Naphthalene-1-boronic Acid Pinacol Ester is a catalyst that is used in the synthesis of Tribenzo[de,h,kl]naphtho[1,2,3,4-rst]pentaphene (T767600), which is used in nanotechnology in the optical sensing of current dynamics in LED devices.
2.07 g (10 mmol) of 1-bromonaphthalene was dissolved in 30 mL of THF, then, 4 mL of n-butyllithium (2.5 M in hexane) was added to it at -78 C. After 1 hour at the same temperature, 2.0 mL (10 mmol) of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane was added to the mixture. The resulting mixture was stirred at room temperature for 5 hours and then, after addition of water to it, was washed three times with 30 mL of diethyl ether. The diethyl ether layer obtained therefrom was dried using MgSO4 and then, dried again under reduced pressure to obtain the product. The product was purified by column chromatographic separation to obtain 1.96 g (yield: 77%) of 1-naphthylboronic acid pinacol ester.
