The pKa of the compound on the left is 4.27, would the pka of the compound on the right be larger due to the ketone groups?
Considering the carbons that would normally stabilize the charge are more electron deficient I would say the pKa would go down
Also we are talking about the pKa of the conjugate base here........right
I'm inclined to agree with you guys because the resonant structures are all sorts of fun for the left compound, but the ketones kind of limit the number of potential resonant compounds available. Not to mention the most delocalized scenario resonant structure for the right compound involves having a negatively and positively charged nitrogen and a negatively charged oxygen.