Select the correct order of basicity of the following compounds:
The Attempt at a Solution
Obviously, (i) is more basic than (iv) because of the 2 acidic phenyl rings in (iv). Also, I know that amides are much less basic than amines. So, that leaves me with either (B) or (C). Further, due to the sp2 hybrid N atom in pyrrole, it is weakly basic.
But how do I decide it's basicity relative to the rest?
Also, though it's clear from (B) & (C) that (iii) will be less basic than both (i) & (iv), how do I decide that the phenyl rings in (iv) won't decrease the basicity to such an extent that (iii) will get more basic?