Substituent effect on the solvolysis of α-t-butyl-α-methylbenzyl chlorides

Article abstract of DOI:10.1016/S0040-4039(00)73305-3

The substituent effect on the solvolysis rates of α-t-butyl-α- methylbenzyl chlorides in 80% aq. acetone was correlated to give p=-4.3 and r=0.91 in terms of the LArSR Eq. (1). This slightly reduced r value relative to full conjugation corresponds to a deviation by 0=24.5° from the coplanarity of the benzylic π-system.