Quaternary Fe-Cu-Cr-Al HT-WGS Catalysts - Effect of Al Substitution on the Efficiency at Steam-Lean Process Gas

Fe-Cu-Cr-Al systems with various Cr/Al substitution ratios are tested as catalysts for high-temperature water-gas shift. A relationship between the Cr/Al ratio, physicochemical parameters and HT-WGS activity, selectivity and stability of the catalysts was determined.

[Full Papers]

Paweł Kowalik, Robert Bicki, Katarzyna Antoniak-Jurak, Kamila Michalska, Wiesław Próchniak, Anna Mrozek

doi.org/10.1002/ejic.202000491

A New Technique for In Situ Determination of the Active Surface Area Changes of Li-Ion Battery Electrodes

The Cover Feature illustrates the porous and complex nature of the Li-ion battery electrode. During cell operation the active material grains suffer from volume changes, and as a consequence show surface area expansion/contraction. It is highly desirable to develop in-situ techniques to track these changes. More information can be found in the Article by B. Hamankiewicz and co-workers.

[Cover Pictures]

Dr. Maciej Ratynski, Dr. Bartosz Hamankiewicz, Dr. Dominika A. Buchberger, Maciej Boczar, Dr. Michał Krajewski, Prof. Dr. Andrzej Czerwinski

doi.org/10.1002/batt.202000207

Accurate Modelling of Group Electrostatic Potential and Distributed Polarizability in Dipeptides

Electric properties of biomolecules from building blocks: The atomic or functional-group electrostatic potential and distributed polarizability in dipeptides help to predict the electric properties of bio-macromolecules from their structural subunits. By focusing on the peptide bond, the model takes advantage of a simple and transferable scheme to gain insight on how amino acid residuals ensemble to create proteins.

[Articles]

Angelika Jabłuszewska, Dr. Anna Krawczuk, Prof. Leonardo H. R. Dos Santos, Prof. Piero Macchi

doi.org/10.1002/cphc.202000441

Cocrystals “Divorce and Marriage”: When a Binary System Meets an Active Multifunctional Synthon in a Ball Mill

In concert… or not: Monitoring the processes that occur while grinding a stable cocrystal of barbituric acid:thiobarbituric acid with an imidazol-N-oxide derivative in a ball mill reveals surprising synthon preferences and indicates the mechanism of synthon substitution.

[Full Papers]

Dr. Marta K. Dudek, Dr. Justyna Śniechowska, Dr. Aneta Wróblewska, Dr. Sławomir Kaźmierski, Prof. Marek J. Potrzebowski

doi.org/10.1002/chem.202002238

Implication and Inhibition Boolean Logic Gates Mimicked with Enzyme Reactions

Logic gates: A general approach to realization of enzyme-based Implication (IMPLY) and Inhibition (INHIB) Boolean logic gates has been suggested. The reported enzyme-platform allows the use of different enzyme-reactions mimicking the IMPLY and INHIB logic gates in a standard way.

[Communications]

Dr. Klaudia Kaniewska, Dr. Paolo Bollella, Prof. Evgeny Katz

doi.org/10.1002/cphc.202000653

Derivatives of Isonicotinic Acid as New Efficient Systemic Acquired Resistance (SAR) Inducers

This article presents the synthesis, structural characterisation, phytotoxicity and plant resistance inducing properties of four newly obtained amide derivatives of 2,6-dichloroisonicotinic acid and four known amide derivative of isonicotinic acid. Application of obtained substances to tobacco plants lead to reduction of necrotic area on leaves infected by TMV by 44 % to 92 %. Compounds presented in this paper could be in future potentially used as a new plant protection products.

[Full Papers]

Patrycja Czerwoniec, Dr. Piotr Lewandowski, Dr. Marcin Smiglak

doi.org/10.1002/slct.202002818

Photochemical Rearrangement of a 19-Membered Azoxybenzocrown: Products and their Properties

“Smart UV” for macrocyclic products: Photochemical rearrangement of 19-membered azoxybenzocrown (19-AZB-O) in a one-pot reaction results in formation of macrocyclic compounds, including three hydroxyazobenzocrowns. Macrocycles can be obtained, depending on conditions, with high, even over 70 %, yield. The structures of two atypical products 21-o′-OH and 19-al were determined in the solid state (X-ray) and in solution (NMR). The tautomeric equilibrium of hydroxyazobenzocrowns and its change depending on acidity/basicity of the environment and metal cation complexation were studied using spectroscopic methods.

