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Using a slightly modified version of vngx-jsch (source included), an open-source implementation of jsch, and JLink and a small but efficient Mathematica package this is now easily possible. All code can be browsed here, and most simply be installed by executing these lines: (tested on Windows and Linux, not on Mac). It should all work on Mathematica 7, 8 or ...

I am answering my own question to help out other .Net/Mathematica developers in the future. I am using random file names (DTWERG, ERYFGJ, IYIGGD) and it turns out when Mathematica exports an image file that has a slash and followed by : b, t, n, f, r it recognises/honors the escape slash. For example when a file name starts with an r as per the ...