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Articles from Wiley

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The latest chemistry from ChemPubSoc Europe and Wiley-VCH
Aggiornato: 7 settimane 5 giorni fa

Frontispiece: Chemical Non-Innocence of an Aliphatic PNP Pincer Ligand

3 gennaio, 2017 - 00:00

 Chemical Non‐Innocence of an Aliphatic PNP Pincer Ligand

C−H Activation C−H bond homolysis by hydrogen atom transfer (HAT) usually requires strong oxidants, such as high-valent metal–oxo compounds. Herein, a nickel(II) complex with an aliphatic PNP pincer ligand that exhibits ligand-centered protonation and oxidation reactions, which were examined by spectroscopic, electrochemical, crystallographic, and computational analyses is presented. Oxidation enables clean HAT from benzylic hydrocarbons, such as 9,10-dihydroanthracene, to a ligand backbone vinyl group, which is attributed to the pincer chemical non-innocence. For more details, see the Communication by S. Schneider et al. on page 33 ff.

[Frontispiece]
Felix Schneck, Markus Finger, Moniek Tromp, Sven Schneider
Chem. Eur. J., January 03, 2017, DOI: 10.1002/chem.201780163. Read article

Frontispiece: Regiodivergent Catalysis: A Powerful Tool for Selective Catalysis

3 gennaio, 2017 - 00:00

 A Powerful Tool for Selective Catalysis

The Power of Regioselectivity A new concept for efficient access to structural and functional diversity is described. Regiodivergent catalysis provides attractive branching points for diversity oriented synthesis, highly efficient transformations for target oriented synthesis, and parallel resolutions. They key to the success of the approach is the highly regioselective catalyst-controlled formation of products from one substrate that are constitutional isomers. Examples for the concept of regiodivergent catalysis are discussed on a mechanistic basis. They include Diels–Alder reactions, C−H activation, the opening of heterocycles, and the functionalization of polyols. For more details, see the Minireview by A. Gansäuer et al. on page 19 ff.

[Frontispiece]
Nico Funken, Yong-Qiang Zhang, Andreas Gansäuer
Chem. Eur. J., January 03, 2017, DOI: 10.1002/chem.201780162. Read article

Frontispiece: Methane Activation by 5 d Transition Metals: Energetics, Mechanisms, and Periodic Trends

3 gennaio, 2017 - 00:00

 Energetics, Mechanisms, and Periodic Trends

Methane Activation Although it has been known for almost three decades that several 5d transition-metal cations will activate methane at room temperature, a more detailed examination of these reactions across the periodic table has only recently been completed. Although the specific results obtained are not directly applicable to reactivity on analogous metal catalysts, these studies clearly elucidate the electronic structure characteristics needed for efficient CH bond activation at metal centers. Such insight should prove valuable in understanding and developing a catalyst for efficient and selective transformation of methane to species more easily transported and refined. For more information see the Minireview by P. B. Armentrout on page 10 ff.

[Frontispiece]
Peter B. Armentrout
Chem. Eur. J., January 03, 2017, DOI: 10.1002/chem.201780161. Read article

A Concise Synthesis of Presilphiperfolane Core through a Tandem TMTU–Co-Catalyzed Pauson–Khand Reaction and a 6π Electrocyclization Reaction (TMTU=Tetramethyl Thiourea)

3 gennaio, 2017 - 00:00

A Concise Synthesis of Presilphiperfolane Core through a Tandem TMTU–Co‐Catalyzed Pauson–Khand Reaction and a 6π Electrocyclization Reaction (TMTU=Tetramethyl Thiourea)

Working together: A cascade reaction, comprising Co-TMTU catalyzed Pauson–Khand and 6π-electrocyclization reactions (TMTU=tetramethyl thiourea), is developed to construct the highly strained core of presilphiperfolanols. The developed chemistry is applied to the total syntheses of 4-epi-presilphiperfolan-8-ol and 7-epi-presilphiperfolan-1-ol.

[Communication]
Zichun Zhang, Yuanhe Li, Dandan Zhao, Yingdong He, Jianxian Gong, Zhen Yang
Chem. Eur. J., January 03, 2017, DOI: 10.1002/chem.201605438. Read article

An Iridium(III) Complex as a Photoactivatable Tool for Oxidation of Amyloidogenic Peptides with Subsequent Modulation of Peptide Aggregation

3 gennaio, 2017 - 00:00

An Iridium(III) Complex as a Photoactivatable Tool for Oxidation of Amyloidogenic Peptides with Subsequent Modulation of Peptide Aggregation

Oxidation at the flick of a switch: Oxidation of amyloidogenic peptides was achieved by an iridium(III) complex upon photoactivation under aerobic conditions, which subsequently enabled control of peptide aggregation pathways (see figure).

