Synthesis of a palladium complex bearing 2‐phenylbenzothiazole and its application to Suzuki–Miyaura coupling reaction

Abstract

The palladacycle complex [LsPdOAc]2 bearing 2‐phenyl benzothiazole was synthesized and characterized by NMR and X‐ray crystallography. [LsPdOAc]2 was used as a catalyst in the Suzuki–Miyaura cross coupling reaction of 4‐bromotoluene with phenylboronic acid, which resulted in a conversion of >90% with 5 mol% of the Pd complex within 10 min at 60°C.

Importance of some factors on the Suzuki‐Miyaura cross‐coupling reaction

“…Boronic acids have a long history of application, and they have been explored for various objectives containing as substrates in transition‐metal‐catalyzed CC bond cross‐coupling reactions, [ 11,51,69,70 ] precursors in 11 C‐labeling, [ 71 ] artificial lectins, [ 72 ] applications in 18 F‐ArBF 3 − imaging agents, [ 73 ] as gelators, [ 74 ] as chemo‐sensors, [ 75 ] in drug design [ 76 ] and in self‐healing polymers. [ 77 ] They provide properly handled, or in situ formed [ 78 ] nucleophiles for a host of substitution and cross‐coupling reactions.…”