[Full Papers]

Dr. Ewa Wagner-Wysiecka, Paulina Szulc, Prof. Elżbieta Luboch, Prof. Jarosław Chojnacki, Dr. Katarzyna Szwarc-Karabyka, Dr. Natalia Łukasik, Miłosz Murawski, Michał Kosno

doi.org/10.1002/cplu.202000474

Resonance Assisted Hydrogen Bonding Phenomenon Unveiled through Both Experiments and Theory: A New Family of Ethyl N-Salicylideneglycinate Dyes

The concept of Resonance-Assisted-Hydrogen-Bond (RAHB) is well-establisted in chemisty. Herein, the nature of RAHB effect have been unveiled for a new family of ethyl N-salicylideneglycinate dyes differing in the donor-acceptor properties. The result of combined experimental and theoretical research reveals the nature of RAHB and a direct relationship between the magnitude of RAHB and the strength of intramolecular O−CH⋅⋅⋅N bond, and, consequently, its influence on enol—keto equilibria and further on the photoluminescence and thermochromic properties. More information can be found in the Full Paper by M. P. Mitoraj, D. A. Safin, et al. (DOI: 10.1002/chem.202001551).

[Cover Pictures]

Dinara S. Shapenova, Alexey A. Shiryaev, Michael Bolte, Mercedes Kukułka, Dariusz W. Szczepanik, James Hooper, Maria G. Babashkina, Ghodrat Mahmoudi, Mariusz P. Mitoraj, Damir A. Safin

doi.org/10.1002/chem.202002769

Structure of Magnesium Chloride Complexes in Ethereal Systems: Computational Comparison of THF and Glymes as Solvents for Magnesium Battery Electrolytes

Glymes instead of THF?: DFT analysis of the MgxCly clusters formation in four glymes is reported and compared with state-of-art THF-based system. The possible replacement of the solvent aims at higher safety due to lower volatility, but affects the entire structure of the electrolyte. Step-by-step computational analysis reveals the relationship between solvent and clusters pattern, showing further consequences for the processes at electrodes.

[Articles]

Dr. Piotr Jankowski, Prof. Juan Maria García Lastra, Prof. Tejs Vegge

doi.org/10.1002/batt.202000168

Resonance Assisted Hydrogen Bonding Phenomenon Unveiled through Both Experiments and Theory: A New Family of Ethyl N-Salicylideneglycinate Dyes

Photoluminescence and thermochromic properties of ethyl N-salicylideneglycinate dyes differing in donor-acceptor properties are driven by the well-established, in general chemistry, concept of π-electrons delocalization, that is, resonance assisted hydrogen bonding (RAHB), which is unveiled and deeply understood on the grounds of both experiment and theory.

[Full Papers]

Dinara S. Shapenova, Alexey A. Shiryaev, Michael Bolte, Mercedes Kukułka, Dariusz W. Szczepanik, James Hooper, Maria G. Babashkina, Ghodrat Mahmoudi, Mariusz P. Mitoraj, Damir A. Safin

doi.org/10.1002/chem.202001551

Boronate Covalent and Hybrid Organic Frameworks Featuring PIII and P=O Lewis Base Sites

We have obtained a series of Covalent Organic Frameworks comprising both Lewis acid boron and Lewis base PIII/P=O sites. These bifunctional COFs showed significant gas sorption ability and can be easily functionalized with metal atoms using both post-synthetic and bottom-up approaches.” Read more about the story behind the cover in the Cover Profile and about the research itself on page ▪▪ ff. (DOI: 10.1002/chem.202001960).

[Cover Profile]

Piotr Pacholak, Dr. Krzysztof Gontarczyk, Dr. Radosław Kamiński, Dr. Krzysztof Durka, Prof. Sergiusz Luliński

doi.org/10.1002/chem.202002983

Probing the Origin of Adaptive Aromaticity in 16-Valence-Electron Metallapentalenes

Adaptive aromaticity is a rare property referring to being aromatic in both ground and excited states. The origin of adaptive aromaticity in 16e metallapentalenes is proved by a spin delocalization mechanism where the donor ability of ligand (L) is competing with the electron deficiency of metal center. Strong σ or π donor ligands help achieving adaptive aromaticity.

[Full Papers]

Dandan Chen, Dr. Dariusz W. Szczepanik, Prof. Jun Zhu, Prof. Miquel Solà

doi.org/10.1002/chem.202001830

Boronate Covalent and Hybrid Organic Frameworks Featuring PIII and P=O Lewis Base Sites

Boronate covalent organic frameworks comprising Lewis basic PIII and P=O centers were prepared and showed significant sorption of dihydrogen, methane, and carbon dioxide. In addition, related hybrid materials comprising covalent boronate linkages and coordination P−Pd bonds were obtained. The DFT calculations on framework-guest interactions revealed that the behavior of adjacent boron and PIII/P=O centers is reminiscent of that found in frustrated Lewis pairs. More information can be found in the Full Paper by K. Durka, S. Luliński, et al. (DOI: 10.1002/chem.202001960).

