I think there are at least a couple of things to address with both topics you brought up
*unfortunately, neither is really an easy answer.
When you're talking about a 27" vs the 21.5 for photo or video editing, I think there are three things you should really consider: the size of your workspace (display), the memory you have to work with (now and later) and your graphics card options.
I'm sure you have seen the size differences of the two displays, so it should be no surprise that you just have a ton more room and can see much more of your photos on the 27" display. I won't really spend a lot of time pointing out that.
Memory is something you should think about now as well as in the future. Aperture 3 likes RAM. A lot. So, think about not only what Aperture 3 demands from your camera, but think about what Aperture 4 (whenever that happens) might require of your next camera (whenever that happens). Will that be something to concern before you buy the computer
after the one you're choosing now? The answer is probably yes.
I shoot a Canon 5D Mark II, and I do so almost exclusively in RAW. The files from that camera range anywhere from 21 28MB each, so importing and using processor/RAM/graphics card intensive features like skin smoothing really put my computer to work. As my business grows, I might find a need to buy a camera in 2 years. I want to know that my iMac is expandable enough that I can throw in enough RAM to handle the challenge. I only have 8GB now, but if I need
another 8GB in the future then I have the room for it
*and it will be cheaper to buy later on anyway.
The last consideration is the graphics card. The 21.5" iMac can be built with a card handling up to 512MB graphics memory and the 27" iMac can be built with a card up to 1GB of graphics memory. Think about what
your needs might be in 2-3 years. Think about what the
software needs might be in 2-3 years.
On the topic of the Drobo, you can absolutely store your master files on the Drobo and work the reference files in Aperture. However, I wouldn't partition. Drobo software is really smart and it will take care of all of that for you. All you have to do is set up whatever your file structure will be for your back up and select it as your Time Machine back up drive. OS X and Drobo will take care of everything else.
Because I work with large files and I tend to need to work quickly, I really only use the Drobo for long-term storage (my 4-Bay Drobo will expand up to 16TB) and Time Machine. My current-project files are stored on my solid state internal drive so that I can work more quickly and the completed project libraries are all stored on the Drobo, along with scanned copies of the signed client contracts, order sheets, etc. Even though the Drobo is working over FireWire 800, it still isn't as fast as your internal hard drive or solid state drive.
I hope something I said helps.
