Differentially Protected Diboron for Regioselective Diboration of Alkynes: Internal-Selective Cross-Coupling of 1-Alkene-1,2-diboronic Acid Derivatives

Differentially Protected Diboron for Regioselective Diboration of Alkynes: Internal-Selective Cross-Coupling of 1-Alkene-1,2-diboronic Acid Derivative

Synthesis of B-Protected β-Styrylboronic Acids via Iridium-Catalyzed Hydroboration of Alkynes with 1,8-Naphthalenediaminatoborane Leading to Iterative Synthesis of Oligo(phenylenevinylene)s

Hydroboration of aromatic and aliphatic alkynes with 1,8-naphthalenediaminatoborane ((dan)BH) proceeded in the presence of [IrCl(cod)]2 complex with a DPPM or DPEphos ligand, affording alkenylboronic acids whose boronyl groups are masked by the diaminonaphthalene group. The masked alkenylboronic acids thus obtained from alkynes bearing halo-substituted aryl groups served as new coupling modules in an iterative Suzuki−Miyaura cross-coupling reaction for the synthesis of oligo(phenylenevinylene)s

Enantioselective Hydrogenation of Acyclic Aromatic <i>N</i>-Aryl Imines Catalyzed by an Iridium Complex of (<i>S,S</i>)-1,2-Bis(<i>tert</i>-butylmethylphosphino)ethane

An iridium(I) complex of (S,S)-1,2-bis(tert-butylmethylphosphino)ethane with tetrakis(3,5-bis(trifluoromethyl)phenyl)borate as the counterion catalyzes the hydrogenation of acyclic aromatic N-aryl imines under 1 atm of hydrogen pressure at room temperature to give the corresponding optically active secondary amines with up to 99% ee