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Articles from Wiley

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The latest papers in ChemPubSoc Europe
Updated: 3 weeks 3 days ago

Macrocyclic Pseudopeptides Having Proline or Pipecolic Acid Residues. Efficient Synthesis via Ugi-Click Strategy

1 August, 2019 - 00:00

Ugi-Click strategy was implied for synthesis of pseudopeptides containing proline and pipecolic acid residues. Described approach allows to obtain monomeric and dimeric macrocycles depending on the rigidity of the structural fragments.

[Full Papers]
Irina V. Kutovaya, Elena A. Zakharova, Olga I. Shmatova, Valentine G. Nenajdenko
doi.org/10.1002/ejoc.201900780

Copper-Catalyzed Decarboxylative C(sp<sup>2</sup>)-C(sp<sup>3</sup>) and C(sp)-C(sp<sup>3</sup>) Coupling of Substituted Cinnamic Acids and 3-Phenyl Propiolic Acid with N-Tosyl Oxaziridines

1 August, 2019 - 00:00

We describe the copper-catalyzed decarboxylative alkylation of substituted cinnamic acids using N-Tosyl oxaziridines with high yields and excellent stereoselectivities. The (E)-alkene was achieved as the sole isomer in a single step. Our protocol also gives an efficient approach for the construction of alkyl phenyl acetylenes without oxidants and bases. Initial investigation suggested a radical process was involved.

[Full Papers]
Bich-Ngoc Nguyen, Hai-Thuong Cao
doi.org/10.1002/ejoc.201900982

Comparison of Iridium(I) Catalysts in Temperature Mediated Hydrogen Isotope Exchange Reactions

1 August, 2019 - 00:00

T for tuning! The reactivity and selectivity of iridium(I) catalyzed hydrogen isotope exchange (HIE) reactions can be varied by using a wide range of reaction temperatures, −80 °C to 130 °C.

[Full Papers]
Mégane Valero, Dr. Anurag Mishra, Jennifer Blass, Remo Weck, Dr. Volker Derdau
doi.org/10.1002/open.201900204

Transaminase-Catalyzed Continuous Synthesis of Biogenic Aldehydes

26 July, 2019 - 00:00

Don't stop moving! A transaminase-mediated single-step process in continuous mode leads to excellent biogenic aldehyde yields (90-95 %), starting from the corresponding commercially available amines. Coimmobilization of the pyridoxal phosphate (PLP) cofactor eliminated the need for the exogenous addition of this reagent, without affecting the longevity of the system; thus delivering a truly self-sufficient process.

[Communications]
Dr. Martina L. Contente, Prof. Francesca Paradisi
doi.org/10.1002/cbic.201900356

Biosynthetic Short Neuropeptides: A Rational Theory Based on Experimental Results for the Missing Pain-Relief Opioid Endomorphin Precursor Gene

26 July, 2019 - 00:00

Search for the missing link: Endomorphins are neuropeptides isolated from bovine brains, the precursor genes of which have not been identified. A preproendomorphin-like precursor peptide gene, containing nucleotide sequences of two genes predicted by automated gene prediction algorithms, has been cloned.

[Concepts]
Dr. Ayami Matsushima, Dr. Jun Sese, Dr. Kanako O. Koyanagi
doi.org/10.1002/cbic.201900317

Single-step Conversion of Methyl Ethyl Ketone to Olefins over Zn<sub>x</sub>Zr<sub>y</sub>O<sub>z</sub> Catalysts in Water

26 July, 2019 - 00:00

“ A portfolio of catalytic and enabling technologies ” This and more about the story behind the research featured on the front cover can be found in this issue's Cover Profile. Read the full text of the corresponding research at https://doi.org/10.1002/cctc.201900292.

[Cover Profile]
Dr. Vanessa L. Dagle, Robert A. Dagle, Dr. Libor Kovarik, Dr. Frederick Baddour, Dr. Susan E. Habas, Richard Elander
doi.org/10.1002/cctc.201901126

Reaction Conditions-Dependent Formation of Catalytically Active Palladium Complexes or Palladium Nanoparticles on a Silica Support

26 July, 2019 - 00:00

Grade does matter: palladium nanoparticles may form instead of Pd2+ complexes supported on ligand-modified silica surface depending on the preparation conditions, and these nanoparticles may be responsible for the catalytic properties of the resulting materials.

