I installed Outlook 2010 32bit on a 64bit ubuntu using PlayOnLinux. Installation ended successfully.
Since our organization uses a self-signed certificate, I had to import it in PlayOnLinux or wine to be able to conncet to my mail.
and then went to "Internet setting". There, I imported the certificate in root trusted authorities.
Despite doing all these, creating a profile on outlook will not succeed. Using wireshark, I noticed that the error returned is
Alert (level fatal description unknown CA).
I am guessing the certificates are not imported properly.
Update: I could not find what I was looking for. But to make things work temporary, I used DavMail and setup my account as an InternetMail in outlook. I will update this post if anything new happens.