Eskimo, hitech
The problem as stated is illdefined and ambiguous. I dont want to go back and read this entire thread again, so can you please state how do you understand the problem setup, and where do you guys get your infinities.
Case 1.
To me, "the belt matches the wheel's speed" simply means that the wheel does not skid on the belt. The belt is not powered, it simply moves along dragged freely by the wheel. The wheel is the driving element. The wheel can translate left or right, and/or it can rotate clock, or counterclockwise. The belt does not care. The belt is a passive element and just follows.
Case 2.
"the belt matches the wheel's speed but in the opposite direction" is only possible if the wheel's rotational speed is 0. The wheel can not rotate clockwise while the belt is moving to the right (or counterclockwise while the belt is moving to the left. The friction prevents that. If the forces exceed the friction, the wheel simply separates and both the belt and the wheel move independently.
The plane moving to the left is pushing the bottom of the wheel to the right. Just because the wheel is pushed does not mean that it starts to rotate. The belt senses the force pushing it to the right (by the wheel), and compensates by applying an equal force ( the belt can not apply "a movement", it can only apply a force which may or may not result in movemnet) to the left. Both forces cancel each other and the result is that the wheel does not rotate at all. It translates to the left along with the plane. An outside observer sees the plane taking off to the left with wheels that do no spin. You could get an analog situation if you put a plane on teflon. The friction between the teflon tarmac and the wheel is miniscule in comparison with a friction in the axle bearing so the wheel does not spin and the wheels skid on teflon.
What is your understanding of the problem statement?
Why does "your" belt need to be powered is case 1.
Where do the infinities come from?