[Full Paper]
Juhye Kang, Shin Jung C. Lee, Jung Seung Nam, Hyuck Jin Lee, Myeong-Gyun Kang, Kyle J. Korshavn, Hyun-Tak Kim, Jaeheung Cho, Ayyalusamy Ramamoorthy, Hyun-Woo Rhee, Tae-Hyuk Kwon, Mi Hee Lim
Chem. Eur. J., January 03, 2017, DOI: 10.1002/chem.201604751. Read article

Quinoline-Derived Two-Photon Sensitive Quadrupolar Probes

3 gennaio, 2017 - 00:00

Quinoline‐Derived Two‐Photon Sensitive Quadrupolar Probes

Light-sensitive probes, derived from quinoline and pegylated fluorene, show high linear and two-photon absorption values, fast fragmentation by λ=366 nm irradiation, and large two-photon photolysis cross-sections when excited with 1 ps pulses.

[Full Paper]
Christine Tran, Nawel Berqouch, Hamid Dhimane, Guillaume Clermont, Mireille Blanchard-Desce, David Ogden, Peter I. Dalko
Chem. Eur. J., January 03, 2017, DOI: 10.1002/chem.201604500. Read article

Wilkinson-Type Immobilized Catalyst on Diamond Nanoparticles for Alkene Reduction

3 gennaio, 2017 - 00:00

Wilkinson‐Type Immobilized Catalyst on Diamond Nanoparticles for Alkene Reduction

Hybrid diamond for hydrogenation: The grafting of a catechol phosphane ligand onto diamond nanoparticles followed by the coordination into chloro(1,5-cyclooctadiene)rhodium complex generates a Wilkinson-type catalyst for olefin hydrogenation. These particles are highly efficient and reusable heterogeneous catalysts with a good recyclability and without loss of activity.

[Full Paper]
Clémence Queffélec, Simon H. Schlindwein, Dietrich Gudat, Virginie Silvestre, Mireia Rodriguez-Zubiri, Franck Fayon, Bruno Bujoli, Qi Wang, Rabah Boukherroub, Sabine Szunerits
ChemCatChem, January 03, 2017, DOI: 10.1002/cctc.201601424. Read article

Renewable <i>p</i>-Xylene from 2,5-Dimethylfuran and Ethylene Using Phosphorus-Containing Zeolite Catalysts

3 gennaio, 2017 - 00:00

Renewable p‐Xylene from 2,5‐Dimethylfuran and Ethylene Using Phosphorus‐Containing Zeolite Catalysts

Bright zeolites: A P-containing zeolite with a Beta topology (P-BEA) and hierarchical self-pillared pentasil exhibit an unprecedented p-xylene yield of 97 % in the Diels–Alder cycloaddition and dehydration of 2,5-dimethylfuran with ethylene, which establishes a commercially attractive process for renewable p-xylene production.

[Communication]
Hong Je Cho, Limin Ren, Vivek Vattipalli, Yu-Hao Yeh, Nicholas Gould, Bingjun Xu, Raymond J. Gorte, Raul Lobo, Paul J. Dauenhauer, Michael Tsapatsis, Wei Fan
ChemCatChem, January 03, 2017, DOI: 10.1002/cctc.201601294. Read article

Tris(pentafluorophenyl)borane-Catalyzed Reaction of Phosphorus/Boron and Nitrogen/Boron Frustrated Lewis Pair Dihydrogen Activation Products with Alkenes and Alkynes

3 gennaio, 2017 - 00:00

Tris(pentafluorophenyl)borane‐Catalyzed Reaction of Phosphorus/Boron and Nitrogen/Boron Frustrated Lewis Pair Dihydrogen Activation Products with Alkenes and Alkynes

Bring on the boron: The frustrated Lewis pair dihydrogen splitting product A undergoes a facile B(C6F5)3-catalyzed trans-1,2-hydridoborate addition reaction to yield the alkenylborate products B (R=H or CH3).