[Full Papers]
Dr. Megan Bornstein, David M. Parker, Dr. Arthur D. Quast, Prof. Jennifer S. Shumaker-Parry, Prof. Ilya Zharov
doi.org/10.1002/cctc.201900943

Facile Access to Challenging <i>ortho</i>-Terphenyls via Merging Two Multi-Step Domino Reactions in One-Pot: A Joint Experimental/Theoretical Study

26 July, 2019 - 00:00

Two steps, three steps: A straightforward synthesis of difficult to access ortho-terphenyls via joining two-step and three-step domino reactions in a one-pot process, is presented. Overcoming necessity to isolate intermediate products leads to a reduction of energy, costs and waste for a broad scope of reactions. DFT calculations have been performed to investigate this facile five-step one-pot process.

[Full Papers]
Benedikt W. Grau, Simon Bönisch, Alexander Neuhauser, Dr. Frank Hampel, Prof. Dr. Andreas Görling, Prof. Dr. Svetlana B. Tsogoeva
doi.org/10.1002/cctc.201900746

Carbidisation of Pd Nanoparticles by Ethene Decomposition with Methane Production

26 July, 2019 - 00:00

Carbide controversy! Palladium carbide is an elusive substance in that the stoichiometry of the material is disputed. Here we show, by using chemical titration in addition to spectroscopy and structural analysis, that we can determine that stoichiometry to be close to Pd4C. This is formed by reaction with ethene at elevated temperatures between 200 and 300 °C with a silica supported Pd catalyst. The reaction with Pd occurs via two routes - dehydrogenation and a disproportionation reaction that also forms methane.

[Full Papers]
Wilm Jones, Peter. P. Wells, Emma K. Gibson, Arunabhiram Chutia, Ian P. Silverwood, C. Richard A. Catlow, Michael Bowker
doi.org/10.1002/cctc.201900795

Effect of Carbon Support on the Electrocatalytic Properties of Pt−Ru Catalysts

26 July, 2019 - 00:00

Choose your carbon wisely: The effect of carbon support on the performance of anodic electrodes for polymer electrolyte membrane fuel cells (PEMFCs) is studied. The results show that the crystalline phase and the point of zero charge (pzc) of the carbon supports play an important role in the metal particle size and consequently in the catalyst electrocatalytic activity.

[Articles]
Bjorn Hasa, Eftychia Martino, John Vakros, George Trakakis, Costas Galiotis, Dr. Alexandros Katsaounis
doi.org/10.1002/celc.201900566

Nickel Phosphinidene Molecular Clusters from Organocyclophosphine Precursors

26 July, 2019 - 00:00

A family of nickel phosphinidene molecular clusters was formed by the reaction of [Ni(cod)2] (cod=1,5-cyclooctadiene) with organocyclophosphine and trialkylphosphine. This work shows that cyclic organocyclophosphines can be used as a precursor for making charge-neutral molecular clusters passivated by two-electron-donor capping ligands (see scheme).

[Communications]
Evan A. Doud, Chiara J. Butler, Dr. Daniel W. Paley, Prof. Xavier Roy
doi.org/10.1002/chem.201903053

Gold Sulfonium Benzylide Complexes Undergo Efficient Benzylidene Transfer to Alkenes

26 July, 2019 - 00:00

Gold sulfonium benzylide complexes undergo facile and efficient benzylidene transfer to alkenes through the intermediacy of a cationic gold benzylidene complex.

[Communications]
Robert G. Carden, Prof. Ross A. Widenhoefer
doi.org/10.1002/chem.201902845

Intramolecular Nitrene Insertion into Saturated C−H-Bond-Mediated C−N Bond Cleavage of a Coordinated NHC Ligand

26 July, 2019 - 00:00

N ligands: C−N bond cleavage of a coordinated N-heterocyclic carbene (NHC), following an intramolecular nitrene C(sp3)−H insertion, has been observed by reaction of PhI=NR with RuII-NHC complexes 1 bearing a tridentate bis(NHC) ligand, resulting in formation of RuII-imine complexes 2 (see scheme).

[Communications]
Dr. Yungen Liu, Dr. Chun-Wai Tse, Dr. Kar-Yee Lam, Dr. Xiao-Yong Chang, Dr. Xiangguo Guan, Meng-Yao Chao, Dr. Jie-Sheng Huang, Prof. Dr. Chi-Ming Che
doi.org/10.1002/chem.201903012

Isolation of an N-Heterocyclic Carbene Complex of a Borasilene

26 July, 2019 - 00:00

Getting ahold of B=Si: Borasilenes, that is complexes with a boron-silicon double bond, constitute an elusive heterobimetalloidic species with only very few isolated examples known to date. The first N-heterocyclic carbene (NHC)-stabilized derivative of such complex is described herein and pronounced zwitterionic character is found for its B=Si bond. The positive charge resides at B and new boron cations as structural congeners are presented.

