[FlowSyn]

Is it possible or necessary to identify fluorine coupling constants on aromatic carbons if there are multiple 4+ aromatic rings in the core structure of a complex molecule?  Is this reported often in the literature?

[movies]

It should be possible and I think it is a good thing to do if you can manage it.  Every F-containing compound I have reported had ₁₉F NMR and any C–F, H–F, and P–F coupling that I could observe. 

Are each of your aromatics unique by NMR?  It might get very complex very quickly.

[FlowSyn]

That's the thing.  With multiple aromatics having similar shifts it seems quite pointless to guess at which ones are doublets and which ones are just close in chemical shifts.  With experience in C-P couplings, I am all too familiar with reporting these values.