title: New cyclopalladated benzothiophenes: a catalyst precursor for the Suzuki coupling of deactivated aryl chlorides.
abstract: Dimeric benzothiophene-based palladacycles were synthesized from thioanisole-substituted perfluoroalkyl propargyl imines and palladium(II) salts via an intramolecular thiopalladation pathway. The treatment of benzothiophene-based palladacycles with an excess of phosphine ligands in benzene at room temperature selectively afforded trans-bis(phosphine) palladium complexes in good yields. The trans-bis(tricyclohexylphosphine) palladium complex was found to be an active catalyst in the Suzuki coupling of electron rich aryl chlorides. The complex was also employed in the catalytic synthesis of sterically hindered biaryls. The anticancer activity of palladacycles is also discussed.
authors.affiliation: Inorganic and Physical Chemistry Division, Indian Institute Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500670, India.
authors.forename: Madavu Salian
authors.initials: MS
authors.lastname: Subhas
authors.forename: Shailesh S
authors.initials: SS
authors.lastname: Racharlawar
authors.forename: B
authors.initials: B
authors.lastname: Sridhar
authors.forename: P Kavin
authors.initials: PK
authors.lastname: Kennady
authors.forename: Pravin R
authors.initials: PR
authors.lastname: Likhar
authors.forename: Mannepalli Lakshmi
authors.initials: ML
authors.lastname: Kantam
authors.forename: Suresh K
authors.initials: SK
authors.lastname: Bhargava
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D002384:Catalysis; D045744:Cell Line, Tumor; D002463:Cell Membrane Permeability / Q000187:drug effects; D002713:Chlorine / Q000737:chemistry*; D006801:Humans; D020128:Inhibitory Concentration 50; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010165:Palladium / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D009942:Organometallic Compounds; D013876:Thiophenes; C088015:benzothiophene; D002713:Chlorine; D010165:Palladium