N-heterocyclic Carbene-palladium(ii)-1-methylimidazole Complex Catalyzed Coupling Reactions Involving Arylboronic Acids In Neat Water

With the development of the times, more and more attention has been paid on theenvironmental protection. As a result, profound changes have taken place in organicchemistry. The traditional organic solvents usually have the disadvantages such asflammability, non-renewability and toxicity. Therefore, water, as the most widelyexisting on the earth and the most environmentally friendly solvent, is gaining more andmore widely used. At the same time, N-heterocyclic carbene, as a new ligand and priorto traditional tertiary phosphine ligands on thermal-and air-stability and easy availability,is gaining more and more attention. This thesis mainly focuses on the application ofNHC-Pd(II)-1-methylimidazole [NHC-Pd(II)-Im] complex catalyzed couplingreactions involving arylboronic acids in neat water, which can be divided into two parts:1. NHC-Pd(II)-Im complex catalyzed Suzuki-Miyaura coupling of arylboronic acidsor potassium phenyltrifluoroborate with benzylic chlorides in neat water. TheSuzuki-Miyaura reactions can be efficiently achieved in acceptable to high yieldscatalyzed by this complex using KOH as the base, water as the solvent at60oC.2. NHC-Pd(II)-Im complex catalyzed allyl-aryl coupling of arylboronic acids withallylic alcohols in neat water. The allyl-aryl coupling can be efficiently achieved inacceptable to high yields catalyzed by this complex using KOH as the base, water as thesolvent at130oC.