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Bis(pinacolato)diboron is a covalent compound containing two boron atoms and two pinacolato ligands. It has the formula [(CH 3) 4 C 2 O 2 B] 2; the pinacol groups are sometimes abbreviated as "pin", so the structure is sometimes represented as B 2 pin 2. It is a colourless solid that is soluble in organic solvents.
Computational studies predict a structure in which are two hydrogen atoms bridging the two boron atoms via three-centre two-electron bonds in addition to the 2-centre, 2-electron bond between the two boron atoms and one terminal hydrogen atom bonded to each boron atom. [2] Several stable derivatives of diborane(4) have been reported. [3] [4] [5]
Pinacol is a branched alcohol which finds use in organic syntheses. It is a diol that has hydroxyl groups on vicinal carbon atoms. A white solid that melts just above room temperature, pinacol is notable for undergoing the pinacol rearrangement in the presence of acid and for being the namesake of the pinacol coupling reaction.
Aromatic C–H borylation was developed by John F. Hartwig and Ishiyama using the diboron reagent Bis(pinacolato)diboron catalyzed by 4,4’-di-tert-butylbipyridine (dtbpy) and [Ir(COD)(OMe)] 2. [15] With this catalyst system the borylation of aromatic C–H bonds occurs with regioselectivity that is controlled by steric effects of the starting ...
The Miyaura borylation has shown to work for: Alkyl halides, [2] aryl halides, [1] [3] [4] aryl halides using tetrahydroxydiboron, [5] aryl halides using bis-boronic acid, [6] aryl triflates, [7] aryl mesylates, [8] vinyl halides, [9] vinyl halides of α,β-unsaturated carbonyl compounds, [10] and vinyl triflates.
Structure of a rare monomeric boron hydride, R = i-Pr. [4] The most-studied class of organoboron compounds has the formula BR n H 3−n. These compounds are catalysts, reagents, and synthetic intermediates. The trialkyl and triaryl derivatives feature a trigonal-planar boron center that is typically only weakly Lewis acidic.
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