Elimination reactions of (4′-ClC6H4) 2CHCO2C6H3-2-X-4-NO2 promoted by R2NH-R2NH2+ in 70 mol% MeCN (aq.) have been studied kinetically. The reactions are second-order and exhibit Brönsted β= 0.44-0.86 and |βlg| = 0.41-0.71. The Brönsted β decreased with a poorer leaving group and |β lg| increased with a weaker base. The results are consistent with an E2 mechanism. When X = H, the reaction proceeded by the concurrent E2 and E1cb mechanism.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry