Synthesis and N.M.R. Study of 1-, 4-, 5- and 6-Fluoroazulenes

Abstract

The preparation of four of the five possible fluoroazulenes is described. The ¹⁹F chemical shifts are compared with those of related aromatic systems. The ¹H and ¹³C n.m.r. spectra have been assigned on the basis of ¹⁹F/¹³C coupling and of ¹H/¹³C correlation. Problems with attempted syntheses of 2-fluoroazulene are outline