Pos and Neg charges with rings

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theedaddy77

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SO yeah. IF you have a positive charge, doesnt that mean a lack of electron density, therefor would a benzene group shouldn't stablize it because a benzene is electron withdrawing so you would increase the lack of electron density there. Like when you have a negative charge the benzene ring is electron withdrawing so it stablizes it. YEt for some reason achiever says the opposite. Can someone please clairfiy this.

"2) Greater stability is even achieved when the positive charge can be delocalized into the aromatic ring. "

 
Is it talking about a carbocation attached to a phenyl substituent? A tertiary carbocation with all 3 being phenyls is the most stable carbocation and can be isolated as such. If your not sure, consult a textbook.
 
If you have a positive charge on a carbon doesn't that mean you have a lake of electron density? And if you have a negative charge doesnt that mean you have alot of electron density?
 
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