Cationic NHC-Phosphine Iridium Complexes: Highly Active Catalysts for Base-Free Hydrogenation of Ketones

Base-free: New bidentate N-heterocyclic carbene-phosphine iridium complexes have been synthesized and evaluated in the hydrogenation of ketones. The majority of previously reported catalytic systems require base additives and if excluded, need elevated temperature or high pressure of hydrogen gas to achieve satisfactory reactivity. The developed catalysts showed high reactivity and good enantioselectivity (up to 96% ee) under additive-free and mild conditions (balloon pressure H2, room temperature, 30 min).

[Full Papers]

Dr. Xu Quan, Dr. Sutthichat Kerdphon, Bram B. C. Peters, Dr. Janjira Rujirawanich, Dr. Suppachai Krajangsri, Dr. Jira Jongcharoenkamol, Prof. Pher G. Andersson

doi.org/10.1002/chem.202002811

Base Promoted Cascade Reaction: A Convenient Route to Hybrid S and N Polyheterocycles

A mild and efficient metal-free multicomponent cascade reaction was developed to create a library of biologically privileged heterocyclic/spirocyclic scaffolds from the simple feedstocks. This protocol exploits the mercapto/aza lactam based fuced pyrimidine active methylene compounds as a principle building block. An excellent regio/chemoselectivity was attained at room temperature.

[Communications]

Dr. Ramasamy Jayarajan, Dr. Thirumalaswamy Kottha, Dr. Sabarinathan Subbaramanian, Prof. Dr. Gnanasambandam Vasuki

doi.org/10.1002/slct.202003412

Zinc Deficiency Leads to Lipid Changes in Drosophila Brain Similar to Cognitive-Impairing Drugs: An Imaging Mass Spectrometry Study

The cover feature picture shows the importance of zinc in altering lipid composition in cellular membranes, which affects signal transduction inside the brain. Mass spectrometry imaging was used to show that zinc deficiency changes lipid composition and lipid abundance in the brain of Drosophila and the changes are similar to those caused by cognitive-impairing drugs. More information can be found in the communication by A. G. Ewing et al.

[Cover Pictures]

Mai Hoang Philipsen, Chaoyi Gu, Prof. Andrew G. Ewing

doi.org/10.1002/cbic.202000639

A Stable Homoleptic Organometallic Iron(IV) Complex

A stable homoleptic organometallic FeIV complex, [Fe(phtmeimb)2](PF6)2 was synthesized and isolated. It is stable in the solid state and in acetonitrile at ambient temperature. The excited state of the 3GS [Fe(phtmeimb)2](PF6)2 was shown to be of 3LMCT nature, and shows a 0.8 ps lifetime as determined by transient absorption spectroscopy.

[Communications]

Dr. Om Prakash, Dr. Pavel Chábera, Dr. Nils W. Rosemann, Dr. Ping Huang, Prof. Dr. Lennart Häggström, Prof. Dr. Tore Ericsson, Dr. Daniel Strand, Prof. Dr. Petter Persson, Prof. Dr. Jesper Bendix, Dr. Reiner Lomoth, Prof. Dr. Kenneth Wärnmark

doi.org/10.1002/chem.202002158

Indenofluorene-Extended Tetrathiafulvalene Scaffolds for Dye-Sensitized Solar Cells

Indenofluorene-extended tetrathiafulvalenes connected to an electron acceptor moiety present a new promising class of chromophores for dye-sensitized solar cells. Construction of the new donor-acceptor scaffolds relied on a Sonogashira coupling as the key synthetic step. A dye-sensitized solar cell constructed from a compound containing a benzothiadiaziole acceptor exhibited good power conversion efficiency.

[Full Papers]

Josefine Mogensen, Hannes Michaels, Rajarshi Roy, Line Broløs, Dr. Martin Drøhse Kilde, Prof. Dr. Marina Freitag, Prof. Dr. Mogens Brøndsted Nielsen

doi.org/10.1002/ejoc.202001058

The Critical Role of Passive Permeability in Designing Successful Drugs

Activity via passivity: Passive permeability is an important property of drug candidates. It impacts oral absorption, brain penetration, liver and kidney clearance, as well as the magnitude of drug-drug interactions. Passive permeability is an important parameter to classify compounds into different classification systems. Design principles have been developed to enable modulation of passive permeability through structural modifications.

