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This sounds like a dying battery, which cannot now hold a charge sufficient to crank the engine, but will still light the dashboard. There is a crude test. Turn on the headlights and have someone watch them while you hit the starter. If the lights die, it is most likely an extinct battery.
I doubt a leaking plenum would cause it not to start. Usually a leaking plenum would cause an air leak and make the engine run too fast. Any trouble codes stored ? Will it start using carb cleaner spray ?
first the a/c issue is probably due to low charge. Need to recharge, if you still had R12 in there you need to have it updated to R134A or find someone who has R12 which is tough.
Starting issues are tough to explain without more info but if you mean your starter doesnt turn the motor I would suggest a new battery as you probably have a weak one or it has a bad cell. If your starter turns but it wont start could be the OVP relay, the cold start vale or any number of ignition parts from the coil to the plugs.