[Cover Pictures]

Piotr Pacholak, Dr. Krzysztof Gontarczyk, Dr. Radosław Kamiński, Dr. Krzysztof Durka, Prof. Sergiusz Luliński

doi.org/10.1002/chem.202002982

Dicarba[26]hexaporphyrinoids(1.1.1.1.1.1) with an Embedded Cyclopentene Moiety—Conformational Switching

Flexible expanded carbaporphyrinoids: Dicarba[26]hexachlorins embedding cyclopentene and cyclopentadiene units acquired a dumbbell-shaped conformation. Nevertheless, protonation triggered rearrangements, involving a peculiar inversion of carbocyclic rings, afforded a rectangular geometry.

[Communications]

Dr. Anna Berlicka, Justyna Stanowska, Dr. Michał J. Białek, Dr. Katarzyna Ślepokura, Prof. Dr. Lechosław Latos-Grażyński

doi.org/10.1002/chem.202002603

A New Synthetic Strategy Leading to Homochiral Macrocycles Derived from 2,6-Diformylpyridine and (1S,2S)-trans-1,2-Diaminocyclopentane

The non-templated condensation of 2,6-diformylpyridine with an enantiomerically pure extended primary diamine [comprising two (SS)-DACP and one DFP moieties] followed by reduction delivers a mixture of even-number macrocyclic amines where a dominant product is the 4+4 macrocycle. The 4+4 and 6+6 macrocycles have been isolated by GPC.

[Full Papers]

Dr. Janusz Gregoliński, Katarzyna Ślepokura, Andrzej Bil, Jerzy Lisowski

doi.org/10.1002/ejoc.202000919

Probing the Origin of Adaptive Aromaticity in 16-Valence-Electron Metallapentalenes

In this study, we managed to provide a deep understanding of the formation of adaptive aromaticity in a series of metallapentalenes, and further propose strategies to design molecules with adaptive aromaticity.” Read more about the story behind the cover in the Cover Profile and about the research itself on page ▪▪ ff. (DOI: 10.1002/chem.202001830).

[Cover Profile]

Dandan Chen, Dr. Dariusz W. Szczepanik, Prof. Jun Zhu, Prof. Miquel Solà

doi.org/10.1002/chem.202002918

Probing the Origin of Adaptive Aromaticity in 16-Valence-Electron Metallapentalenes

16-Valence-electron metallapentalenes are among the few adaptive aromatic compounds, which are aromatic in both the S0 and T1 states. The origin of adaptive aromaticity had been elusive to our knowledge. Herein, we propose a competent rationalization of how adaptive aromaticity is achieved. The studied candidates have been supplemented to include not only the first-reported osmapentalene but also isoelectronic ruthenapentalenes and iridapentalenes, with an extended scope of ligands. Strong π- or σ-donor ligands can promote the formation of adaptive aromaticity. More information can be found in the Full Paper by J. Zhu, M. Solà, et al. (DOI: 10.1002/chem.202001830).

[Cover Pictures]

Dandan Chen, Dr. Dariusz W. Szczepanik, Prof. Jun Zhu, Prof. Miquel Solà

doi.org/10.1002/chem.202002917

Boronate Covalent and Hybrid Organic Frameworks Featuring PIII and P=O Lewis Base Sites

The first boron-phosphine covalent organic framework (BP-COF) is reported, which can be considered as a new group of functional porous materials joining characteristics of frustrated Lewis pairs (FLPs) with enhanced sorption selectivity and solid-state ligands for the coordination of transition-metal atoms.

[Full Papers]

Piotr Pacholak, Dr. Krzysztof Gontarczyk, Dr. Radosław Kamiński, Dr. Krzysztof Durka, Prof. Sergiusz Luliński

doi.org/10.1002/chem.202001960

Dicarba[26]hexaporphyrinoids(1.1.1.1.1.1) with an Embedded Cyclopentene Moiety—Conformational Switching

The incorporation of original carbocyclic motifs as cyclopentene and cyclopentadiene rings into a frame of expanded porphyrins in our opinion seems to be an important step in efforts to create novel organometallic environments, eventually aiming to explore their unusual reactivity.” Read more about the story behind the cover in the Cover Profile and about the research itself on page ▪▪ ff. (DOI: 10.1002/chem.202002603).

