2,4,6-Tris(1′-phenylthio-1-ferrocenyl)boroxin
Abstract
The synthesis of 1′-phenylthio-1-ferroceneboronic acid resulted in its trimerization with the loss of three molecules of water to form crystalline 2,4,6-tris(1′-phenylthio-1-ferrocenyl)boroxin, C48H39B3Fe3O3S3 or [Fe3(C15H12B3O3)(C11H9S)3]. The asymmetric unit contains two boroxin molecules conjugated with the attached cyclopentadienyl rings to form an aromatic ring. The cyclopentadienyl rings of five of the six ferrocenes are in an eclipsed conformation; the cyclopentadienyl rings of the other ferrocene are in the gauche form. Hydrolysis of the boroxin ring with aqueous base apparently is needed to produce the corresponding boronic acid required in a Suzuki coupling reaction.