1 reply
Apr '21

pwkenny

I found sigma-para values for MeSO2- (0.72), NH2SO2- (0.60) and NMe2SO2- (0.65) in Chem. Rev. 1991 91:165–195 (https://doi.org/10.1021/cr00002a004). That said, I would be a less worried about the electronic pull of the substituent than how the hydrogen bond donor(s) and/or additional bulk of the sulfonamide substituents will accommodated without loss of potency. It might be helpful to take a look at X11612 crystal structure.