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Phenylboronic acid participates in numerous cross coupling reactions where it serves as a source of a phenyl group. 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 ]
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]
The tert-butyloxycarbonyl protecting group or tert-butoxycarbonyl protecting group [1] (BOC group) is an acid-labile protecting group used in organic synthesis. The BOC group can be added to amines under aqueous conditions using di- tert -butyl dicarbonate in the presence of a base such as sodium hydroxide :
The mechanism of organotrifluoroborate-based Suzuki-Miyaura coupling reactions has recently been investigated in detail. The organotrifluoroborate hydrolyses to the corresponding boronic acid in situ , so a boronic acid can be used in place of an organotrifluoroborate, as long as it is added slowly and carefully.
Standard acid catalysts are sulfuric acid or a mixture of BF 3 and HF. Although the use of acidic ionic liquids for the Koch reaction requires relatively high temperatures and pressures (8 MPa and 430 K in one 2006 study [ 9 ] ), acidic ionic solutions themselves can be reused with only a very slight decrease in yield, and the reactions can be ...
The effect of the tert-butyl group on the progress of a chemical reaction is called the Thorpe–Ingold effect illustrated in the Diels-Alder reaction below. Compared to a hydrogen substituent, the tert-butyl substituent accelerates the reaction rate by a factor of 240. [2] tert-Butyl effect. The tert-butyl effect is an example of steric hindrance.
The decomposition reaction proceeds via the generation of methyl radicals. (CH 3) 3 COOC(CH 3) 3 → 2 (CH 3) 3 CO • (CH 3) 3 CO • → (CH 3) 2 CO + CH • 3 2 CH • 3 → C 2 H 6. DTBP can in principle be used in engines where oxygen is limited, since the molecule supplies both the oxidizer and the fuel. [2]
There are several Akabori amino acid reactions, which are named after Shirō Akabori (Japanese: 赤堀 四郎) (1900–1992), a Japanese chemist. In the first reaction, an α- amino acid is oxidised and undergoes decarboxylation to give an aldehyde at the former α position by heating with oxygen in the presence of a reducing sugar .