Hi,
In some cases for transparent authentication, Chrome will not accept transparent authentication even if the redirect hostname is under the 'Trusted Sites' zone in Internet Options however IE works fine in this config. So in these cases the redirect hostname will need to be added in Chrome's registry to implicitly trust the transparent redirection.
The following document gives more information for this:
http://www.chromium.org/developers/design-documents/http-authentication
http://www.chromium.org/administrators/policy-list-3#AuthServerWhitelist
Regards,
Kush