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What sort of error messages are you getting when you try this? Does Outlook/Thunderbird display some kind of message when you attempt to connect?
Also, logs are king! Be sure to check your email logs in /var/log/mail.log or /var/log/maillog for any errors being produced and displayed by the various components involved.
-Eric
Task 'user@domain@domain.com - Receiving' reported error (0x80042108) : 'Outlook cannot connect to your incoming (POP3) e-mail server. If you continue to receive this message, contact your server administrator or Internet service provider (ISP).'
Task 'Synchronizing subscribed folders for domain@domain.com.' reported error (0x800CCC0E) : 'Outlook cannot synchronize subscribed folders for domain@domain.com. Error: Cannot connect to the server. If you continue to receive this message, contact your server administrator or Internet service provider (ISP).'
My guess is that the issue is one of the following:
1. The hostname listed in Outlook/Thunderbird is incorrect
2. The hostname doesn't have any DNS records associated with it yet (similar to #1 :-)
3. There is a firewall rule blocking the port you're trying to connect on
You say webmail works, so Dovecot (the POP/IMAP daemon) sounds like it's running and configured correctly, so the issue is very likely one of the above 3 issues.
-Eric