Metal- and Reagent-Free Electrochemical Synthesis of Alkyl Arylsulfonates in a Multi-Component Reaction.
Abstract This work presents the first electrochemical preparation of alkyl arylsulfonates by direct anodic oxidation of electron‐rich arenes. The reaction mechanism features a multi‐component reaction consisting of electron‐rich arenes, an alcohol of choice and excess SO2 in an acetonitrile‐HFIP reaction mixture. In‐situ formed monoalkyl sulfites are considered as key intermediates with bifunctional purpose. Firstly, this species functions as nucleophile and secondly, excellent conductivity is provided. Several primary and secondary alcohols and electron‐rich arenes are implemented in this reaction to form the alkyl arylsulfonates in yields up to 73 % with exquisite selectivity. Boron‐doped…
All-organic fast intersystem crossing assisted exciplexes exhibiting sub-microsecond thermally activated delayed fluorescence
A novel strategy is presented towards acquisition of exciplex systems exhibiting thermally activated delayed fluorescence (TADF) with a high reverse intersystem crossing (RISC) rate (exceeding 107 s−1). This approach involves constructing exciplex donor–acceptor molecular pairs, where the acceptor molecule possesses the ability to undergo fast and efficient intersystem crossing (ISC). With the use of 6-cyano-9-phenylpurine (PCP) acceptor and carbazole-based donor molecules, exciplexes were obtained, where the excitation is contained on PCP and undergoes fast ISC to form a local excited triplet state (3LEA). The controlled excitation transfer to the 3LEA level provides an optimal reverse int…
Energy level determination of purine containing blue light emitting organic compounds
Organic light emitting diodes (OLED) have found their applications in the mobile and TV screens. Till now the commercially available diodes are made by expensive thermal evaporation in a vacuum. The costs of OLED fabrication could be decreased by applying low-cost wet casting methods, for example, spin-coating. In this work, we have studied a group of blue light emitting purine derivatives which could potentially be used in OLEDs. The advantage of these compounds is their ability to form amorphous thin films from solutions. All the thin films were prepared by the spincoating method from chloroform solution on ITO glass. The position of hole and electron transport energy levels is important …
Rapid Catalytic Water Disinfection from Earth Abundant Ca 2 Fe 2 O 5 Brownmillerite
Water disinfection is a crucial challenge for humanity. Approaches that are effective, cheap, environmentally friendly, and do not promote gene exchange between bacteria are urgently required. Strongly oxidizing radicals are highly promising to achieve this as they lead to bacterial activation at high efficiencies. However, sources to consistently generate these radicals are limited to high energy UV/H2O2 treatments requiring a large energy input. Here the use of abundant, cheap, brownmillerite (Ca2Fe2O5) is demonstrated as an efficient radical generation material under dark conditions, showing a seven order of magnitude decrease in bacterial concentration over 10 min. This decrease is attr…
Cover Feature: Metal‐ and Reagent‐Free Electrochemical Synthesis of Alkyl Arylsulfonates in a Multi‐Component Reaction (Chem. Eur. J. 38/2020)
Electrosynthesis of Stable Betulin‐Derived Nitrile Oxides and their Application in Synthesis of Cytostatic Lupane‐Type Triterpenoid‐Isoxazole Conjugates
Photophysical and Electrical Properties of Highly Luminescent 2/6-Triazolyl-Substituted Push-Pull Purines.
This work is supported by the ERDF 1.1.1.1. activity project No. 1.1.1.1/16/A/131. The authors thank Dr. sc. ing. Jānis Zicāns and Dr. sc. ing. Remo Merijs Meri for DSC analyses.
CCDC 1988057: Experimental Crystal Structure Determination
Related Article: Stephan P. Blum, Dieter Schollmeyer, Maris Turks, Siegfried R. Waldvogel|2020|Chem.-Eur.J.|26|8358|doi:10.1002/chem.202001180