How or what supplies power to the crossover doesn't matter. When it works, it will dump fluid from one cylinder to the other.
I also think you probably didn't have sufficient force for it to work.
My truck in plow gear is 11000 lbs. Likely 3x's what your tractor weighs. And a 10' plow so lots of leverage. It is still hard for it to crossover under normal circumstances. Only hitting something with speed does it.
So having a lighter tractor, probably a smaller plow, and going slow...not likely to happen. But if you were going 7-8 mph+ and it was a hard hit, I would expect it to pop.
BTW, what size is the plow And what size cylinders?