Regioselective C(sp²)-C(sp³) Coupling Mediated by Classical and Rollover Cyclometalation.

ABSTRACT: By taking advantage of a sequence of oxidative addition/reductive elimination reactions, Pt(II) cyclometalated derivatives are able to promote a rare C(sp²)-C(sp³) bond coupling, resulting in the production of novel methyl-substituted pyridines and bipyridines. Starting from 6-phenyl-2,2'-bipyridine, the step-by-step full sequence of reactions has been followed, leading to the unprecedented 3-methyl-6-phenyl-2,2'-bipyridine, which was isolated and fully characterized. The synthesis involves the following steps: (1) rollover cyclometalation to give the starting complex [Pt(N^C)(DMSO)Me]; (2) the synthesis of a more electron-rich complex [Pt(N^C)(PPh₃)Me] by the substitution of DMSO with triphenylphosphine; (3) oxidative addition with methyl iodide to give th

SUBMITTER: Manca L 

PROVIDER: S-EPMC10856536 | biostudies-literature | 2024 Feb

REPOSITORIES: biostudies-literature