Sodium template synthesis of a 54-membered bis(pyridine) macrocycle
Abstract
An operationally simple and high yielding sodium-template-based synthesis of a large bis(pyridine)-based macrocycle is described. Complexation of two equivalents of 2,6-bis(10-undecen-1-oxymethyl)-pyridine with Na[BAr F 4 ] (Ar F = 3,5-C 6 H 3 (CF 3) 2) enabled the selective cross-metathesis of the terminal alkene substituents and formation of the corresponding bis(pyridine) macrocycle in 51% isolated yield. The new 54-membered macrocycle was characterized in the solid-state by X-ray diffraction in addition to verification of the structure in solution by NMR spectroscopy and ESI-MS.