104237-25-4Relevant academic research and scientific papers
THE EFFECT OF para-SUBSTITUENTS ON THE CONFORMATIONAL BEHAVIOUR OF AROMATIC SIDECHAINS
Cook, Michael J.,Khan, Tauqeer A.,Nasri, Khalida
, p. 249 - 258 (2007/10/02)
Proton nmr data are reported for some 2-aryl-1-propyl methyl esters, 2-aryl-1-propyl acetates and trifluoroacetates, 2-aryl-1-propanols and 4-aryl-2,2-dimethylpentanes.The vicinal coupling constants show that there is an increasing population of gauche Aryl/OR rotamers in the first three series (R = Me, R = COMe and R = COCF3) as electron donor groups on the aromatic ring are replaced by electron withdrawing groups.The results are ascribed to a gauche Aryl --- O interaction, the possible origins of which are discussed.
