POTASSIUM DERIVATIVES OF FLUORENE AS INTERMEDIATES IN THE PREPARATION OF C9-SUBSTITUTED FLUORENES: I. THE PREPARATION OF 9-FLUORENYL POTASSIUM AND THE INFRARED SPECTRA OF FLUORENE AND SOME C9-SUBSTITUTED FLUORENES

Abstract

9-Fluorenylpotassium and 9,9-fluorenyldipotassium have been prepared from the reaction of potassium metal with fluorene in dioxane. These organometallic compounds upon reaction with alkyl and aralkyl halides gave 9-substituted fluorenes.Six different absorption bands in the spectrum of fluorene could be associated with the methylene group: 2930, 1400, 1298, 952, and 692 cm−1. Evidence for this assignment was obtained from deuteration of the organometallic compounds of fluorene and from 9-substituted fluorenes.