Controlled, Copper-Catalyzed Functionalization of Polyolefins

Cross metathesis functionalization of polyolefins.

A cross metathesis strategy is reported for the post-polymerization functionalization of the pendant vinyl groups present in a range of polyolefin architectures. This represents a general strategy for the synthesis of tailored random and block copolymers as well as homopolymers.

Controlled functionalization of crystalline polyolefins and their application in soluble polymer support

Functionalization of Styrenes by Copper-Catalyzed Borylation/ ortho-Cyanation and Silver-Catalyzed Annulation Processes.

An efficient two-step method for the assembly of indanone derivatives starting from a simple vinyl arene has been developed. The sequence first involves addition of bis(pinacolato)diboron (B2 pin2 ) and N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) to a broad range of styrenes by utilizing IMesCuCl as catalyst. This step simultaneously accomplishes hydroboration of the alkene and ortho cya...

Gold-catalyzed naphthalene functionalization

The complexes IPrMCl (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene, M = Cu, 1a; M = Au, 1b), in the presence of one equiv of NaBAr'(4) (Ar' = 3,5-bis(trifluoromethyl)phenyl), catalyze the transfer of carbene groups: C(R)CO(2)Et (R = H, Me) from N(2)C(R)CO(2)Et to afford products that depend on the nature of the metal center. The copper-based catalyst yields exclusively a cycloheptatriene ...

Enantioselective functionalization of radical intermediates in redox catalysis: copper-catalyzed asymmetric oxytrifluoromethylation of alkenes.

A method for the efficient enantioselective oxytrifluoromethylation of alkenes has been developed using a copper catalyst system. Mechanistic studies are consistent with a metal-catalyzed redox radical addition mechanism, in which a C–O bond is formed via the copper-mediated enantioselective trapping of a prochiral alkyl radical intermediate derived from the initial trifluoromethyl radical addi...