vibriobactin using molybdenum(VI) oxide-catalyzed dehydrative cyclization as a key step
Akira Sakakura, Shuhei Umemura and Kazuaki Ishihara,  Chem. Commun., 2008, 3561
DOI: 10.1039/b805880f
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Total syntheses of fluvibactin and vibriobactin via dehydrative cyclization, ester–amide transformation, and dehydrative amide formation.

A green process for coupling manganese oxides with titanium(IV) dioxide
Nanae Nishimura, Jyunya Tanikawa, Masashi Fujii, Tetsuro Kawahara, Juichi Ino, Tomoki Akita, Takayoshi Fujino and Hiroaki Tada,  Chem. Commun., 2008, 3564
DOI: 10.1039/b803989e

graphical abstract image (ID: b803989e)

MnO2 nanoparticle-loaded TiO2 prepared by a simple green process capable of removing harmful MnO4- ions from water exhibits (photo)catalytic activities for two kinds of test reactions, liquid-phase H2O2 decomposition and gas-phase CH3CHO decomposition, significantly higher than those of TiO2.

The effect of 2-fluorine substitutions on DNA i-motif conformation and stability
Clare P. Fenna, Victoria J. Wilkinson, John R. P. Arnold, Richard Cosstick and Julie Fisher,  Chem. Commun., 2008, 3567
DOI: 10.1039/b804833a
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The i-motif d(TCCCCC) is stabilised by the inclusion of a 2-fluoro-deoxycytidine residue. 19F NMR solvent isotope-induced shifts support the notion of the importance of sugar–sugar contacts in stabilising i-motifs.

Synthesis and characterization of 1D Co/CoFe2O4 composites with tunable morphologies
Lijun Zhao, Hongjie Zhang, Liang Zhou, Yan Xing, Shuyan Song and Yongqian Lei,  Chem. Commun., 2008, 3570
DOI: 10.1039/b805029e

graphical abstract image (ID: b805029e)

Co/CoFe2O4 nanobelts are prepared by a facile solvothermal route without any inert gas protection. PVP and OH- ions act as shape controllers in the synthesis process. Films of these nanobelts show abnormal IV characteristics. The Co/CoFe2O4 nanobelts may be very attractive for potential applications because of their outstanding magnetic properties and unique electrical properties.

The structure of a thiadiazole-containing expanded heteroazaporphyrinoid determined by gas electron diffraction and density functional theory calculations
Alexander V. Zakharov, Sergey A. Shlykov, Natalia V. Bumbina, Elena A. Danilova, Alexander V. Krasnov, Mikhail K. Islyaikin and Georgy V. Girichev,  Chem. Commun., 2008, 3573
DOI: 10.1039/b804308f

graphical abstract image (ID: b804308f)

The molecular structure of a thiadiazole-containing expanded heteroazaporphyrinoid has been characterised by a synchronous gas electron diffraction and mass spectrometric experiment and density functional theory calculations.

The importance of solvent reorganisation in the effect of an ionic liquid on a unimolecular substitution process
Hon Man Yau, Susan A. Barnes, James M. Hook, Tristan G. A. Youngs, Anna K. Croft and Jason B. Harper,  Chem. Commun., 2008, 3576
DOI: 10.1039/b805255g
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An enthalpic benefit and an entropic cost to the rate of a unimolecular substitution process are observed on moving from a molecular solvent to an ionic liquid.

SCKs as nanoparticle carriers of doxorubicin: investigation of core composition on the loading, release and cytotoxicity profiles
Andreas M. Nyström, Zhiqiang Xu, Jinqi Xu, Sara Taylor, Thalia Nittis, Sheila A. Stewart, Jeffrey Leonard and Karen L. Wooley,  Chem. Commun., 2008, 3579
DOI: 10.1039/b805428b

graphical abstract image (ID: b805428b)

The thermal characteristics of the core domain within shell crosslinked block copolymer micelles were tuned to mediate the rate of release of doxorubicin.

Back matter
Chem. Commun., 2008, 3582
DOI: 10.1039/b811479j

Back cover
Chem. Commun., 2008, 3583
DOI: 10.1039/b811480n