Debugging a WCF application on a 64 bit server using VS2008 gave me odd errors where sharepoint.security.dll could not be loaded - it turned out that you have to use the 32bit version of the microsoft.sharepoint.xxx.dll libraries - see the following article.
robgruen's WebLog : Referencing Sharepoint Assemblies on x64bit Installs causes build errors for ASP.NET apps (in VS.NET 2008):
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