I've seen a few threads covering the Circlet of Persuasion and concentration checks but this question is about how it interacts with spells that call for a check based off the casters charisma.
Various charm spells are an easy call however...
Pilfering Hand
Abrupt Maneuver: You instantaneously attempt a disarm or steal combat maneuver against a target within range. Use your caster level as your Combat Maneuver Bonus, adding your Charisma modifier (bard, oracle, sorcerer), Intelligence modifier (magus, wizard), or Wisdom modifier (cleric) in place of your Strength or Dexterity modifier.
Is this one of "the wearer's Charisma-based checks."? To me it seems like it is.
Chain of Perdition is worded a little differently...
The chain can perform the dirty trick (blind or entangle), drag, reposition, and trip combat maneuvers, using your caster level in place of your Combat Maneuver Bonus, and your Charisma modifier (sorcerer), Intelligence modifier (wizard), or Wisdom modifier (cleric) in place of your Strength or Dexterity modifier.
Which would make think me this this isn't the wearer's check but the chain's - or is this being overly pedantic?
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This is a little tricky, I know that a lot of GMs would deny you this unless your character was an extremely weak character compared to the rest of the group. But, I know that most GMs only allow it for Skills not spells or anything else, like a +3 to Diplomacy is great but, not as bad as a +3 to spells.