[Reviews]

Dr. Li Di, Prof. Per Artursson, Dr. Alex Avdeef, Prof. Leslie Z. Benet, Prof. J. Brian Houston, Dr. Manfred Kansy, Edward H. Kerns, Prof. Hans Lennernäs, Dr. Dennis A. Smith, Prof. Kiyohiko Sugano

doi.org/10.1002/cmdc.202000419

The Surface Chemistry of Thin Lithium Metal Electrodes in Lithium-Sulfur Cells

Into thin lithium: The anode surface chemistry in Li−S cells employing thin 30 μm Li metal foil is explored by combinations of electrochemical measurements, XPS, and SEM. A rapid consumption of the LiNO3 electrolyte additive is observed. This indicates that if employing a thin Li metal anode to achieve a good cell balancing, a stabilization of the anode surface in Li−S cells becomes even more of a critical issue.

[Articles]

Dr. Ming-Tao Lee, Dr. Haidong Liu, Prof. Daniel Brandell

doi.org/10.1002/batt.202000145

Fibre Optic Sensor for Characterisation of Lithium-Ion Batteries

In this study, a fully embedded fibre optical sensor is presented for direct monitoring of lithium iron phosphate in a battery cell. The sensor is based on absorption of evanescent waves, and the recorded intensity correlates well with the insertion and extraction of lithium ions. This shows that a fibre optical sensor may be used to follow the state of charge in real time and to provide optical information from the electrode material.

[Full Papers]

Jonas Hedman, David Nilebo, Dr. Elin Larsson Langhammer, Dr. Fredrik Björefors

doi.org/10.1002/cssc.202001709

The European Federation for Medicinal Chemistry (EFMC) Best Practice Initiative: Validating Chemical Probes

What are chemical probes and why are they important? Chemical probes are designed to selectively address a biological question; this is distinctly different from a drug, which is designed to produce a clinical outcome! Simple guidelines can be used to generate high-quality chemical probes and obtain reliable data to further our understanding of human biology and disease.

[Viewpoints]

Dr. Jean Quancard, Prof. Brian Cox, Dr. Dirk Finsinger, Dr. Stéphanie M. Guéret, Dr. Ingo V. Hartung, Dr. Hannes F. Koolman, Dr. Josef Messinger, Prof. Dr. Gianluca Sbardella, Prof. Dr. Stefan Laufer

doi.org/10.1002/cmdc.202000597

Front Cover: An Alternative Approach to the Hydrated Imidazoline Ring Expansion (HIRE) of Diarene-Fused [1.4]Oxazepines (Eur. J. Org. Chem. 35/2020)

The Front Cover shows diarene-fused [1.4]oxazepines that can be expanded by 3 atoms on judicious coupling with secondary 2-hydrozyethyl amines. This constitutes an alternative approach to the so-called Hydrated Imidazoline Ring Expansion (HIRE). More information can be found in the Full Paper by M. Krasavin et al.

[Cover Picture]

Sergey Grintsevich, Dr. Alexander Sapegin, Elena Reutskaya, Stefan Peintner, Prof. Dr. Máté Erdélyi, Prof. Dr. Mikhail Krasavin

doi.org/10.1002/ejoc.202001186

Distinct Mechanisms for Processing Autophagy Protein LC3-PE by RavZ and ATG4B

Cut autophagy: Semisynthetic lipidated autophagy protein LC3-PE enables biochemical and structural analysis of the protein's structure-function relationship. The distinct binding modes of the LC3 C-terminal motif might determine the specificity of cleavage by endogenous ATG4 and the Legionella effector RavZ.

[Full Papers]

Dr. Aimin Yang, Dr. Supansa Pantoom, Prof. Dr. Yao-Wen Wu

doi.org/10.1002/cbic.202000359

DBU-Catalyzed Ring-Opening and Retro-Claisen Fragmentation of Dihydropyranones**

The selective addition of acetone to unactivated Michael acceptors is still troublesome. We present an alternative method for the synthesis of these products by ring-opening and fragmentation of dihydropyranones. The developed protocol has a broad reaction scope and delivers the products in good two excellent yields (32 examples, up to 97 % yield). A mechanism is proposed based on both kinetic and quantum chemical results.

[Full Papers]

Dr. Anton Axelsson, Emmelie Hammarvid, Dr. Martin Rahm, Dr. Henrik Sundén

doi.org/10.1002/ejoc.202000858

Synthesis and Magnetic Properties of the Ternary Oxofluoride Fe3Sb4O6F6

Non-centrosymmetric Fe3Sb4O6F6 was synthesized by hydrothermal techniques and characterized by X-ray diffraction data, Mössbauer spectroscopy, and magnetic studies. The compound crystallizes in the cubic space group I-43m with separate crystallographic sites for Fe2+ and Sb3+, respectively. Fe3Sb4O6F6 exhibits antiferromagnetic order below ca. 72 K succeeded by a second magnetic phase transition at ca. 30 K.

