High-resolution NMR spectra of fluorene and its derivatives: VI—1-methylfluorene, truxene and decacyclene

✍ Scribed by J. A. G. Drake; D. W. Jones

• Publisher: John Wiley and Sons
• Year: 1980
• Tongue: English
• Weight: 555 KB
• Volume: 14
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.1270140410

✦ Synopsis

Abstract

The overlapping spin systems in the 220 MHz ^1^H spectra of 1‐methylfluorene (1) in carbon disulphide and deuteriated chloroform solutions have been analysed separately and refined by LAOCOON with the aid of methyl‐ and methylene‐decoupled spectra. Ortho‐coupling constants in the 6‐membered rings are similar to each other and to those in fluorene (4). Solvent and concentration shifts suggest loose pairing of solute molecules. 220 MHz ^1^H spectra of α‐truxene (2) in carbon tetrachloride and deuteriated nitrobenzene, 220 MHz ^1^H spectra of decacyclene (3) in carbon tetrachloride, and 90 MHz FT ^1^H spectra of 3 in deuteriated chloroform show steric deshielding; the solvent dependence of shifts also suggests solute pairing in 2. Shifts in ^1^H decoupled 22.6 MHz ^13^C spectra of 2 in deuteriated chloroform were assigned with the aid of Cr(acac)~3~ relaxation agent.