If you started with openHAB 1.8.2, you will be able to move your configuration to openHAB 2. Since openHAB 2 has not reached its first non-beta release, starting with openHAB 1.8.2 might save you from encountering issues that are still being resolved. You could of course start with either, but 1.8.2 might be a more predictable starting point.
I’m in a similar situation - I am currently running OH1 on a Raspberry Pi 2, but with HABmin2 (the latest stable build). I would like to upgrade to the latest development build of HM2, but the recent ones are no longer compatible with OH1. Is there a recommended procedure to upgrade OH1 to OH2?