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Fritschi, Cb
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article
4.4,5,5-tetraphenyl-1,3,2-dioxaborolane
Abstract
4,4,5,5-Tetraphenyl-1,3,2-dioxaborolane (HBBzpin, 3) has been prepared in high yield by the addition of H3B-SMe2 to benzopinacol. HBBzpin is a relatively stable solid that reacts with a variety of alkenes under catalytic conditions to give air- and chromatography-stable organoboronate esters. Reactions of vinylarenes in the presence of catalytic amounts of [Cp * IrCl2](2) gave the corresponding terminal products selectively. Addition of HBBzpin to RhCl(PPh3)(3) gave Rh(H)Cl(BzBpin)(PPh3)(2) (11) as the only new rhodium-containing product. The complex 11 has been characterized by a number of physical and analytical methods, including a single-crystal X-ray diffraction study. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).