Ads
related to: 4 bromomethyl phenylboronic acid pinacol ester
Search results
Results From The WOW.Com Content Network
One example is the Suzuki reaction where, in the presence of a Pd(0) catalyst and base, phenylboronic acid and vinyl halides are coupled to produce phenyl alkenes. [7] This method was generalized to a route producing biaryls by coupling phenylboronic acid with aryl halides. C-C bond forming processes commonly use phenylboronic acid as a reagent.
The general structure of a boronic acid, where R is a substituent.. A boronic acid is an organic compound related to boric acid (B(OH) 3) in which one of the three hydroxyl groups (−OH) is replaced by an alkyl or aryl group (represented by R in the general formula R−B(OH) 2). [1]
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. It is a commercially available reagent for making pinacol boronic esters for organic synthesis.
4-Formylphenyl boronic acid crystallizes in colorless needles [1] or is obtained as an odorless, whitish powder, which dissolves little in cold but better in hot water. The compound is quite stable [3] and readily forms dimers and cyclic trimeric anhydrides, which complicate purification and tend to protodeboronize, a secondary reaction that occurs frequently in the Suzuki coupling, with ...
The pinacol–pinacolone rearrangement is a method for converting a 1,2-diol to a carbonyl compound in organic chemistry. The 1,2-rearrangement takes place under acidic conditions. The name of the rearrangement reaction comes from the rearrangement of pinacol to pinacolone .
They reported the reaction of phenylboronic acid in water (140-150 °C) to afford the protodeboronated product, benzene, after 40 hours. Initial synthetic applications of protodeboronation were found alongside the discovery of the hydroboration reaction, in which sequential hydroboration-protodeboronation reactions were used to convert alkynes ...
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 .
The pinacol coupling can be followed up by a pinacol rearrangement. A related reaction is the McMurry reaction , which uses titanium(III) chloride or titanium(IV) chloride in conjunction with a reducing agent for the formation of the metal-diol complex, and which takes place with an additional deoxygenation reaction step in order to provide an ...