PDF table of contents spanning multiple PDF files - is it possible?

Question for Acrobat Experts:
Question 1: Is it possible for a PDF file to contain a "left-hand-side" index/table of contents that includes the contents from itself AND other PDF files?
I have a set of documentation in 10 separate pdf "books". However, I want users to be able to see the table of contents for all 10 books, even if they only have one book. Also, if they click a topic from another book, that other book (pdf file) should open.
Is that possible to do using Acrobat? (and if so, which version?)
Question 2: Is there a way for the all-encompasing Table of Contents to be generated real-time and always be accurate, (even if the user gets a new version of one of the "books", but not the others?)
We want to be able to slip-stream one book at a time to end-users, but have the TOC be accurate at all times.. Not sure if PDF files can do this. I believe CHM files can.
Thank you!

Question 1: Yes.

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