As Jan Fabry points out this is not possible by default as WordPress stores comments against post and post-like content and not the tags or organization of that content.
That said, the template is so flexible that you could simple use the tag.php template to mimic this — using something like Disqus, JS-Kit/Echo or the Facebook commenting plugin.
In my experience, external commenting software tends to use a variation on permalinks to uniquely identify conversations and WordPress tag templates fit the bill quite nicely.
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