jeez, deja vu! I did something like that around 20 years ago, using 13.56 MHz signal.
In a nutshell, the RF energy WAS guided somewhat along the rails (not directly, but with a wireless antenna near the track).
BUT, a train track is not a solid piece of long steel. There are deliberate gaps in the metal, especially near the stations. The gaps separate sections of track for various reasons--signal light operation, gaps where a track switches into two other possible tracks, etc. i.e. there are TONS of mini reflections in addition to the train rails across the two rails. And...I do not even think the two wheels are DC connected to each other...I think the engineer has a switch to make/breakthe connection (at least in the USA there is).
You might want guided waves, maybe at 880-928 MHz, pointed down the rails, and try to make that work. you would be reflecting off of the broad face of the locomotive pulling into the station...not counting on the wheels shorting across the two rails