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18 January 2010
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Green Chemistry News Archive
Contents list for Green Chemistry, issue 2, 2010
Front cover
Green Chem., 2010, 12, 181
DOI: 10.1039/c001636p

Inside front cover
Green Chem., 2010, 12, 182
DOI: 10.1039/c001637n
Contents
Green Chem., 2010, 12, 183
DOI: 10.1039/c001638c
Communications
Silver triflate-catalysed synthesis of
-lactones from fatty acids
Lukas J. Gooßen, Dominik M. Ohlmann and Markus Dierker,
Green Chem., 2010, 12, 197
DOI: 10.1039/b916853b

An efficient catalytic tandem isomerization–lactonization protocol allows the direct preparation of
-lactones from unsaturated fatty acids.
Synthesis of a novel multi –SO3H functionalized ionic liquid and its catalytic activities for biodiesel synthesis
Xuezheng Liang and Jianguo Yang,
Green Chem., 2010, 12, 201
DOI: 10.1039/b922966n

A novel multi –SO3H functionalized strong Brønsted acidic ionic liquid has been prepared for the synthesis of biodiesel from rapeseed oil and methanol.
A green process for the oxidative lactonization of 1,2-benzenedimethanol by tungstic acid with aqueous H2O2
Quan-Jing Zhu, Wei-Lin Dai and Kang-Nian Fan,
Green Chem., 2010, 12, 205
DOI: 10.1039/b921334a

A new economic and green route to synthesize phthalide with high purity and good yield from 1,2-benzenedimethanol with a H2O2–tungstic acid catalytic system under organic solvent-free conditions is presented.
Making kinetic and thermodynamic enolates via solvent-free high speed ball milling
Daniel C. Waddell, Indre Thiel, Tammara D. Clark, S. Tyler Marcum and James Mack,
Green Chem., 2010, 12, 209
DOI: 10.1039/b922108p

An investigation of the ability to selectively form products arising from a kinetic or a thermodynamic enolate under solvent-free high speed ball milling conditions.
Platinum-nanoparticle-loaded bismuth oxide: an efficient plasmonic photocatalyst active under visible light
Renhong Li, Wenxing Chen, Hisayoshi Kobayashi and Chunxia Ma,
Green Chem., 2010, 12, 212
DOI: 10.1039/b917233e

Employing a commercial semiconductor with a positive conduction band level, we investigated a new plasmonic photocatalyst, Pt/Bi2O3, with high photocatalytic activity for decomposition of environmental organic pollutants under visible light.
Synthesis of tetraketones in water and under catalyst-free conditions
Jian-Jun Yu, Li-Min Wang, Jin-Qian Liu, Feng-Lou Guo, Ying Liu and Ning Jiao,
Green Chem., 2010, 12, 216
DOI: 10.1039/b913816a

A greener improvement to the synthesis of tetraketones by the Knoevenagel condensation and Michael addition between aldehydes and cyclic-1,3-diketones was achieved using water as the solvent without catalyst.
Synthesis of platinum nanoparticles using cellulosic reducing agents
Karima Benaissi, Lee Johnson, Darren A. Walsh and Wim Thielemans,
Green Chem., 2010, 12, 220
DOI: 10.1039/b913218j

The synthesis of platinum nanoparticle/cellulose nanocomposites using nanocrystalline cellulose from cotton in a water/supercritical carbon dioxide biphasic solvent system is described.
Dual-bed catalyst system for C–C coupling of biomass-derived oxygenated hydrocarbons to fuel-grade compounds
Elif I. Gürbüz, Edward L. Kunkes and James A. Dumesic,
Green Chem., 2010, 12, 223
DOI: 10.1039/b920369a

Biomass-derived carbohydrates can be converted in a cascade system to fuel-grade alkanes having minimal branching, desirable for Diesel fuel. The overall process is streamlined by implementing a dual-bed catalyst system integrating two C–C coupling processes (ketonization and aldol condensation/hydrogenation) to upgrade light mono-functional species to higher molecular weight ketones.
Papers
Highly selective hydrogenation of aromatic chloronitro compounds to aromatic chloroamines with ionic-liquid-like copolymer stabilized platinum nanocatalysts in ionic liquids
Xiao Yuan, Ning Yan, Chaoxian Xiao, Changning Li, Zhaofu Fei, Zhipeng Cai, Yuan Kou and Paul J. Dyson,
Green Chem., 2010, 12, 228
DOI: 10.1039/b915299g

