title: Ruthenium-catalyzed meta sulfonation of 2-phenylpyridines.
abstract: A selective catalytic meta sulfonation of 2-phenylpyridines was found to occur in the presence of (arene)ruthenium(II) complexes upon reaction with sulfonyl chlorides. The 2-pyridyl group facilitates the formation of a stable Ru-C(aryl) σ bond that induces a strong para-directing effect. Electrophilic aromatic substitution proceeds with the sulfonyl chloride to furnish a sulfone at the position meta to the chelating group. This new catalytic process offers access to atypical regioselectivity for reactions involving chelation-assisted cyclometalation.
authors: Department of Chemistry, University of Bath, Bath BA2 7AY, U.K.
authors: Ourida
authors: O
authors: Saidi
authors: Jameel
authors: J
authors: Marafie
authors: Araminta E W
authors: AE
authors: Ledger
authors: Po Man
authors: PM
authors: Liu
authors: Mary F
authors: MF
authors: Mahon
authors: Gabriele
authors: G
authors: Kociok-Köhn
authors: Michael K
authors: MK
authors: Whittlesey
authors: Christopher G
authors: CG
authors: Frost
mesh_terms: D002384:Catalysis; D011725:Pyridines / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013441:Sulfinic Acids / Q000737:chemistry*
chemical_list: D011725:Pyridines; D013441:Sulfinic Acids; C058324:2-phenylpyridine; C044255:sulfonyl chloride; D012428:Ruthenium