[Cover Profile]

Dr. Anna Berlicka, Justyna Stanowska, Dr. Michał J. Białek, Dr. Katarzyna Ślepokura, Prof. Dr. Lechosław Latos-Grażyński

doi.org/10.1002/chem.202003457

Dicarba[26]hexaporphyrinoids(1.1.1.1.1.1) with an Embedded Cyclopentene Moiety—Conformational Switching

“Jumpy” five-membered carbocycles in carbaporphyrinoids: Dicarba[26]hexachlorins(1.1.1.1.1.1.) with built-in cyclopentenyl and cyclopentadienyl moieties can adopt two essential conformations: dumbbell-shaped and rectangular convoluted respectively with regular and doubly inverted carbocyclic rings. The transformation between conformers has been controlled by an external factor including protonation. A cycle created by six monkeys holding hands, two of which easily rotate similarly as carbocyclic moieties, illustrates the observed conformational rearrangements in dicarbahexachlorins. More information can be found in the Communication by A. Berlicka, L. Latos-Grażyński, et al. (DOI: 10.1002/chem.202002603).

[Cover Pictures]

Dr. Anna Berlicka, Justyna Stanowska, Dr. Michał J. Białek, Dr. Katarzyna Ślepokura, Prof. Dr. Lechosław Latos-Grażyński

doi.org/10.1002/chem.202003455

APEX Strategy Represented by Diels-Alder Cycloadditions—New Opportunities for the Syntheses of Functionalised PAHs

Extension please: The annulative π-extension strategy represented by the Diels-Alder cycloaddition of acetylenes/benzyne and perylenes is able to generate π-expanded structures with a broad spectrum of properties. A highly active system for the generation of benzyne and high-pressure conditions were unprecedentedly used. DFT calculations, optical and electrochemical measurements were given for all the obtained products.

[Communications]

Aneta Kurpanik, Dr. Marek Matussek, Dr. Grażyna Szafraniec-Gorol, Dr. Michał Filapek, Prof. Piotr Lodowski, Beata Marcol-Szumilas, Witold Ignasiak, Jan Grzegorz Małecki, Prof. Barbara Machura, Magdalena Małecka, Prof. Witold Danikiewicz, Prof. Sebastian Pawlus, Prof. Stanisław Krompiec

doi.org/10.1002/chem.202001327

Inclusion of Neon into an Yttrium Borohydride Structure at Elevated Pressure - An Experimental and Theoretical Study

During compression in neon, the cage-like structure of α-Y(BH4)3 is stabilized by inclusion of Ne into the available voids at 0.5 0.5 0.5 and 0 0 0. The inclusion compound preserves high crystallinity up to ca. 10 GPa, while gradual amorphization is observed at higher pressures. Using dispersion correction (PBE-TS) is necessary for proper DFT-based modeling of this system.

[Full Papers]

Dr. Tomasz Jaroń, Agnieszka Starobrat, Dr. Viktor V. Struzhkin, Prof. Wojciech Grochala

doi.org/10.1002/ejic.202000631

Diaminoimidazopyrimidines: Access via the Groebke-Blackburn-Bienaymé Reaction and Structural Data Mining

Here we present a multi-component-based strategy towards the synthesis of diaminoimidazopyrimidines, a heterocyclic scaffold of interest in medicinal chemistry. Scope and limitations of the synthetic approach are discussed. A data mining analysis was performed in the Cambridge Structural Database, in addition to a pharmacophore search in Crossminer.

[Full Papers]

Dr. Markella Konstantinidou, Zlata Boiarska, Roberto Butera, Prof. Constantinos G. Neochoritis, Dr. Katarzyna Kurpiewska, Dr. Justyna Kalinowska-Tłuscik, Prof. Alexander Dömling

doi.org/10.1002/ejoc.202000933

Asymmetric hetero-Diels-Alder Reaction of trans-1-Methoxy-3-trimethylsilyloxy-buta-1,3-diene Catalyzed by Zinc Complexes

Catalytic asymmetric hetero-Diels-Alder (hDA) reaction of Danishefsky diene with α-carbonyl esters have been performed with a zinc-based catalyst that is readily available from zinc triflate and bisoxazoline ligands.

