[labtrot]

Hi all,

I need to remove a chlorine from a diaryl sulfone. Problem is, regular hydrogenation just doesn't work for me. I have tried palladium on carbon in methanol at room temperature and pressure and the reaction goes nowhere. I have even tried putting it down an H-cube device where I have used elevated temperature and pressure and I lose my material on the cartridge. These two preliminary attempts point to towards the obvious liability of the sulfone and catalyst poisoning.

Does anyone out there have any 'pet' hydrog conditions that may be useful?

Thanks

labtrot

[pgk]

1). What is the aromatic substitution of chlorine toward the sulfon(yl) group, ortho-, meta- or para?
2). Are the 1H-NMR and IR spectra of the product identical, before and after hydrogenation in both attempts?