title: Manganese-mediated intermolecular arylation of H-phosphinates and related compounds.
abstract: The intermolecular radical functionalization of arenes with aryl and alkyl H-phosphinate esters, as well as diphenylphosphine oxide and H-phosphonate diesters, is described. The novel catalytic Mn(II) /excess Mn(IV) system is a convenient and inexpensive solution to directly convert Csp2 H into CP bonds. The reaction can be employed to functionalize P-stereogenic H-phosphinates since it is stereospecific. With monosubstituted aromatics, the selectivity for para-substitution increases in the order (RO)2 P(O)H<R(1) P(O)(OR)H<Ph2 P(O)H, a trend that may be explained by steric effects.
authors.affiliation: Department of Chemistry, Box 298860, Texas Christian University, Fort Worth, Texas 76133 (USA), Fax: (+1) 817-257-5851.
authors.forename: Olivier
authors.initials: O
authors.lastname: Berger
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Montchamp
keywords: P-chiral; P-stereogenic; manganese; phosphinate; radical arylation