Electronic effect of ionic-pair substituents (pages 460–466)
Hang Chen, Lu Jia, Xuan Xu, Jianyong Mao, Yong Wang, Congmin Wang and Haoran Li
Article first published online: 24 MAR 2013 | DOI: 10.1002/poc.3108
The para Hammett constants of 89 different ionic-pair substituents (77 anion-cationic and 12 cation-anionic) were calculated in the gas phase based on the density functional theory. Some of them were checked by the 13C NMR method. The results show that both the anion-cationic and cation-anionic substituents are electron withdrawing groups and the different cation-anion combinations could tune the Hammett constants of the ionic-pair substituents in a range from 0.03 to 0.77.