After keygen or CSR generation there is an option "send by email". This does not work with outlook in that no attachment is added. Only a new mail window is opened with the preset text. Somehow the attachment part of the URL does not work.
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This goes to wontfix I investigated and there is no way to attach a file trough the mailto protocol with outlook. Only the parameters from https://msdn.microsoft.com/en-us/library/aa767737.aspx are supported.
Theoretically Kleopatra "could" use MAPI to achieve creating a mail with attachment but this would be overkill. Kleopatra puts up a big warning that attaching may not have worked and ok.
We might want to consider dropping that option altogether as I think having a Feature that sometimes won't work is worse then not having that feature.