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

Fritschi Claudia B. | Zendy; Wernitz Sophie M. | Zendy; Vogels Christopher M. | Zendy; Shaver Michael P. | Zendy; Decken Andreas | Zendy; Bell Andrew | Zendy; Westcott Stephen A. | Zendy

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

Author(s) -

Fritschi Claudia B.,

Wernitz Sophie M.,

Vogels Christopher M.,

Shaver Michael P.,

Decken Andreas,

Bell Andrew,

Westcott Stephen A.

Publication year - 2008

Publication title -

european journal of inorganic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 1434-1948

DOI - 10.1002/ejic.200701066

Subject(s) - chemistry , hydroboration , borane , rhodium , yield (engineering) , catalysis , transition metal , medicinal chemistry , metal , crystal structure , boranes , organic chemistry , stereochemistry , boron , materials science , metallurgy

4,4,5,5‐Tetraphenyl‐1,3,2‐dioxaborolane (HBBzpin, 3 ) has been prepared in high yield by the addition of H 3 B · SMe 2 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 2 ] 2 gave the corresponding terminal products selectively. Addition of HBBzpin to RhCl(PPh 3 ) 3 gave Rh(H)Cl(BzBpin)(PPh 3 ) 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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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