[Full Paper]
Tongdao Wang, Xenia Jentgens, Constantin G. Daniliuc, Gerald Kehr, Gerhard Erker
ChemCatChem, January 03, 2017, DOI: 10.1002/cctc.201601229. Read article

Promoting Effect of Bismuth Oxide on Palladium for Low-Temperature Carbon Monoxide Oxidation

3 gennaio, 2017 - 00:00

Promoting Effect of Bismuth Oxide on Palladium for Low‐Temperature Carbon Monoxide Oxidation

Bi Bi Baby! Bismuth oxide plays a key role in the building of hierarchical metal–metal oxide interfaces and the promotion of Pd for low-temperature CO oxidation.

[Full Paper]
Dong-Dong Ma, Ding Ding, Jun-Jie Huang, Hong Zhang, Yan-Ping Zheng, Ming-Shu Chen, Hui-Lin Wan
ChemCatChem, January 03, 2017, DOI: 10.1002/cctc.201601181. Read article

Applications of Chiral Thiourea-Amine/Phosphine Organocatalysts in Catalytic Asymmetric Reactions

3 gennaio, 2017 - 00:00

Applications of Chiral Thiourea‐Amine/Phosphine Organocatalysts in Catalytic Asymmetric Reactions

Thiourea-amine/phosphine organocatalysts: Since the demonstration of the first example of using thiourea-amine organocatalysts in 2003, research on thiourea-based amines and phosphines in asymmetric catalysis has shown that they could successfully catalyze a variety of highly enantioselective reactions. In this Minireview, the iconic catalysts and transformations are summarized and discussed.

[Minireview]
Yao-Liang Sun, Yin Wei, Min Shi
ChemCatChem, January 03, 2017, DOI: 10.1002/cctc.201601144. Read article

Dehydration of 2-Octanol over Ca-doped CeO<sub>2</sub> Catalysts

3 gennaio, 2017 - 00:00

Dehydration of 2‐Octanol over Ca‐doped CeO2 Catalysts

Doping for dehydration: The dehydration of 2-octanol catalyzed by undoped and Ca-doped CeO2 was investigated. The dehydration activity for 2-octanol was found to increase with increasing Ca content in CeO2 up to 0.5 wt %; however, the selectivity of the catalyst did not change.

[Full Paper]
Muthu Kumaran Gnanamani, Gary Jacobs, Wilson D. Shafer, Burtron H. Davis
ChemCatChem, January 03, 2017, DOI: 10.1002/cctc.201601076. Read article

Improving the Solubility of Artificial Ligands of Streptavidin to Enable More Practical Reversible Switching of Protein Localization in Cells

3 gennaio, 2017 - 00:00

Improving the Solubility of Artificial Ligands of Streptavidin to Enable More Practical Reversible Switching of Protein Localization in Cells

ALiS springs into action: A novel artificial ligand for streptavidin, ALiS-3, which exhibits sufficient solubility as well as streptavidin-binding affinity for use in the RUSH (retention using selective hook) system. The ALiS-3–streptavidin interaction was characterized in detail, and its utility was confirmed by cell experiments.

[Communication]
Ryo Tachibana, Takuya Terai, Gaelle Boncompain, Shigeru Sugiyama, Nae Saito, Franck Perez, Yasuteru Urano
ChemBioChem, January 03, 2017, DOI: 10.1002/cbic.201600640. Read article

A Method to Generate and Analyze Modified Myristoylated Proteins

3 gennaio, 2017 - 00:00

A Method to Generate and Analyze Modified Myristoylated Proteins

Decoding the myristoylation mystery: Engineered lipid motifs have been used to identify and modify naturally lipidated proteins, but the characterization of the modified proteins was limited by methods to generate and analyze them. We have developed a method that utilizes metabolic interference and mass spectrometry to produce and analyze modified, myristoylated small GTPase ADP-ribosylation factor 1 (Arf1).

[Full Paper]
Huanyao Gao, Wei Sun, Zhiquan Song, Yanbao Yu, Li Wang, Xian Chen, Qisheng Zhang
ChemBioChem, January 03, 2017, DOI: 10.1002/cbic.201600608. Read article

Fungal Glycolipid Hydrolase Inhibitors and Their Effect on <i>Cryptococcus neoformans</i>

3 gennaio, 2017 - 00:00

Fungal Glycolipid Hydrolase Inhibitors and Their Effect on Cryptococcus neoformans

A library of iminosugar derivatives was tested against the fungal enzymes EGCrP-1 and 2; this allowed the identification of nanomolar-range inhibitors, such as 17. Several inhibitors were tested against C. neoformans and showed growth-inhibitory activity towards the acapsular strain.

