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Boronic esters result from the condensation of boronic acids with alcohols. This transformation is simply the replacement of the hydroxyl group by alkoxy or aryloxy groups. [4] This reversible reaction is commonly driven to product by the use of Dean-Stark apparatus or a dehydration agent to remove water. PhB(OH) 2 + 2 ROH ⇌ PhB(OR) 2 + 2 H 2 O
Examples of boronic esters Boronic ester Diol Structural formula Molar mass CAS number Boiling point (°C) Allylboronic acid pinacol ester: pinacol: 168.04: 72824-04-5: 50–53 (5 mmHg) Phenyl boronic acid trimethylene glycol ester: trimethylene glycol: 161.99: 4406-77-3: 106 (2 mm Hg) Diisopropoxymethylborane: isopropanol: 144.02 86595-27-9: ...
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.
Bisphenol A is difunctional and used to produce epoxy resin and polycarbonate. 4-tert-Butylphenol is monofunctional and so in polymer science terms, bisphenol A is a polymer chain extender but 4-tert-butylphenol is a chain stopper or sometimes called endcapper. It is thus use to control molecular weight by limiting chain growth.
P 4-t-Bu is a readily accessible chemical from the group of neutral, peralkylated sterically hindered polyaminophosphazenes, which are extremely strong bases but very weak nucleophiles, with the formula (CH 3) 3 C−N=P(−N=P(−N(CH 3) 2) 3) 3. "t-Bu" stands for tert-butyl (CH 3) 3 C –. "P 4" stands for the fact that this molecule has 4 ...
4-Formylphenyl boronic acid crystallizes in colorless needles [2] or is obtained as an odorless, whitish powder, which dissolves little in cold but better in hot water. The compound is quite stable [4] 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 ...
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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.