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3

It's a change in emacs-27, from etc/NEWS: ** 'print-quoted' now defaults to t, so if you want to see '(quote x)' instead of 'x you will have to bind it to nil where applicable. So binding print-quoted to your desired value and then saving a customization should be enough.


2

An interesting question. It's not configurable at all, so I recommend looking at pcomplete-insert-entry. This is where the completed text is inserted, and it's what calls comint-quote-filename. Note that it handles some fun edge cases that you'll also have to handle. In particular, if there's already a backslash in the buffer then it handles the insertion a ...


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