[ugradstudent]

If there were two reaction sites for the suzuki cross-coupling, like having a 2,4′-dibromoacetophenone, would the reaction go through both sites and be selective for one of the site so it goes through it first?
Would it react at the 2-bromo site first because it's near the carbonyl group or at the 4'-bromo because of the sp2 bond?
And is it possible for the reaction to be reversible?

[k1mng]

So, oxidative addition into an sp² center vs an sp³ center. Which one is preferred?

As for reversibility, think about products of the forward reaction and rationalise how reagents involved could make it go backwards.

[ugradstudent]

sp² would be preferred since it has higher electronegativity, but would the carbonyl group near the sp³ have a greater effect?