After adding some additional sites to the "Use Policy List of Internet Explorer 7 sites" policy in Group Policy we found that these sites were not running in compatibility view for the user despite RSOP reporting that the policy was in place, and the user's registry reporting the same.
(Registry key can be found at HKEY_LOCAL_MACHINE\SOFTWARE\Policies\Microsoft\Internet Explorer\BrowserEmulation\PolicyList)
There is a known limitation in IE11 whereby it doesn't run sites presented from this policy. Instead if you want to enable compatibility mode via GPO you need to turn on Enterprise Mode.
The TechNet document below gives the steps to deploying from GPO, as well as creating a registry entry to test with a single user.
https://technet.microsoft.com/en-us/itpro/internet-explorer/ie11-deploy-guide/turn-on-enterprise-mode-and-use-a-site-list
If you turn Enterprise Mode on and still cannot select it from the "Tools" menu in IE11, chances are you are missing update 3087038 (KB3089548). If this is not installed you will not be able to turn on Enterprise Mode in the browser.
More information on this update can be found at
https://support.microsoft.com/en-us/kb/3089548
The update itself can be downloaded from
https://technet.microsoft.com/library/security/MS15-094
Once this is installed you should be able to use Enterprise Mode to view sites that require compatibility.
To create the XML file containing sites to be displayed using Enterprise Mode download the Enterprise Mode Site List Manager tool from https://www.microsoft.com/en-us/download/details.aspx?id=42501
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