Synthesis and NMR 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