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A Sterically Overcrowded, Isopropyl-Substituted, Lanthanide-Chelating Tag for Protein Pseudocontact Shift NMR Spectroscopy: Synthesis of its Macrocyclic Scaffold and Benchmarking on Ubiquitin S57 C and hCA II S166 C

Articles from Wiley - 12 agosto, 2019 - 00:00

Rigidified tag for protein NMR: Pseudocontact shifts (PCS) generated by lanthanide-chelating tags (LCTs) yield valuable structural restraints for the analysis of structure, dynamics, and ligand-binding of proteins in solution. We present here a highly rigidified LCT (see graphic) that induces strong PCS and residual dipolar couplings when attached to ubiquitin S57 C and human carbonic anhydrase II S166 C.

[Full Papers]
Daniel Joss, Maria-Sophie Bertrams, Dr. Daniel Häussinger
doi.org/10.1002/chem.201901692

Insights into the Aggregation Behaviour of a Benzoselenadiazole-Based Compound and Generation of White Light Emission

Articles from Wiley - 12 agosto, 2019 - 00:00

A binary mixture containing the donor-acceptor-donor compound 4,7-di((E)styryl)benzo[2,1,3]selenadiazole (1) and 1-pyrenemethanol (2) in 90 % aqueous THF shows white-light emission, which arises mainly from the combination of red light from H-aggregated 1, blue light from monomeric 2, and green light from excimers of 2.

[Articles]
Sayan Maiti, Rohit G. Jadhav, Dr. Shaikh M. Mobin, Dr. Tushar K. Mukherjee, Dr. Apurba K. Das
doi.org/10.1002/cphc.201900476

Emerging Two-Dimensional Nanomaterials for Cancer Therapy

Articles from Wiley - 12 agosto, 2019 - 00:00

Two-dimensional (2D) nanomaterials have tremendous potential in biomedicine because of their unique physicochemical properties, especially for cancer diagnosis and therapy. The authors review recent top-down and bottom-up preparation strategies for 2D nanomaterials, discuss their physicochemical properties, highlight some applications in cancer theranostics, and elucidate the future development and challenges of 2D nanomaterials in biomedicine.

[Minireviews]
Zilei Guo, Jiang Ouyang, Dr. Na Yoon Kim, Prof. Jinjun Shi, Prof. Xiaoyuan Ji
doi.org/10.1002/cphc.201900551

Intermolecular London Dispersion Interactions of Azobenzene Switches for Tuning Molecular Solar Thermal Energy Storage Systems

Articles from Wiley - 12 agosto, 2019 - 00:00

Interact and tune: The performance of molecular solar thermal energy storage system (MOST) depends i.a. on the amount of energy stored. Herein it could be shown that intermolecular attractive London dispersion interactions stabilize the (E)-isomer in bisazobenzene linked by different alkyl bridges. This leads to an increased storage energy per azo-unit of more than 3 kcal/mol compared to the parent azobenzene.

[Communications]
Anne Kunz, Andreas H. Heindl, Dr. Ambra Dreos, Zhihang Wang, Prof. Dr. Kasper Moth-Poulsen, Dr. Jonathan Becker, Prof. Dr. Hermann A. Wegner
doi.org/10.1002/cplu.201900330

Direct Observation of Photochemical Free Radical Production from the Sunscreen 2-Phenylbenzimidazole-5-Sulfonic Acid via Laser-Interfaced Mass Spectrometry

Articles from Wiley - 12 agosto, 2019 - 00:00

That's radical! 2-phenylbenzimidazole-5-sulfonic acid (PBSA) is a common UV filter which is known to exhibit photosensitizing properties. Using novel laser-interfaced mass spectrometry, we directly identify the UV photodegradation products of PBSA, and present evidence that the T1 state, associated with photosensitization, decays with direct free radical production.

[Articles]
Natalie G. K. Wong, Dr. Jacob A. Berenbeim, Dr. Caroline E. H. Dessent
doi.org/10.1002/cptc.201900149

Cyanoborates

Articles from Wiley - 12 agosto, 2019 - 00:00

The boron-based molecules, anions, and clusters are applied in selected fields of coordination chemistry and materials science, often related to ionic liquids and polymers …

Read more about the story behind the cover in the Cover Profile and about the research itself in the Minireview by N. V. Ignat'ev and M. Finze.

[Cover Profile]
Nikolai V. Ignat'ev, Maik Finze
doi.org/10.1002/ejic.201900832

Controlling the Photophysics of Aromatic Guests Using a Cyclic Porphyrin Dimer: Synthesis, Structure, and Encapsulation-Mediated “ON-OFF” Switch

Articles from Wiley - 12 agosto, 2019 - 00:00

Molecular switch: A cyclic porphyrin dimer has been employed as a molecular container that can efficiently encapsulate aromatic guests (pyrene/anthracene) inside its cavity. Such entrapment inside the cavity completely alters the photophysics of the encapsulated guests.

