| Popis: |
Photochlorinations of alkyl acetates (R-OCOCH3 with R = n-propyl, n-butyl, n-amyl, i-butyle) and chloroalcanes (R-Cl with R = n-amyl, n-hexyl) were performed in competition with toluene. With the aid of properly modified TAFT's equation, the relative reactivities of hydrogen atoms were correlated with substituent effects (inductive and mesomeric effects, hyperconjugation). The authors observed an inversion in the order of reactivities on the terminal positions of 1-chlorohexane. They attributed this phenomenon to the aliphatic chain's crumpling of the molecule, They also discuss the problem of the transmission of inductive effects across the aliphatic chain of the molecules. |
