Electrochemical Nickel-Catalyzed Hydrogenation.

Olefin hydrogenation is one of the most important transformations in organic synthesis. Electrochemical transition metal-catalyzed hydrogenation is an attractive approach to replace the dangerous hydrogen gas with electrons and protons. However, this reaction poses major challenges due to rapid hydrogen evolution reaction (HER) of metal-hydride species that outcompetes alkene hydrogenation step, and facile deposition of the metal catalyst at the electrode that stalls reaction.

Electrophotochemical Metal-Catalyzed Decarboxylative Coupling of Aliphatic Carboxylic Acids.

An electrophotochemical dual metal-catalyzed protocol for decarboxylative arylation of simple aliphatic carboxylic acids with aryl halides is reported. The relative stabilities of catalytically active metal complexes simultaneously generated at anode and cathode are the key design elements for the success of this convergent paired electrolysis. This new electrophotocatalytic method is mild, robust, and most importantly, capable of accommodating simple primary aliphatic acids including acetic acid - ubiquitous and variegated structural motifs yet remain oddly challenging substrates - directly as native functional groups for decarboxylative C(sp )-C(sp ) bond formation.

Chiral Conjugated Thermally Activated Delayed Fluorescent Polymers for Highly Efficient Circularly Polarized Polymer Light-Emitting Diodes.

Two novel chiral conjugated polymers and designed and synthesized from a pair of circularly polarized thermally activated delayed fluorescence (CP-TADF) enantiomers are presented in this work. The two polymers exhibited excellent TADF properties with small singlet-triplet energy gaps (Δ) of 0.045 and 0.

Assembly of 2-Arylbenzothiazoles through Three-Component Oxidative Annulation under Transition-Metal-Free Conditions.

Highly efficient methods for the synthesis of 2-arylbenzothiazoles and 2-arylnaphtho[2,1-d]thiazoles have been developed. Readily available aromatic amines, benzaldehydes, and elemental sulfur were directly assembled through oxidative annulation and C-H functionalization under transition-metal-free conditions, where DMSO or oxygen served as the oxidant. NHI or KI as the catalyst was found to be effective to promote the transformations to give the annulation products in good to excellent yields with wide functional group tolerance.

Complexation Between (O-Methyl) -2,6-Helic[6]arene and Tertiary Ammonium Salts: Acid/Base- or Chloride-Ion-Responsive Host-Guest Systems and Synthesis of [2]Rotaxane.

Complexation between (O-methyl) -2,6-helic[6]arene and a series of tertiary ammonium salts was described. It was found that the macrocycle could form stable complexes with the tested aromatic and aliphatic tertiary ammonium salts, which were evidenced by H NMR spectra, ESI mass spectra, and DFT calculations. In particular, the binding and release process of the guests in the complexes could be efficiently controlled by acid/base or chloride ions, which represents the first acid/base- and chloride-ion-responsive host-guest systems based on macrocyclic arenes and protonated tertiary ammonium salts.

Pd-Catalyzed Hydroxylation of Aryl Boronic Acids Using In Situ Generated Hydrogen Peroxide.

Herein, we describe a benign and efficient palladium-catalyzed hydroxylation of aryl boronic acids under mild conditions, with in situ generated hydrogen peroxide from carbon monoxide, water, and oxygen. This novel procedure combines catalytic production of hydrogen peroxide with an aerobic oxidation process in a sole reaction system. This system shows good functional group tolerance and provides a benign and efficient access to a variety of functionalized phenols.

Anion recognition by charge neutral electron-deficient arene receptors.

Anion-π interactions are newly emerging non-covalent interactions and have attracted considerable attention from both theoreticians and supramolecular chemists. This short review article summarizes the recent advances in anion recognition using charge neutral electron-deficient aromatic compounds.

Assembly of a self-complementary monomer: formation of supramolecular polymer networks and responsive gels.

Self-complementary monomer 1, which combines a macrotricyclic polyether and two dibenzylammonium ions together, was synthesized, and its self-assembly into supramolecular polymer networks by host-guest interactions was studied. For the purpose of comparative study, two model molecules 2 and 3 were also prepared. It was found that model molecule 2 and dibenzylammonium ion 4 form a 1:2 complex in solution and in the solid state, which afforded a model system for the investigation of the assembly behavior of monomer 1.