I wrote a literate programming preprocessor in Haskell[0], and used it to weave/tangle a D-Bus implementation (also in Haskell). The woven PDF[1] weighs in around 90 pages.

I'll quote from the linked page regarding my conclusions:

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But in the end, I was never able to realize the promised benefits of Literate Programming. The typeset PDF was not easier to read than hypertext documentation generated by Haddock, and both were obviously worse than the very nice docs being created by the Python community with Sphinx.

So in mid 2012 (~3 years after starting the project) I removed all the literate annotations and styles, dropped the fancy build scripts, and released haskell-dbus 0.10 as standard Haskell.

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I'm sure an expert in LaTeX could do a better job with the formatting, and with the benefit of 10 additional years of experience there are some design decisions I would do differently in the code, but even so I think it was a reasonably effortful attempt.

I've never felt any urge to try Literate Programming again.

[0] https://john-millikin.com/software/anansi#history

[1] https://github.com/jmillikin/haskell-dbus/releases/download/...