I have a Canon FD 300/4 L and a 2X TC (2x-B) that I use on my Sony NEX. I've been having a terrible time getting some decent shots with the combo. Part of the problem, I thought, is I am getting out late, but I am shooting during the tail end of the golden hour. I know a TC robs you of light and a 2x is a killer, but on a whim I took the TC off and took a few shots without the TC and only cropped. Instantly they were much better(though the subjects were less cooperative). I am using a decent tripod, Baush and Lomb Pro. I even started using an IR remote to trigger so I wouldn't get any vibration(but forgot it tonight).
W/ TC
W/O TC (Maybe too much EV compensation)
Best shots with the TC