Possible, but a PITA and would likely make the item selection somewhat flaky.
Take a look at how my Store window passes the item name to the "Find It" button. A similar mechanism could pass a concatinated list in 1 line to the chat input. You'd need to select each item and hit return. You'd also have to page through long list since there's no known way to grab more than the current 8 items at a time. Hardcoded returns in the data may be a problem, might also provide a way to auto return the chat input.
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