# Electrophilic Substitution

I need some help in a electrophilic substitution reaction.

What will be the major product formed in this reaction and why?

I know that (1) Activator wins over deactivator. (2) A powerful wins over a weak activator. (3) When a substituent possesses a lone pair, it it usually extends the product determining influence. (4) Steric factor always plays a key role.

$\ce{NO2}$ is a powerful deactivator, so I think the middle ring will not undergo substitution. I can't decide which of the other two rings will undergo substitution and at what position.

• Please see our homework policy. Could you show your own thought process/your own efforts in solving this reaction? Feb 25 '13 at 7:35
• Ok, I will add my work. Feb 25 '13 at 7:35
• I can answer this easily enough but it does you little good. Draw the resonance structures which show the delocalization of + charge from the nitro. Go ahead and make a carbanion on one of the rings to accomplish this. When you draw these structures, it will become obvious to you which ring will be attacked. Feb 25 '13 at 7:59
• @Lighthart can you elaborate on that procedure and maybe turn it into an answer. Feb 25 '13 at 9:53