Preparation of pyridine-3,4-diols, their crystal packing and their use as precursors for palladium-catalyzed cross-coupling reactions

• Tilman Lechel,
• Irene Brüdgam and
• Hans-Ulrich Reissig

Beilstein J. Org. Chem. 2010, 6, No. 42, doi:10.3762/bjoc.6.42

• derivatives in good yields. The X-ray crystal structure analysis proved that a 1:1 mixture of pyridine-3,4-diols and their pyridin-4-one tautomers exist in the solid state. Subsequent conversion into bis(perfluoroalkanesulfonate)s were smoothly achieved. The obtained compounds were used as substrates for

• palladium-catalyzed coupling reactions. Fluorescence measurements of the biscoupled products showed a maximum of emission in the violet region of the spectrum. Keywords: bisnonaflates; fluorescence; palladium catalysis; pyridine-3,4-diols; pyridines; Introduction Pyridine scaffolds have been found in

• numerous naturally occurring compounds and are also frequently used in functional materials [1][2][3][4]. Pyridindiol derivatives are of particular interest as building blocks for the construction of dendritic nanostructures in supramolecular chemistry [5], whereas N-protected pyridine-3,4-diols find