Benchtop monitoring of reaction progress via visual recognition with a handheld UV lamp: in situ monitoring of boronic acids in the Suzuki-Miyaura reaction.
[reaction: see text] Although boronic acids are widely used in metal-catalyzed reactions, it is difficult to assay their consumption. As such, we developed a reversible fluorescent sensor that is activated upon binding a boronic acid. The sensor can be used to monitor consumption of a boronic acid in Suzuki-Miyaura reactions. Importantly, only a standard handheld long-wave UV lamp (365 nm) is required and fluorescence is easily detectable with the naked eye without disturbing the reaction mixture.
Barder
Timothy E
TE
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Buchwald
Stephen L
SL
D001897:Boronic Acids / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry; D015394:Molecular Structure; D010710:Phosphates / Q000737:chemistry; D014466:Ultraviolet Rays
D001897:Boronic Acids; D002254:Carbonates; D010710:Phosphates; D005459:Fluorides