84629-40-3Relevant academic research and scientific papers
Anisotropy Effects of Conjugated Cyclic Systems, V. 1H NMR Spectra of Mesityl Substituted Aromatic 6? Systems
Eberhardt, Udo,Deppisch, Bertold,Musso, Hans
, p. 119 - 135 (2007/10/02)
1,3-Dimethyl-2-mesitylcyclopentadiene (5) has been synthesized in two routes.The 1H NMR spectrum of the cyclopentadienyl anion 3 shows a difference of chemical shift values of the p- and o-methyl groups of Δδ = 0,25 ppm.Compared with bimesityl (2b) (Δδ = 0,47 ppm) and the tropylium ion 1 (Δδ = 0,56 ppm) this is a small Δδ value.This is interpreted by the influence of the ? electron density from the five-membered anion ring on the methyl groups through space.In the range 1 to 3 there is found a linear relationship for this influence.X-ray analysis of the ferrocene derivative 18 prepared from 3 confirms the perpendicular orientation of the mesityl and cyclopentadienyl rings.
