The autoremove would have created the reboot-required file.

Start-Date: 2016-09-20  06:56:26
Commandline: apt autoremove
Requested-By: barry (1000)
Remove: linux-image-extra-4.4.0-34-generic:amd64 (4.4.0-34.53), 
linux-headers-4.4.0-34-generic:amd64 (4.4.0-34.53), 
linux-headers-4.4.0-34:amd64 (4.4.0-34.53), linux-image-4.4.0-34-generic:amd64 
(4.4.0-34.53)
End-Date: 2016-09-20  06:56:55

Do you have a '/var/run/reboot-required.pkgs' file?  If so does it
contain anything?

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https://bugs.launchpad.net/bugs/1626345

Title:
  After rebooting for updates, reboot is still required.

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