The hydrogenation of 2,4-dichloro-3-nitrophenol to 4-dichloro-3-aminophenol may be achieved without the formation of dehalogenation by-products, using a Pt-based nanoparticle catalyst immobilized in a functionalized ionic liquid; the system can be recycled without depreciation in activity or selectivity.
Access to a primary aminosporopollenin solid support from plant spores
Sylvain Barrier, Andreas Löbbert, Alia J. Boasman, Andrew N. Boa, Mark Lorch, Stephen L. Atkin and Grahame Mackenzie,
Green Chem., 2010, 12, 234
DOI: 10.1039/b913215e

Sporopollenin was converted into a primary amine form via a primary amide form, and the amine groups were further reacted.
Screening of new solvents for artemisinin extraction process using ab initio methodology
Alexei A. Lapkin, Martina Peters, Lasse Greiner, Smain Chemat, Kai Leonhard, Marcel A. Liauw and Walter Leitner,
Green Chem., 2010, 12, 241
DOI: 10.1039/b922001a

A calibrated COSMO-RS method gives much improved correlation with experimental data. A number of new solvents were identified for bio-extraction processes.
Environmentally benign metal-free decarboxylative aldol and Mannich reactions
Jérôme Baudoux, Pierre Lefebvre, Rémi Legay, Marie-Claire Lasne and Jacques Rouden,
Green Chem., 2010, 12, 252
DOI: 10.1039/b915681j

Malonic acid half esters were used as the equivalent of ester carbanions for the practical one-step synthesis of
-hydroxy and
-amino esters from aryl aldehydes and arylimines via decarboxylative aldol and Mannich type reactions. Two mechanisms were unveiled depending on the substitution of the malonyl substrate.
Liquid phase oxidation of p-xylene to terephthalic acid at medium-high temperatures: multiple benefits of CO2-expanded liquids
Xiaobin Zuo, Fenghui Niu, Kirk Snavely, Bala Subramaniam and Daryle H. Busch,
Green Chem., 2010, 12, 260
DOI: 10.1039/b920262e

Compared with conventional Mid-Century process conditions, p-xylene oxidation in a CO2-expanded reaction medium affords not only higher yield and purity of terephthalic acid, but also significantly less destructive conversion of solvent and product into CO and CO2.
Effects of anionic structure and lithium salts addition on the dissolution of cellulose in 1-butyl-3-methylimidazolium-based ionic liquid solvent systems
Airong Xu, Jianji Wang and Huiyong Wang,
Green Chem., 2010, 12, 268
DOI: 10.1039/b916882f

The anion structure of ILs and lithium salts added to the [C4mim][CH3COO] are found to significantly affect the solubility of the cellulose.
Ligand-free iron/copper cocatalyzed N-arylations of aryl halides with amines under microwave irradiation
Diliang Guo, He Huang, Yu Zhou, Jinyi Xu, Hualiang Jiang, Kaixian Chen and Hong Liu,
Green Chem., 2010, 12, 276
DOI: 10.1039/b917010c

Ligand-free iron/copper cocatalyzed cross-coupling reactions of aryl halides with amines were carried out efficiently, which display broad substrate scope, and are convenient, rapid, low-cost and environmentally friendly.
Direct synthesis of hydrogen peroxide in methanol and water using scCO2 and N2 as diluents
Teresa Moreno, Juan García-Serna and María José Cocero,
Green Chem., 2010, 12, 282
DOI: 10.1039/b916788a

Hydrogen peroxide, H2O2, can be produced by direct synthesis over a commercial Pd/C catalyst using H2O as solvent and CO2 or N2 as diluents. This is a breakthrough in H2O2 synthesis as it avoids the use of organic solvents.
Hydrogenolysis of glycerol over a highly active CuO/ZnO catalyst prepared by an oxalate gel method: influence of solvent and reaction temperature on catalyst deactivation
Arne Bienholz, Frederick Schwab and Peter Claus,
Green Chem., 2010, 12, 290
DOI: 10.1039/b914523k

A CuO/ZnO catalyst prepared by the oxalate gel method reveals a much higher activity in the hydrogenolysis of pure glycerol to 1,2-propanediol compared to a CuO/ZnO catalyst derived from a conventional coprecipitation method.
Hierarchical macroporous–mesoporous SBA-15 sulfonic acid catalysts for biodiesel synthesis
Jérémy Dhainaut, Jean-Philippe Dacquin, Adam F. Lee and Karen Wilson,
Green Chem., 2010, 12, 296
DOI: 10.1039/b919341c

