While tertiary boranes undergo efficient protodeboronation with carboxylic acids, tertiary boronic esters do not. Instead, we have discovered that CsF with 1.1 equiv of H2O (on tertiary diarylalkyl boronic esters) or TBAF·3H2O (on tertiary aryldialkyl boronic esters) effect highly efficient protodeboronation of tertiary boronic esters with essentially complete retention of configuration. Furthe...

Amphiphilic boronic acid (BA)-substituted block copolymers have been utilized in biomedical applications through binding to saccharides, including glucose whereas the anaerobically produced metabolite lactate is unreported. Glucose requires basic conditions, while occurs at neutral physiological conditions. Herein, BA and used for first time convert solvated hydrophobic homopolymer amphiphilic ...

The catalytic synthesis of peptides is a major challenge in the modern organic chemistry hindered by the well-established use of stoichiometric coupling reagents. Herein, we describe for the first time that borinic acid is able to catalyse this reaction under mild conditions with an improved activity compared to our recently developed thiophene-based boronic acid. This catalyst is particularly ...

We report herein the use of a dual catalytic system comprising a Lewis base catalyst such as quinuclidin-3-ol or 4-dimethylaminopyridine and a photoredox catalyst to generate carbon radicals from either boronic acids or esters. This system enabled a wide range of alkyl boronic esters and aryl or alkyl boronic acids to react with electron-deficient olefins via radical addition to efficiently for...

Herein, boronic acid is incorporated into a graphene oxide (GO) structure in order to synthesise a graphene organic framework (GOF) with enhanced electrochemical performance. The results obtained indicate that the GOF favours a 4e(-) reduction pathway in the oxygen reduction reaction (ORR).

The combination of a boronic acid and a Lewis base, both employed in substoichiometric amounts, enables the regioselective silylation of cis-diol groups in alkylpyranoside substrates. The proposed mode of activation involves the formation of a tetracoordinate adduct that displays enhanced nucleophilicity at the boron-bound alkoxide groups.

Glucose binding to boronic acid functional groups attached to a synthetic polymer in an aqueous solution effectively turns the polymer into a polyanion, which induces the aggregation of the positively charged trimethylpentylammonium pyrene derivative, leading to a strong excimer emission and the development of a ratiometric fluorescence glucose probe.