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The Ambivalent Nature of Halogenated Tropone Derivatives: Dihalocycloheptatriene vs. Halotropylium Halide

Articles from Wiley - 4 agosto, 2017 - 00:00

 Dihalocycloheptatriene vs. Halotropylium Halide

Computational and crystallographic studies of the C7H6X2 (X = Cl, Br) system shed light on its ambivalent structure: In the solid state, the compounds exist as ionic halotropylium halides, whereas in solution, there is a highly dynamic equilibrium between different covalent isomers via their ionic form.

[Communication]
Christian Jandl, David C. Mayer, Alexander Pöthig
Eur. J. Org. Chem., August 04, 2017, https://doi.org/10.1002/ejoc.201700692 Read article

Stannylated Vinylic Addition Polynorbornene: Probing a Reagent for Friendly Tin-Mediated Radical Processes

Articles from Wiley - 4 agosto, 2017 - 00:00

 Probing a Reagent for Friendly Tin‐Mediated Radical Processes

Easy and efficient separation of byproducts can be carried out in tin-mediated radical reactions by using stannyl reagents anchored to vinylic addition polynorbornene (VA-PNB). Advantageously, the stannyl polymers can be reused.

[Full Paper]
Rodrigo García-Loma, Ana C. Albéniz
Eur. J. Org. Chem., August 04, 2017, https://doi.org/10.1002/ejoc.201700670 Read article

Passerini/Tsuji–Trost Strategy towards Pyrrole Derivatives

Articles from Wiley - 4 agosto, 2017 - 00:00

Passerini/Tsuji–Trost Strategy towards Pyrrole Derivatives

[Communication]
Noisette Narboni, Laurent El Kaim
Eur. J. Org. Chem., August 04, 2017, https://doi.org/10.1002/ejoc.201700653 Read article

Synthesis of Chiral Aziridines from Glycals: Application in the Synthesis of a Piperidine–Azepine Fused Derivative

Articles from Wiley - 4 agosto, 2017 - 00:00

 Application in the Synthesis of a Piperidine–Azepine Fused Derivative

Vicinal chloroamines derived from glycals have been converted into the corresponding chiral aziridines. One of the aziridines was converted into a piperidine–azepine fused derivative.

[Full Paper]
Rima Thakur, Girish K. Rawal, Yashwant D. Vankar
Eur. J. Org. Chem., August 04, 2017, https://doi.org/10.1002/ejoc.201700624 Read article

Synthesis and Rearrangement of Cage [4.3.2]Propellanes that Contain a Spiro Linkage

Articles from Wiley - 4 agosto, 2017 - 00:00

Synthesis and Rearrangement of Cage [4.3.2]Propellanes that Contain a Spiro Linkage

Rearranged cage ketones have been prepared in eight linear synthetic steps from 2,5-dimethoxybenzaldehyde without the use of protecting groups. The Diels–Alder reaction, [2+2]photocycloaddition, and Lewis acid promoted rearrangement with BF3·OEt2 were the key steps. This rearrangement approach opens up a new synthetic strategy to prepare interesting and unusual cage molecules.

[Full Paper]
Sambasivarao Kotha, Subba Rao Cheekatla, Binita Mandal
Eur. J. Org. Chem., August 04, 2017, https://doi.org/10.1002/ejoc.201700617 Read article

Fluoroarene Complexes with Small Bite Angle Bisphosphines: Routes to Amine–Borane and Aminoborylene Complexes

Articles from Wiley - 4 agosto, 2017 - 00:00

 Routes to Amine–Borane and Aminoborylene Complexes

Synthesis of a Rh–trifluoroarene complex allows access to a bridging borylene complex by an amine–borane dehydrogenation/B–H activation.

