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Dealing with regexes can be difficult and complex. Please allow time to test your matches and be sure that they work as you expect in order to avoid nasty surprises.
You can check your regexes interactively with some tools. A good one that's freely available online is https://regex101.com/, which displays each of the elements and explains the regex. Double-check that you're using the Python flavor:
See that the EXPLANATION describes that \b matches a word boundary (start or end of a word), and that thing matches literally these characters.
Regexes, in some cases, can be very slow, or even produce what's called regex denial-of-service, a string created to confuse a particular regex so that it takes an enormous amount of time, even in the worst case blocking the computer. While automating tasks probably won't get you into those problems, keep an eye out in case a regex takes too long.