[Full Paper]
Andres G. Santana, Christina Tysoe, Guanggan Hu, James Kronstad, Ethan D. Goddard-Borger, Stephen G. Withers
ChemBioChem, January 03, 2017, DOI: 10.1002/cbic.201600538. Read article

BODIPY-Based Profluorescent Probes Containing <i>Meso</i>- and β-Substituted Isoindoline Nitroxides

2 gennaio, 2017 - 00:00

BODIPY‐Based Profluorescent Probes Containing Meso‐ and &#x3B2;‐Substituted Isoindoline Nitroxides

Profluorescent nitroxide probes bearing isoindoline nitroxides substituted at the meso or &#x3B2; positions of the BODIPY core were synthesised. Reduction of the probes to their corresponding hydroxylamine analogues revealed a substantial fluorescence increase which demonstrates their potential as tools for imaging reactive oxygen species in biological systems.

[Full Paper]
Jesse P. Allen, Michael C. Pfrunder, John C. McMurtrie, Steven E. Bottle, James P. Blinco, Kathryn E. Fairfull-Smith
Eur. J. Org. Chem., January 02, 2017, DOI: 10.1002/ejoc.201601280. Read article

Taming Metal/Fluorine Carbenoids

2 gennaio, 2017 - 00:00

Taming Metal/Fluorine Carbenoids

Yet stable! &#x3B1;-Fluorocarbanions are generally highly reactive carbenoid species, which are difficult to handle and mostly impossible to isolate. Manipulation of the M–F interaction now allowed the first synthesis of room-temperature-stable systems. The metal not only influences the stability, but also the reactivity and allows selectivity control in addition reactions (see scheme).

[Communication]
Sebastian Molitor, Kai-Stephan Feichtner, Viktoria H. Gessner
Chem. Eur. J., January 02, 2017, DOI: 10.1002/chem.201605592. Read article

A Dendritic Supramolecular Complex as Uniform Hybrid Micelle with Dual Structure for Bimodal Living Imaging

2 gennaio, 2017 - 00:00

A Dendritic Supramolecular Complex as Uniform Hybrid Micelle with Dual Structure for Bimodal Living Imaging

A dendritic hybrid complex bearing a polyoxometalate core that performs dual micellar structure was used as a carrier to uptake cationic fluorescent dye, forming a luminescent complex. The uniform size (5−6 nm), definite molecular weight, and precise chemical composition make the dye-loaded complex a bimodal probe for in vivo imaging. Moreover, both in vivo fluorescence and magnetic resonance measurement further confirmed that the complex acts as a liver-specific contrast agent for clinical diagnosis. More information can be found in the Full Paper by B. Li, et al. (DOI: 10.1002/chem.201604285).

[Cover Picture]
Simin Zhang, Yanmei Zheng, Shengyan Yin, Jingzhi Sun, Bao Li, Lixin Wu
Chem. Eur. J., January 02, 2017, DOI: 10.1002/chem.201605125. Read article

Electrochemical Oxidation and Radical Cations of Structurally Non-rigid Hypervalent Silatranes: Theoretical and Experimental Studies

2 gennaio, 2017 - 00:00

 Theoretical and Experimental Studies

Unexpected paths of ionization of silatranes were explained within the proposed vertical model of their adiabatic ionization. This provides the first theoretically justified grounds for the consideration of experimental peak potentials Ep versus theoretical standard oxidation potentials of hypervalent compounds of silicon.

[Full Paper]
Valery F. Sidorkin, Elena F. Belogolova, Yu Wang, Viatcheslav Jouikov, Evgeniya P. Doronina
Chem. Eur. J., January 02, 2017, DOI: 10.1002/chem.201604663. Read article

Butanal Condensation Chemistry Catalyzed by Brønsted Acid Sites on Polyoxometalate Clusters

2 gennaio, 2017 - 00:00

Butanal Condensation Chemistry Catalyzed by Brønsted Acid Sites on Polyoxometalate Clusters

Aldol or no reaction: If butanals are exposed to polyoxometalate clusters, they undergo intermolecular C=C bond formation through an aldol condensation type mechanism and form larger alkenals as the predominant reaction route. A portion of the butanals adsorbs as surface acetate, which remains inactive during the catalytic sojourns.

[Full Paper]
Yifei Yang, Fan Lin, Honghi Tran, Ya-Huei (Cathy) Chin
ChemCatChem, January 02, 2017, DOI: 10.1002/cctc.201601042. Read article

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