[Full Paper]
Annie L. Colebatch, Alasdair I. McKay, Nicholas A. Beattie, Stuart A. Macgregor, Andrew S. Weller
Eur. J. Inorg. Chem., August 04, 2017, https://doi.org/10.1002/ejic.201700600 Read article

Self-Assembled Dendritic Pt Nanostructure with High-Index Facets as Highly Active and Durable Electrocatalyst for Oxygen Reduction

Articles from Wiley - 4 agosto, 2017 - 00:00

Self‐Assembled Dendritic Pt Nanostructure with High‐Index Facets as Highly Active and Durable Electrocatalyst for Oxygen Reduction

The Inside Cover picture shows a graphical representation of the oxygen reduction reaction on self-assembled dendritic Pt nanoparticles in proton-exchange membrane fuel cells. The Pt nanodendrite catalyst exhibits high catalytic activity and durability owing to the formation of well-organized dendritic structures with plenty of reactive interfaces and the coexistence of low- and high-index facets on the particles. More details can be found in the Full Paper by Jang et al. (DOI: 10.1002/cssc.201700852).

[Cover Picture]
Youngjin Jang, Kwang-Hyun Choi, Dong Young Chung, Ji Eun Lee, Namgee Jung, Yung-Eun Sung
ChemSusChem, August 04, 2017, https://doi.org/10.1002/cssc.201701338 Read article

Evaluating Dihydroazulene/Vinylheptafulvene Photoswitches for Solar Energy Storage Applications

Articles from Wiley - 4 agosto, 2017 - 00:00

Evaluating Dihydroazulene/Vinylheptafulvene Photoswitches for Solar Energy Storage Applications

The Cover picture shows an implementation of molecular solar thermal energy storage (MOST) technology on a large scale. It illustrates how the yellow-colored dihydroazulene (DHA) is converted into red-colored vinylheptafulvene (VHF) upon irradiation. The robust nature of this system was demonstrated through multiple energy storage-and-release cycles. As a potential candidate for the MOST concept, the photoswitch was evaluated both under simulated sunlight conditions as well as under natural outdoor conditions, demonstrating a possible avenue for future lab-to-site transfer. More details can be found in the Full Paper by Wang et al. (DOI: 10.1002/cssc.201700679).

[Cover Picture]
Zhihang Wang, Jonas Udmark, Karl Börjesson, Rita Rodrigues, Anna Roffey, Maria Abrahamsson, Mogens Brøndsted Nielsen, Kasper Moth-Poulsen
ChemSusChem, August 04, 2017, https://doi.org/10.1002/cssc.201701336 Read article

Vinylation of Aryl Ether (Lignin β-O-4 Linkage) and Epoxides with Calcium Carbide through C−O Bond Cleavage

Articles from Wiley - 4 agosto, 2017 - 00:00

Vinylation of Aryl Ether (Lignin β‐O‐4 Linkage) and Epoxides with Calcium Carbide through C−O Bond Cleavage

Valued vinyl: A mild and transition-metal-free protocol for the vinylation of epoxides and aryl-ether linkage (β-O-4 lignin model compound) with calcium carbide through C−O bond cleavage is proposed, forming valuable vinyl ether products.

[Communication]
Siew Ping Teong, Jenny Lim, Yugen Zhang
ChemSusChem, August 04, 2017, https://doi.org/10.1002/cssc.201701153 Read article

One-Step Cationic Grafting of 4-Hydroxy-TEMPO and its Application in a Hybrid Redox Flow Battery with a Crosslinked PBI Membrane

Articles from Wiley - 4 agosto, 2017 - 00:00

One‐Step Cationic Grafting of 4‐Hydroxy‐TEMPO and its Application in a Hybrid Redox Flow Battery with a Crosslinked PBI Membrane

Grafting and crosslinking: Through cationic grafting of a redox active nitroxyl radical and crosslinking an anionexchange PBI (polybenzimidazole) membrane, we improve the cycling properties of a hybrid flow battery utilizing low-cost components (organic active compound, zinc, anion-exchange membrane).

