Infrared irradiation or microwave assisted cross-coupling reactions using sulfur-containing ferrocenyl-palladacycles

• New palladacycles were successfully obtained from a ferrocenyl thionoester precursor.
• Palladacycle 4a shows excellent catalytic properties in Heck and Suzuki reactions.
• Microwave and infrared are compared as energy sources to promote CC reactions.
• IR is an efficient and accessible alternative energy source to assist CC reactions.

The synthesis of four new sulfur-containing palladacycles 3a-d [FcC(S)OEtPdClZR3, where: 3a, ZR3: PPh3; 3b, ZR3: P(o-Tol)3; 3c, ZR3: PMe3; 3d, ZR3: SbPh3] from ferrocenyl thionoester 1 [FcC(S)OEt] in good yields is reported. The catalytic applications of these cyclopalladated complexes in Heck and Suzuki cross-coupling reactions were also evaluated, in combination with infrared or microwave as energy sources. The coupled products of these reactions were obtained in good to excellent yields, short reaction times and low catalyst loading.

The catalytic applications of four new sulfur-containing cyclopalladated complexes in Heck and Suzuki cross-coupling reactions, in combination with different energy sources are reported. We found that infrared irradiation (IR) is an efficient, economical and accessible alternative source of energy to assist both coupling reaction.Figure optionsDownload as PowerPoint slide