The synthesis and spectroscopic characterization of 2,6-di-[2-(heteroa
lyl)vinyl]pyridines (heteroaryl = 2-furyl, 2-thienyl, 2-pyridyl, 2-thi
azolyl) is reported. The pKa of the above pyridine derivatives measure
d spectrophotometrically are coincident with those measured spectroflu
orimetrically, indicating no acid-base re-equilibration in the excited
state. NMR spectroscopy provides evidence for the central pyridine ri
ng nitrogen as the site of first protonation in the tri-pyridine deriv
ative. (C) 1998 Elsevier Science Ltd. All rights reserved.