Is the DAC even good enough in the iPhone at that point? Even if you had a straight jack audiophile headphones are probably not getting much benefit over, say, Bose headphones are they?
The internal DAC is good enough when I am on my feet. Its more about stability and convenience than sound quality in this situation. Its inconvenient to carry an additional adapter which gets accidently disconnected more easily than a jack.
I use an external DAC (Beyerdynamic A200p) when I use my notebook or my iPhone stationary.