[Full Papers]
Pritam Mondal, Sayantani Banerjee, Sankar Prasad Rath
doi.org/10.1002/ejic.201900639

Three Fluorinated Trityl Alcohols and their Lithium Salts - Synthesis, Molecular Structures, and Acidity

Articles from Wiley - 12 agosto, 2019 - 00:00

Straightforward one-step synthetic procedures resulted in three fluorinated trityl alcohols. Their high acidity and bulkiness, together with organically bound fluorine atoms as extra ligating sites, account for interesting coordination behavior in their lithium salts. The alcohols call for application to the field of Lewis superacids with enormous fluoride ion affinity.

[Full Papers]
Julius F. Kögel, Enno Lork, Märt Lõkov, Elisabeth Parman, Ivo Leito, Alexey Y. Timoshkin, Jens Beckmann
doi.org/10.1002/ejic.201900603

Taming Copper(I) Cyanate and Selenocyanate with N-Heterocyclic Carbenes

Articles from Wiley - 12 agosto, 2019 - 00:00

N-heterocyclic carbene adducts of copper(I) cyanate and selenocyanate have been synthesised. The copper(I) cyanate complexes represent the first structurally characterised examples of monomeric copper(I) cyanate complexes.

[Full Papers]
Christopher A. Dodds, Alan R. Kennedy, Ross Thompson
doi.org/10.1002/ejic.201900515

Dinuclear and Trinuclear Complexes of Copper(I) and Silver(I) Supported by a Highly Fluorinated Pyrazolate [3,5-(CF<sub>3</sub>)<sub>2</sub>Pz]<sup>-</sup> and <i>N</i>-Heterocycles

Articles from Wiley - 12 agosto, 2019 - 00:00

A range of silver and copper complexes featuring all nitrogen coordination environments have been isolated from the reactions between highly fluorinated silver(I) and copper(I) pyrazolates and aromatic, bidentate N-heterocycles.

[Full Papers]
H. V. Rasika Dias, Himashinie Diyabalanage, Naleen B. Jayaratna, Daniel Shaw, Champika V. Hettiarachchi, Devaborniny Parasar
doi.org/10.1002/ejic.201900719

A Copper Metal-Organic Hydrogel as a Catalyst for SO<sub>2</sub> and CO<sub>2</sub> Fixation under Ambient Conditions

Articles from Wiley - 12 agosto, 2019 - 00:00

A copper(II) hydrogel has been synthesized and characterized. The xerogel can be used as a heterogeneous catalyst for the conversion of SO2 1,3,2-dioxathiolane-2-oxides with high diastereoselectivity. The xerogel can also be used for the chemical fixation of CO2.

[Full Papers]
Chandane Kumar Karan, Manish Bhattacharjee
doi.org/10.1002/ejic.201900594

Keggin-Type Polyoxometalate Modified Ag/Graphene Composite Materials for Electrocatalytic Water Oxidation

Articles from Wiley - 12 agosto, 2019 - 00:00

Herein, two new Keggin type POM-based Ag-containing H2biim complexes were synthesized and used as precursors for preparation of POM and Ag nanoparticle loaded graphene composite materials, which show good activity and stability for electrocatalytic water oxidation under neutral conditions.

[Full Papers]
Yan Li, Xu-Ran Chang, Xiao-Jing Sang, Jian-Sheng Li, Yu-Hui Luo, Zai-Ming Zhu, Wan-Sheng You
doi.org/10.1002/ejic.201900566

Stabilization of Heteroleptic Heavier Alkaline Earth Metal Complexes with an Encapsulating Dipyrromethene Ligand

Articles from Wiley - 12 agosto, 2019 - 00:00

A dipyrromethene ligand with anthracenyl substituents adequately stabilizes complexes with large metal cations like Ba2+ for ligand scrambling. The metal cation is encapsulated in a cavity spanned by the anthracenyl groups effectively preventing dimerization and blocking ligand exchange.

[Full Papers]
Gerd Ballmann, Bastian Rösch, Sjoerd Harder
doi.org/10.1002/ejic.201900743

Half Sandwich Electron Deficient <i>N</i>,<i>N′</i>,<i>N′′</i>-Triarylguanidinatoruthenium(II) Complexes: Syntheses, Reactivity Studies, and Structural Aspects

Articles from Wiley - 12 agosto, 2019 - 00:00

[3+2] Cycloaddition reaction of 5 with electron deficient diethylacetylenedicarboxylate afforded guanidinate(1-) complex 9, while the reaction with electron rich bis(diphenylphosphanyl)acetylene afforded guanidinate(2-) complex 10 in good yields. The difference in reactivity was ascribed to the difference in the electron richness of the reacting alkynes.

