4,4,5,5‐Tetraphenyl‐1,3,2‐dioxaborolane: A Bulky Borane for the Transition Metal Catalysed Hydroboration of Alkenes

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<jats:title>Abstract</jats:title><jats:p>4,4,5,5‐Tetraphenyl‐1,3,2‐dioxaborolane (HBBzpin, <jats:bold>3</jats:bold>) has been prepared in high yield by the addition of H<jats:sub>3</jats:sub>B<jats:bold>·</jats:bold>SMe<jats:sub>2</jats:sub> 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*IrCl<jats:sub>2</jats:sub>]<jats:sub>2</jats:sub> gave the corresponding terminal products selectively. Addition of HBBzpin to RhCl(PPh<jats:sub>3</jats:sub>)<jats:sub>3</jats:sub> gave Rh(H)Cl(BzBpin)(PPh<jats:sub>3</jats:sub>)<jats:sub>2</jats:sub> (<jats:bold>11</jats:bold>) as the only new rhodium‐containing product. The complex <jats:bold>11</jats:bold> has been characterized by a number of physical and analytical methods, including a single‐crystal X‐ray diffraction study. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</jats:p>

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