AI Article Synopsis
- The combination of pentafluorophenylboronic acid and oxalic acid acts as a catalyst for creating new C-O bonds through the dehydrative substitution of benzylic alcohols.
- This method allows for various chemical transformations, including the formation of symmetrical ethers, cyclic structures (like tetrahydrofuran and tetrahydropyran derivatives), and reactions involving different alcohols.
- Mechanistic studies suggest an intermediate product forms when the aryl boronic acid interacts with oxalic acid during the process.
Article Abstract
A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C-O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.
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| http://dx.doi.org/10.1002/chem.201806057 | DOI Listing |
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