Intriguing question!
Gollum hates all things good. Elvish things are "very good", if you forgive the phrasing. He hates them even more than the Sun. He couldnt stand the rope and spat out the lembas.
I think that the bread, having some elven "magic" in it (as is made obvious by the amount of energy it gives to the eater), would help Smeagol get rid of the Gollum side. But if it was forced into his mouth and rammed into his throat, all it would do is build up his hatered for all. He had to take it himeslf, and he wasn't ready for that yet, as Frodo points out.
I think we can safely say that it's a ringbearer-to-ringbearer connection with Gollum, since Frodo has it all the time, and Sam can only find a corner for it only after he wore the Ring. (I'm not sure if we can incluse Bilbo in this, but he certainly fits the criteria). Maybe the lembas was like the last "real" piece of all things that he remmbered from before he entered the "monochromatic" Mordor. He told Sam waaaay later that he could not remember what grass and strawberries were like. I have the feeling that he remembered before because somehow lembas kept the memmory going. It's like it has all the "good" concentrated in it. It stretched that mental support as as much as it could. I think Frodo would have "forgotten" much sooner if he ate omething else all the time.
So lembas would help Gollum. The Smeagol woke up in him when Frodo awakened memmories of the distant past in him. Maybe lembas could do more, if only Gollum accepted it.
But that is a really shaky theory. I want to find out what the rest of you think.
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You passed from under darkened dome, you enter now the secret land. - Take me to Finrod's fabled home!... ~ Finrod: The Rock Opera
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