Tetrahedron p. 249 - 258 (1986)
Update date:2022-08-04
Topics:
Cook, Michael J.
Khan, Tauqeer A.
Nasri, Khalida
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.
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Doi:10.1016/S0040-4020(01)97186-8
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