Cross Domain Post Redirect – Windows IIS7

I think I have a nightmare scenario really. I have a blog hosted on Windows IIS7 which I have manually migrated to a new domain hosted on Linux.

I would like to redirect my old posts to the new version of the post and am prepared to do this individually. Linux via 301 would be quite easy I think but I have tried messing around with web.config on Windows with no success. It either throws a 500 server error or ignores the code.

I have to do individual post level redirects because post names and permalink structure have changed. So wildcard options aren’t viable.

I think because web.config is looking for a directory structure e.g. https://www.phoneographer.org/2012/09/iphoneography-tutorial-at-the-fair/ isn’t actually a server side structure? which for a web.config file at root would be ‘/2012/09/iphoneography-tutorial-at-the-fair/’ but that doesn’t exist (or does it?)

I’m very confused and any advice appreciated.