[Full Papers]
Robin Kumar, Rishabh Ujjval, Natesan Thirupathi
doi.org/10.1002/ejic.201900616

CeMo<sub>2</sub>B<sub>5</sub>: A New Type of Arrangement of Puckered Boron Hexagonal Rings

Articles from Wiley - 12 agosto, 2019 - 00:00

CeMo2B5 is a simple metallic system whose bonding architecture is dominated by chains of [Ce2Mo2] clusters with multi-center bonds. The structural, magnetic, electronic transport properties are reported, and the chemical bonding situation is analyzed by theoretical DFT calculations.

[Full Papers]
Sever Flipo, Miroslav Kohout, Friedrich Roth, Tina Weigel, Walter Schnelle, Matej Bobnar, Alim Ormeci, Ulrich Burkhardt, Christoph Hennig, Tilmann Leisegang, Dirk-Carl Meyer, Andreas Leithe-Jasper, Roman Gumeniuk
doi.org/10.1002/ejic.201900411

Au-Cavitand Catalyzed Alkyne-Acid Cyclizations

Articles from Wiley - 12 agosto, 2019 - 00:00

Au-Cavitands place a reactive metal center inwardly directed to a well-studied binding pocket. The metal center retains its reactivity, but what role does the pocket play? Specific sized groups that are known guests for cavitands slow the reaction progress of the lactonization of alkynoic acids. Initial kinetic treatment hints of substrate and product inhibition for select R groups.

[Communications]
Tam D. Ho, Michael P. Schramm
doi.org/10.1002/ejoc.201900829

Visible-Light-Mediated Regioselective Allylation, Benzylation, and Silylation of Methylene-Malononitriles via Photoredox-Induced Radical Cation Fragmentation

Articles from Wiley - 12 agosto, 2019 - 00:00

Visible-light-mediated regioselevtive allylation, benzylation, and silylation of methylene-malononitriles with silanes have been realized. The reactions proceed via a photoredox-catalyzed σ-C-Si+· or σ-Si-Si+· type radical cation fragmentation.

[Communications]
Rongfang Liu, Shane Pui Mun Chia, Yi Yiing Goh, Han Wen Cheo, Binbin Fan, Ruifeng Li, Rong Zhou, Jie Wu
doi.org/10.1002/ejoc.201900902

Employing α-Diazocarbonyl Compound Chemistry in the Assembly of Medicinally Important Aryl(alkyl)thiolactam Scaffold

Articles from Wiley - 12 agosto, 2019 - 00:00

The RhII-catalyzed S-H insertion reaction of α-diazo-γ-butyrolactams provides a straightforward access to α-aryl(alkyl)thiolactams. The same diazo lactams can be easily converted to β-aryl(alkyl)thiolactams through AgI-catalyzed β-hydride shift followed by a sulfa-Michael addition. These two reactions of α-diazo-γ-butyrolactams pave the way toward two medicinally important scaffolds.

[Communications]
Darina Barkhatova, Daniil Zhukovsky, Dmitry Dar'in, Mikhail Krasavin
doi.org/10.1002/ejoc.201900944

Metal-Free Aerobic Oxidative C-O Coupling of C(<i>sp</i><sup>3</sup>)-H with Carboxylic Acids Catalyzed by DDQ and <i>tert</i>-Butyl Nitrite

Articles from Wiley - 12 agosto, 2019 - 00:00

A metal-free aerobic oxidative cross-coupling reaction between a benzylic C(sp3)-H bond and a carboxylic acid catalyzed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and tert-butyl nitrite has been developed. This protocol provides a mild and efficient route to obtain diarylmethanol esters and phthalides. It can be regarded as a typical example of green chemistry in oxidative C-O coupling.

[Full Papers]
Decheng Pan, Zilong Pan, Zhiming Hu, Meichao Li, Xinquan Hu, Liqun Jin, Nan Sun, Baoxiang Hu, Zhenlu Shen
doi.org/10.1002/ejoc.201900773

An efficient Benzannulation protocol for the synthesis of 9,9-Diphenyl-9<i>H</i>-fluorenols using Intramolecular Allene Friedel-Crafts Annulation

Articles from Wiley - 12 agosto, 2019 - 00:00

A one-pot synthesis of 9,9-diphenyl-9H-fluorenols was developed starting from tert-propargyl alcohols and substituted acetylacetones using calcium triflate in good to excellent yields. This benzannulation reaction involves the formation of an allenyl ketone and a subsequent allene Friedel-Crafts annulation.

[Full Papers]
Srinivasarao Yaragorla, P. Rajesh
doi.org/10.1002/ejoc.201900895

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