[Communication]
Zhenjun Chang, Dirk Henkensmeier, Ruiyong Chen
ChemSusChem, August 04, 2017, https://doi.org/10.1002/cssc.201701060 Read article

Molecular Self-Assembly Fabrication and Carrier Dynamics of Stable and Efficient CH<sub>3</sub>NH<sub>3</sub>Pb<sub>(1−<i>x</i>)</sub>Sn<sub><i>x</i></sub>I<sub>3</sub> Perovskite Solar Cells

Articles from Wiley - 4 agosto, 2017 - 00:00

Molecular Self‐Assembly Fabrication and Carrier Dynamics of Stable and Efficient CH3NH3Pb(1−x)SnxI3 Perovskite Solar Cells

Toward lead-free: We employ a molecular self-assembly approach to obtain a series CH3NH3Pb(1−x)SnxI3 (0≤x≤1) perovskite with high stability and efficiency. The reasons that limit its further efficiency improvement are provided by means of studying the carrier dynamics in the device.

[Full Paper]
Jiandong Fan, Chong Liu, Hongliang Li, Cuiling Zhang, Wenzhe Li, Yaohua Mai
ChemSusChem, August 04, 2017, https://doi.org/10.1002/cssc.201700880 Read article

To Avoid Chasing Incorrect Chemical Structures of Chiral Compounds: Raman Optical Activity and Vibrational Circular Dichroism Spectroscopies

Articles from Wiley - 4 agosto, 2017 - 00:00

 Raman Optical Activity and Vibrational Circular Dichroism Spectroscopies

Get it right! A new and convenient approach that involves analysing the spectral similarity overlap of experimental Raman optical activity (ROA) and vibrational circular dichroism (VCD) spectra with those predicted using advanced quantum chemical methods can be used to distinguish between the correct and incorrect chemical structures of chiral compounds.

[Article]
Prasad L. Polavarapu, Cody L. Covington, Vijay Raghavan
ChemPhysChem, August 04, 2017, https://doi.org/10.1002/cphc.201700764 Read article

Molecular Mechanism of Swing Effect in Zeolitic Imidazolate Framework ZIF-8: Continuous Deformation upon Adsorption

Articles from Wiley - 4 agosto, 2017 - 00:00

 Continuous Deformation upon Adsorption

The flexibility of zeolitic imidazolate framework ZIF-8 and its “swing” effect are investigated by first-principles molecular dynamics.

[Article]
François-Xavier Coudert
ChemPhysChem, August 04, 2017, https://doi.org/10.1002/cphc.201700463 Read article

Sulfonylureas as Concomitant Insulin Secretagogues and NLRP3 Inflammasome Inhibitors

Articles from Wiley - 4 agosto, 2017 - 00:00

Sulfonylureas as Concomitant Insulin Secretagogues and NLRP3 Inflammasome Inhibitors

Pattern recognition: Hybridisation of the potent NLRP3 inhibitor MCC950 with antidiabetic sulfonylureas has created dual mode of action compounds which concomitantly inhibit NLRP3 and stimulate insulin secretion. These hybrids are interesting tool compounds for studying the role of inflammation in type 2 diabetes, promising therapeutics and highlight the ability to functionalise MCC950 with other bioactive motifs to create small-molecule chimeras.

[Full Paper]
James R. Hill, Rebecca C. Coll, Nancy Sue, Janet C. Reid, Jennifer Dou, Caroline L. Holley, Ruby Pelingon, Joshua B. Dickinson, Trevor J. Biden, Kate Schroder, Matthew A. Cooper, Avril A. B. Robertson
ChemMedChem, August 04, 2017, https://doi.org/10.1002/cmdc.201700270 Read article

MnCl<sub>2</sub>-Catalyzed C−H Alkylations with Alkyl Halides

Articles from Wiley - 4 agosto, 2017 - 00:00

MnCl2‐Catalyzed C−H Alkylations with Alkyl Halides

No P: Sustainable MnCl2 enabled challenging C−H alkylations under phosphine-free conditions with ample scope through rate-determining C−H metalation, also enabling manganese-catalyzed oxidative C−H methylations.