[Full Papers]

Matylda Stefaniak, Dr. Szymon Buda, Prof. Jacek Mlynarski

doi.org/10.1002/ejoc.202000822

Evaluation of Biodegradable Glucose Based Surfactants as a Promoting Medium for the Synthesis of Peptidomimetics with the Coumarin Scaffold

6-O-Glucose-4-phenylbutyrate was used successfully as promoting aqueous reaction medium for the synthesis of fourteen different α-acyloxy carboxamides with the biologically relevant coumarin scaffold. Two different one-pot protocols; chemical and chemoenzymatic, based on the usage of biodegradable surfactants for the synthesis of target products were developed. The application of an aqueous solution of 6-O-glucose 4-phenylbutyrate as the reaction medium had the pivotal impact of the reaction rate providing target α-acyloxy carboxamides with the yields up to 65 %.

[Full Papers]

Dr. Daniel Paprocki, Dr. Dominik Koszelewski, Arleta Madej, Dr. Anna Brodzka, Prof. Peter Walde, Prof. Ryszard Ostaszewski

doi.org/10.1002/slct.202002266

Base-Promoted Double Amination of 1-Haloalkynes: Direct Synthesis of Ene-1,1-diamines

Easy way to ene-1,1-diamines: 1-Haloalkynes react with secondary aliphatic amines to selectively give ene-1,1-diamines under the reported protocol. Single-crystal X-ray diffraction analysis of one of the products and its corresponding protonated form - amidinium salt - reveals structural changes occurring upon protonation of those carbon bases.

[Full Papers]

Dr. Nurbey Gulia, Dr. Bartłomiej Pigulski, Dr. Sławomir Szafert

doi.org/10.1002/ejoc.202000939

Electrosynthesis of Unique AgII Fluoride Quantum Antiferromagnets in Anhydrous HF

Electrosynthesis of divalent silver compounds, AgIIFBF4 and AgIIF2 single crystals, was performed at the Boron-Doped Diamond electrode in anhydrous hydrogen fluoride for the first time.

[Full Papers]

Dr. Piotr Połczyński, Prof. Rafał Jurczakowski, Dr. Zoran Mazej, Dr. Łukasz Dobrzycki, Dr. Adam Grzelak, Prof. Wojciech Grochala

doi.org/10.1002/ejic.202000363

Porphycene Protonation: A Fast and Reversible Reaction Enabling Optical Transduction for Acid Sensing

Going green: An effective and reversible color change (from blue to green) of a porphycene film when exposed to acid vapours is demonstrated. The applicability of porphycene thin films in acidochromic vapor sensing is demonstrated by using surface differential reflectivity technique.

[Articles]

Dr. Alberto Bossi, Prof. Jacek Waluk, Dr. Rossella Yivlialin, Dr. Marta Penconi, Prof. Marcello Campione, Prof. Gianlorenzo Bussetti

doi.org/10.1002/cptc.202000142

Effects of a Constant Magnetic Field on the Electrochemical Reactions of Quercetin

The effect of a constant magnetic field on the processes of quercetin electrochemical reactions has been investigated. Using cyclic voltammetry and impedance spectroscopy, it was found that a constant magnetic field improves the reaction efficiency at the stage in which the oxidation of the OH groups in the A-ring is the most difficult. For comparison, a study of the effect of magnetic fields on the basic processes of alloys electrodeposition and on the Kabachnik-Fields reaction is reported.

[Full Papers]

Prof. Marek Zieliński, Dr. Barbara Burnat, Dr. Ewa Miękoś

doi.org/10.1002/open.202000066

A New Technique for In Situ Determination of the Active Surface Area Changes of Li-Ion Battery Electrodes

Goodbye, geometric surface area! We present a new method of in situ analysis of active surface area changes for Li ion electrodes. This approach is not affected by the SEI layer presence, the active material composition, nor the lithiation mechanism (intercalation or alloy formation). The new procedure allows for the surface area change evaluation during the material lithiation, and, accordingly, leads to a correct result interpretation.

[Articles]

Dr. Maciej Ratynski, Dr. Bartosz Hamankiewicz, Dr. Dominika A. Buchberger, Maciej Boczar, Dr. Michał Krajewski, Prof. Dr. Andrzej Czerwinski

doi.org/10.1002/batt.202000088

Redox Activity of Bromides in Carbon-Based Electrochemical Capacitors

A bromide-carbon affair: Redox-active electrolytes have attracted remarkable attention in recent years as very promising electrolytes for electrochemical capacitors with improved energy. Although their application brings several advantages to the system in general, their performance should always be evaluated in terms of further application, as the power and the cycle life might be affected. Reasonable selection of the electrolyte (and redox-active species) concentration, the electrode material, and the current collector might thus result in a system characterized by satisfactory performance with long-term operation.

[Articles]

Dr. Krzysztof Fic, Mr. Shinya Morimoto, Prof. Elżbieta Frąckowiak, Prof. Masashi Ishikawa

doi.org/10.1002/batt.202000061