[Communications]
Dr. Daniel Franz, Dr. Tibor Szilvási, Dr. Alexander Pöthig, Prof. Dr. Shigeyoshi Inoue
doi.org/10.1002/chem.201902877

Metal-Helix Frameworks Formed by <i>μ</i><sub>3</sub>-NO<sub>3</sub><sup>−</sup> with Different Orientations and Connected to a Heterometallic Cu<sup>II</sup><sub>10</sub>Dy<sup>III</sup><sub>2</sub> Folded Cluster

26 July, 2019 - 00:00

Keep control! Control of different orientations of μ3-NO3− has been realized to join heterometallic clusters (Cu10Dy2) and subsequently form a left-handed double-helix chain, which further joins to form metal-helix frameworks (MHFs). Four different directions of bridging μ3-NO3− exist, three of which are involved in the linkage of the double-helix chain (see figure).

[Communications]
Hai-Ling Wang, Zhong-Hong Zhu, Xiong-Feng Ma, Dr. Hua-Hong Zou, Prof. Fu-Pei Liang
doi.org/10.1002/chem.201902096

A Combined Experimental and Theoretical Study of the Versatile Reactivity of an Oxocerium(IV) Complex: Concerted Versus Reductive Addition

26 July, 2019 - 00:00

Reaction mechanisms: Evidence of intermediate spin-state behavior in reactivity for the cerium-oxo complex are given by a combined experimental/theoretical study (see scheme).

[Communications]
Dr. Ludovic Castro, Dr. Yat-Ming So, Chang-woo Cho, Prof. Dr. Rolf Lortz, Kai-Hong Wong, Dr. Kai Wang, Prof. Dr. Polly L. Arnold, Dr. Ka-Chun Au-Yeung, Dr. Herman H.-Y. Sung, Prof. Dr. Ian D. Williams, Prof. Dr. Wa-Hung Leung, Prof. Dr. Laurent Maron
doi.org/10.1002/chem.201903035

Palladium-Catalyzed Enantioselective Alkenylation of Enelactams Using a Relay Heck Strategy

26 July, 2019 - 00:00

Two types of alkenes were installed through a palladium-catalyzed enantioselective alkenylation of enelactams using a relay Heck strategy. Under the mild reaction conditions, both electron-deficient and electron-rich alkenyl electrophiles work well for the reaction delivering 6-alkenyl substituted α,β-unsaturated δ-lactams.

[Communications]
Dr. Qianjia Yuan, Prof. Matthew S. Sigman
doi.org/10.1002/chem.201902813

Hyperpolarization of Amino Acids in Water Utilizing Parahydrogen on a Rhodium Nanocatalyst

26 July, 2019 - 00:00

Molecular naturism: 13C-hyperpolarization of unprotected natural amino acids is achieved in water, using parahydrogen induced polarization (PHIP). The strategy is promising for biological applications, since chemically unmodified amino acids are obtained directly in water, using a separable nanoparticle catalyst. Inexpensive 13C-hyperpolarization of natural amino acids is now at reach for biological studies (see figure).

[Communications]
Dr. Lukas Kaltschnee, Dr. Anil P. Jagtap, Dr. Jeffrey McCormick, Dr. Shawn Wagner, Prof. Dr. Louis-S. Bouchard, Prof. Dr. Marcel Utz, Prof. Dr. Christian Griesinger, Dr. Stefan Glöggler
doi.org/10.1002/chem.201902878

Computational and NMR Studies on the Complexation of Lithium Ion to 8-Crown-4

26 July, 2019 - 00:00

Lithium tops the crown! The binding of lithium ion to the smallest crown ether reported to date is governed by both entropic and enthalpic factors. Their intricate interplay is explicated by a combination of high-level computations and a variety of 1H and 7Li NMR experiments.

[Articles]
Alex van der Ham, Thomas Hansen, Dr. Gerrit Lodder, Dr. Jeroen D. C. Codée, Dr. Trevor A. Hamlin, Dr. Dmitri V. Filippov
doi.org/10.1002/cphc.201900496

Interfacial Study of Nickel-Modified Pt(111) Surfaces in Phosphate-Containing Solutions: Effect on the Hydrogen Evolution Reaction

26 July, 2019 - 00:00

The presence of nickel deposits on Pt(111) induces phosphate adsorption at low potentials. This is due to a negative shift of the potential of zero charge, induced by nickel adsorption, which creates a positive surface at lower potentials. Phosphate co-adsorption stabilizes the nickel adlayer, which oxidizes at much higher potentials. The mixed nickel phosphate adlayer is investigated by Fourier-transform infrared spectroscopy, CO charge displacement, and temperature jump. Hydrogen evolution in the presence of this adlayer is investigated using a rotating disk electrode.

[Articles]
Francisco J. Sarabia MSc, Prof. Víctor Climent PhD, Prof. Juan M. Feliu PhD
doi.org/10.1002/cphc.201900543

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