tomatoes are technically perennial, but only in tropical climates, like central america, which i believe is where they are
native. i think the best types for some kind of experimentation would be cherry size or currant type tomatoes, which are also the original wild or semi wild types. it's odd, or maybe not, but for some reason this is the third time i have heard this brought up in the last month.
when i lived in zone 9, i could over winter tomatoes, i had access to a sort of
greenhouse ish area, and i would keep them in pots. unfortunately there i could nt get
enough light and heat to make them happy though, so my experiments didnt work that great (weird microclimate). i could though get most of them to survive and to produce a bit through the winter and the next year, but it was a very small amount of tomatoes. it was nice, to get those few tomatoes in january and feb....
i think in a warmer, sunnier zone 9 or above, one could get tomatoes to be perennial, and to produce enormous quantities the following year. i have seen pictures anyway, of some mega tomato plants, being grown almost like grapes, with a roof arbor sort of dealio and tomatoes hanging down everywhere. so it is possible, just need to have a very warm climate.
actually i believe, now that i remember the last time i was talking about this with someone, that they pointed out it must be an indeterminate type of tomato.
it would be interesting experiment anyway, to do as you say, maybe keep cutting back the top growth the first year to force the plant to focus on root development, so that the second year you would have tomatoes.... but i am not sure this would be any better than just growing a tomato regularly, going to whatever lengths to overwinter it, then seeing what you get the second year.
what you are saying is true for many perennials though, the first few years its all about good root development, i just dont think it would effect tomatoes the same way.
for me tomatoes get killed as much by the extra moisture and lack of light, funks and moisture get them, and then the cold comes along and finishes them off. but i live in a warmer climate than you, my tomatoes are still producing bazillions of tomatoes, we just now reached the real fall time, and mostly because of the rain, they just started looking sad.