[Communication]
Weiping Liu, Gianpiero Cera, João C. A. Oliveira, Zhigao Shen, Lutz Ackermann
Chem. Eur. J., August 04, 2017, https://doi.org/10.1002/chem.201703191 Read article

Towards Catalytic Ammonia Oxidation to Dinitrogen: A Synthetic Cycle by Using a Simple Manganese Complex

Articles from Wiley - 4 agosto, 2017 - 00:00

 A Synthetic Cycle by Using a Simple Manganese Complex

Store that H2! Oxidation of a simple (salen)Mn≡N resulted in the 6e− nitride coupling reaction, central to NH3 oxidation to N2. A complete synthetic cycle was established with implications for catalytic NH3 oxidation for H2-storage applications. An unusual mixed-valent MnV/MnIII species was also isolated and characterized (see scheme).

[Communication]
Megan Keener, Madeline Peterson, Raúl Hernández Sánchez, Victoria F. Oswald, Guang Wu, Gabriel Ménard
Chem. Eur. J., August 04, 2017, https://doi.org/10.1002/chem.201703153 Read article

Corrigendum: Photoinduced DNA Interstrand Cross-Link Formation by Naphthalene Boronates via a Carbocation

Articles from Wiley - 4 agosto, 2017 - 00:00

[Corrigendum]
Yibin Wang, Zechao Lin, Heli Fan, Xiaohua Peng
Chem. Eur. J., August 04, 2017, https://doi.org/10.1002/chem.201703003 Read article

Two Enabling Strategies for the Stereoselective Conversion of Internal Alkynes into Trisubstituted Alkenes

Articles from Wiley - 4 agosto, 2017 - 00:00

Two Enabling Strategies for the Stereoselective Conversion of Internal Alkynes into Trisubstituted Alkenes

Your choice: A sequence of ruthenium-catalyzed trans-hydrometalation followed by copper-mediated C-alkylation of the resulting alkenylsilane or stannane products opens a concise entry into trisubstituted alkenes; most notably, the 2-methylbut-2-en-1-ol motif present in countless natural products is well accessible. The key reactive intermediates are formed in situ either by Brook rearrangement or by phosphinate-assisted transmetalation.

[Full Paper]
Nikolas Huwyler, Karin Radkowski, Stephan M. Rummelt, Alois Fürstner
Chem. Eur. J., August 04, 2017, https://doi.org/10.1002/chem.201702470 Read article

Cobalt-Catalyzed <i>ortho</i>-C−H Functionalization/Alkyne Annulation of Benzylamine Derivatives: Access to Dihydroisoquinolines

Articles from Wiley - 4 agosto, 2017 - 00:00

Cobalt‐Catalyzed ortho‐C−H Functionalization/Alkyne Annulation of Benzylamine Derivatives: Access to Dihydroisoquinolines

Molecular O2 as the sole oxidant and simple Co(OAc)2 as precatalyst are key features of a practical procedure for the C−H alkenylation/annulation of benzylamine derivatives with both internal and terminal alkynes, thereby enabling the access to dihydroisoquinolines, including chiral, non-racemic derivatives. Valuable insights about the reaction mechanism and presumed Co-species involved in the catalytic cycle are provided.

[Full Paper]
Ángel Manu Martínez, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Chem. Eur. J., August 04, 2017, https://doi.org/10.1002/chem.201702283 Read article

Topotactic Synthesis of Porous Cobalt Ferrite Platelets from a Layered Double Hydroxide Precursor and Their Application in Oxidation Catalysis

Articles from Wiley - 4 agosto, 2017 - 00:00

Topotactic Synthesis of Porous Cobalt Ferrite Platelets from a Layered Double Hydroxide Precursor and Their Application in Oxidation Catalysis

Topotactic: Porous, crystalline, mosaic platelets of the cobalt ferrite spinel, CoFe2O4, were synthesized by thermal decomposition of a layered double hydroxide precursor. Interesting chemical properties were observed compared to commercial spinel, and were demonstrated by 2-propanol oxidation catalysis and oxygen evolution reaction catalysis.

[Communication]
Klaus Friedel Ortega, Sven Anke, Soma Salamon, Fatih Özcan, Justus Heese, Corina Andronescu, Joachim Landers, Heiko Wende, Wolfgang Schuhmann, Martin Muhler, Thomas Lunkenbein, Malte Behrens
Chem. Eur. J., August 04, 2017, https://doi.org/10.1002/chem.201702248 Read article

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