After a FREB trace (and some hair tearing out) i have worked out that urlrewrite on IIS7 reverse proxying to linux Joomla website will not work when GZIP compression is turned on.
To fix, browse locally to your joomla site, go to Global Config.
On the server tab, ensure use gzip compression is set to no.
This will enable urlrewrite on IIS7 to properly rewrite the outgoing rules.
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