[Full Papers]

Dr. Sk Imran Ali, Dr. Reinhard K. Kremer, Dr. Henrik Skogby, Dr. Mats Johnsson

doi.org/10.1002/ejic.202000562

Boosting Electrocatalytic Water Oxidation by Creating Defects and Lattice-Oxygen Active Sites on Ni-Fe Nanosheets

To dope and to dedope: Defects and lattice-oxygen active sites are created on Ni−Fe nanosheets by sequential electrodoping and dedoping of tetramethylammonium ions. The intrinsic catalytic properties of the Ni−Fe catalyst for electrocatalytic water oxidation are tailored by Ni vacancies. The as-prepared defect-rich Ni−Fe catalyst achieves a current density of 10 mA cm2 at the overpotential of only 172 mV.

[Full Papers]

Chi Chen, Dr. Peili Zhang, Prof. Mei Wang, Dr. Dehua Zheng, Junchi Chen, Dr. Fusheng Li, Dr. Xiujuan Wu, Dr. Ke Fan, Prof. Licheng Sun

doi.org/10.1002/cssc.202001362

Bi(III) Complexes Containing Dithiocarbamate Ligands: Synthesis, Structure Elucidation by X-ray Diffraction, Solid-State 13C/15N NMR, and DFT Calculations

An NMR crystallography method is presented for the structure elucidation of homo- and heteroleptic Bi(III)-dithiocarbamate complexes using 13C/15N NMR chemical shifts measured by solid-state NMR spectroscopy and calculated by periodic density functional theory. The findings of the present multidisciplinary approach will contribute to the structural refinement of diamagnetic complexes, especially, involving heavy metal ones.

[Full Papers]

Dr. Vasantha Gowda, Dr. Bipul Sarma, Dr. Anna-Carin Larsson, Dr. Perttu Lantto, Prof. Oleg. N. Antzutkin

doi.org/10.1002/slct.202001692

Electrochemical Behaviour of Nb-Doped Anatase TiO2 Microbeads in an Ionic Liquid Electrolyte

Subtle effects: A combination of a microbead morphology, Nb-doping, and the use of an ionic liquid electrolyte is shown to significantly decrease the irreversible capacity loss of TiO2 and improve its electrochemical performance. A change in the electrochemical response in the first cycles indicates formation of a solid-electrolyte interphase (SEI) or a modification of the structure of the surface layer of the TiO2/Nb microbeads, which apparently stabilises the performance. The change in the response is manifested in an increased charge transfer resistance and the presence of two charge transfer contributions. During prolonged cycling the TiO2/Nb electrode shows an excellent stability over 5000 cycles.

[Articles]

Simon Lindberg, Dr. Carmen Cavallo, Giulio Calcagno, Dr. Adriana M. Navarro-Suárez, Prof. Patrik Johansson, Prof. Aleksandar Matic

doi.org/10.1002/batt.202000076

Zinc Deficiency Leads to Lipid Changes in Drosophila Brain Similar to Cognitive-Impairing Drugs: An Imaging Mass Spectrometry Study

No zinc, no think: Using mass spectrometric imaging, we examined how dietary zinc chelation can alter lipid composition and lipid abundance in the central brain of Drosophila. The increased PC and PI levels and the decreased PE level induced by zinc deficiency resemble the effects of several cognitive-impairing drugs, including cocaine and ketamine.

[Communications]

Mai H. Philipsen, Chaoyi Gu, Prof. Andrew G. Ewing

doi.org/10.1002/cbic.202000197

Enhancement of Functional Properties of Liquid Electrolytes for Lithium-Ion Batteries by Addition of Pyrrolidinium-Based Ionic Liquids with Long Alkyl-Chains

The pursuit of electrolytes: Innovative non-aqueous electrolytes for Li-ion batteries with superior safety features compared to commercial products are formulated and characterized: here, the unique physico-chemical properties of ionic liquids to push the capability of liquid electrolytes beyond the state-of-the-art are exploited.

[Articles]

Arcangelo Celeste, Dr. Laura Silvestri, Dr. Marco Agostini, Matthew Sadd, Stefano Palumbo, Dr. Jaya Kumar Panda, Dr. Aleksandar Matic, Dr. Vittorio Pellegrini, Dr. Sergio Brutti

doi.org/10.1002/batt.202000070