title: Pushing the Ir-catalyzed C-H polyborylation of aromatic compounds to maximum capacity by exploiting reversibility.
abstract: Small amounts of base (e.g., 10% potassium t-butoxide or sodium methoxide) have been found to promote equilibration of the kinetically favored products from Ir-catalyzed C-H polyborylations of aromatic compounds. In the presence of excess borylating agent, bis(pinacolato)diborane (B(2)pin(2)), repetitive deborylation/reborylations reposition the Bpin substituents until a pattern that accommodates the maximum number of Bpin substituents is achieved. A high-yield, one-step synthesis of 1,3,5,7,9-pentakis(Bpin)corannulene is reported that illustrates this useful extension of the Ir-catalyzed borylation reaction.
authors.affiliation: Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467-3860, USA.
authors.forename: Maria N
authors.initials: MN
authors.lastname: Eliseeva
authors.forename: Lawrence T
authors.initials: LT
authors.lastname: Scott