Certified GKH Gardening Expert
It will, but depending on how tangled the roots are, you may have to break a few of them. Just be sure not to overwater the trees in their new containers.
It will be much easier, and better for the tree's health to start them individually, or separate them before roots get tangled up, though.
Here is an article that will help you to figure out which Maple (Acer genus) that you have so that you can research their care: