A SINGLE TRANSITION-STATE IN NUCLEOPHILIC AROMATIC-SUBSTITUTION - REACTION OF PHENOLATE IONS WITH 2-(4-NITROPHENOXY)-4,6-DIMETHOXY-1,3,5-TRIAZINE IN AQUEOUS-SOLUTION
A. Hunter et al., A SINGLE TRANSITION-STATE IN NUCLEOPHILIC AROMATIC-SUBSTITUTION - REACTION OF PHENOLATE IONS WITH 2-(4-NITROPHENOXY)-4,6-DIMETHOXY-1,3,5-TRIAZINE IN AQUEOUS-SOLUTION, Perkin transactions. 2, (10), 1993, pp. 1703-1704
The absence of curvature in the Bronsted dependence for displacement o
f 4-nitrophenolate ion from the title ether by phenolate ion nucleophi
les with pK(a)s well below and above that of the leaving group is cons
istent with a single step mechanism.