Aza-Heck cyclizations are an emerging method for the construction of chiral N-heterocyclic systems. In these processes, an activated N-O bond replaces the C-X bond (X = halide, OTf) used in conventional Heck reactions, with the associated aza-Pd(ii)-intermediate engaging pendant alkenes in a Heck-like manner. This perspective article commences with an historical overview of the area, which stem...

A number of novel benzimidazolium salts having aryl substituents such as N-phenyl, 4-chlorophenyl and various alkyl substituents were synthesized. Their microwave-assisted catalytic activities were evaluated in Heck-Mizoroki and Suzuki-Miyaura cross-coupling reactions using a catalytic system consisting of Pd(OAc)(2)/K(2)CO(3) in DMF/H(2)O under mild reaction conditions with consistent high y...

A multilayer film of (Pd(2+)/)10 was simply fabricated by Pd(ii) and 2-Br-2',7,7'-tri(4-pyridyl)-9,9'-spirobifluorene (, Br-tpsf) through a layer-by-layer self-assembly method. The film loaded on a quartz slide as a catalyst reservoir could gradually release high active catalytic species to promote Sonogashira, Heck and Suzuki cross-coupling reactions, with extremely low Pd-loading of 11.0 × 10...

Ligand-free, efficient, palladium-catalyzed Mizoroki-Heck reaction between methyl α-fluoroacrylate and arene or hetarene iodides is reported for the first time. The reaction is stereospecific and provides fair to quantitative yields of fluoroalkenes. The Mizoroki-Heck reaction starting from more hindered and usually reluctant trisubstituted acrylate, to access tetrasubstituted fluoroalkenes, is...

Transition metal-catalyzed reactions are generally used for carbon-carbon bond formation on pyrazines and include, but are not limited to, classical palladium-catalyzed reactions like Sonogashira, Heck, Suzuki, and Stille reactions. Also a few examples of carbon-heteroatom bond formation in pyrazines are known. This perspective reviews recent progress in the field of transition metal-catalyzed ...

The stereocontrolled synthesis of (E)-configured styrenes via Pd(0)-catalyzed cross-couping of (E)-alkenylgermanes with aryl bromides is described. The germanes employed have bis(naphthalen-2-ylmethyl) substitution to allow photooxidative activation toward coupling and a C8F17-fluorous tag to facilitate purification by fluorous solid-phase extraction (F-SPE). The selectivities obtained suggest ...

A brief summary of selected pioneering and mechanistic contributions in the field of carbon-carbon cross-coupling reactions with palladium nanoparticles (Pd-NPs) in ionic liquids (ILs) is presented. Five exemplary model systems using the Pd-NPs/ILs approach are presented: Heck, Suzuki, Stille, Sonogashira and Ullmann reactions which all have in common the use of ionic liquids as reaction media ...

An azide-substituted poly(para-phenyleneethynylene) (PPE) 4 was prepared by the Heck-Cassar-Sonogashira-Hagihara method. Thin films of 4 form self-assembled bubble arrays from carbon disulfide solution utilizing the breath figure method. The as-formed porous films of 4 are soluble in common solvents, and the air bubbles are interconnected. Upon heating to 300 degrees C, 4 cross-links and the th...