Hierarchical macroporous–mesoporous SBA-15 sulfonic acid silicas have been synthesised via dual-templating routes employing liquid crystalline surfactants and polystyrene beads.
Fischer indole synthesis in water: simple, efficient preparation of naltrindole, naltriben and analogs
Romain A. Duval and John R. Lever,
Green Chem., 2010, 12, 304
DOI: 10.1039/b920864j

Mildly acidic aqueous conditions proved suitable for Fischer syntheses of naltriben, naltrindole and naltrindole analogs. Products were obtained by simple filtration in good to excellent yields and with high purities in the majority of cases.
Continuous heterogeneous catalytic oxidation of primary and secondary alcohols in scCO2
Adrian O. Chapman, Geoffrey R. Akien, Nicholas J. Arrowsmith, Peter Licence and Martyn Poliakoff,
Green Chem., 2010, 12, 310
DOI: 10.1039/b913434d

Several secondary alcohols and 1-octanol were oxidised selectively with O2 in continuous flow in supercritical CO2 with, for the first time, the mass balance data for different reactor configurations.
Moringa stenopetala seed oil as a potential feedstock for biodiesel production in Ethiopia
Andinet Ejigu, Araya Asfaw, Nigist Asfaw and Peter Licence,
Green Chem., 2010, 12, 316
DOI: 10.1039/b916500b

Oil recovered from the crushed seeds of the tree Moringa stenopetala are evaluated as a sustainable feedstock for biodiesel production in Ethiopia.
Direct conversion of glucose to 5-(hydroxymethyl)furfural in ionic liquids with lanthanide catalysts
Tim Ståhlberg, Mathilde Grau Sørensen and Anders Riisager,
Green Chem., 2010, 12, 321
DOI: 10.1039/b916354a

The conversion of glucose to 5-(hydroxymethyl)furfural (HMF) in alkylimidazolium-based ionic liquids together with lanthanide catalysts is speeded up by the higher hydrophobicity of the imidazolium cation.
A straightforward synthesis of unsymmetrical secondary phosphine boranes
Christelle Petit, Alain Favre-Réguillon, Gérard Mignani and Marc Lemaire,
Green Chem., 2010, 12, 326
DOI: 10.1039/b920324a

An efficient and versatile one-pot synthesis of unsymmetrical secondary phosphine oxides has been developed using protic ionic liquids. The latter could be quantitatively reduced under mild conditions.
Microreactor with mesoporous silica support layer for lipase catalyzed enantioselective transesterification
Sho Kataoka, Yasutaka Takeuchi, Atsuhiro Harada, Mitsuhiko Yamada and Akira Endo,
Green Chem., 2010, 12, 331
DOI: 10.1039/b917374a

Lipase PS was immobilized in mesoporous silica thin films inside a microreactor for use in the enantioselective transesterification of vinyl acetate with (±)-1-phenylethanol.
Ionic liquid tolerant hyperthermophilic cellulases for biomass pretreatment and hydrolysis
Supratim Datta, Bradley Holmes, Joshua I. Park, Zhiwei Chen, Dean C. Dibble, Masood Hadi, Harvey W. Blanch, Blake A. Simmons and Rajat Sapra,
Green Chem., 2010, 12, 338
DOI: 10.1039/b916564a

Cellulases from hyperthermophilic bacteria (black filled) and archaea (horizontal red line) show significant tolerance to 15% (v/v) ionic liquid, [C2mim][OAc] (where [C2mim] = 1-ethyl-3-methylimidazolium), compared to T. viride cellulase (cross).
Ionic liquids based on imidazolium tetrafluoroborate for the removal of aromatic sulfur-containing compounds from hydrocarbon mixtures
Marya Nefedieva, Olga Lebedeva, Dmitry Kultin, Leonid Kustov, Svetlana Borisenkova and Vladimir Krasovskiy,
Green Chem., 2010, 12, 346
DOI: 10.1039/b916789g

The redox reactions of BT and DBT to form new products led to decrease in concetration of these substances in ILs.
Back matter
Green Chem., 2010, 12, 350
DOI: 10.1039/c001653p
Back cover
Green Chem., 2010, 12, 351
DOI: 10.1039/c001639j




