The 1-butyl-3-methyl-2-(diphenylphosphino)imidazalolium hexafluorophosphate is prepared and used as a water-soluble ligand in the Suzuki-Miyaura reaction. This ligand and palladium chloride generates a new active catalyst for the Suzuki coupling reaction between aryl iodides or bromides with arylboronic acids in neat water. This catalyst can be recycled and reused for the coupling reaction of 4-bromobenzonitrile with phenylboronic acid for at least six runs with low decreasing in catalytic activity.
The synthesis of a task‐specific ionic liquid (TSIL) based on a BMIM ionic liquid phosphane is achieved by modification of the original procedure. It is used as a ligand with AgOAc, and the resulting complex is fully characterized. This catalytic system promotes the 1,3‐dipolar cycloaddition of stabilized azomethine ylides and electrophilic alkenes using a green methodology. The green character was analyzed using an overall set of parameters finding the optimal conditions and individualized separation/purification methods for each cycloadduct. The determination of the most important green metrics is reported in this survey, demonstrating the value of this methodology on a laboratory scale or even at an industrial level.
The Tsuji-Trost reaction of allylic acetates with nucleophiles is optimized using a taskspecific ionic liquid (TSIL)-palladium complex in a very efficient manner. Several nucleophiles and allylic systems are studied obtaining very high yields of the corresponding products with total nselectivity. The reaction is surveyed employing inexpensive allylic alcohols and 3-acyloxindole derivatives affording the expected allylated molecules after a deacylative process. The robustness of the catalytic system is assessed. The recovery and recycling of the whole catalytic system with the ionic liquid is also analyzed and the results are compared with previously reported articles in the literature.
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