May I ask what is the role of each of the (aq) salts in the work-up (column chromatography)? The only journal cites I can find are twenty years old and simply state in body text, without citation, as though it is too obvious. (Desired product is organic, primary alcohol w/ benzene ring + dioxapentaring, DCM as solute.)
TPAP; Tetrapropyl ammonium per ruthanate (
http://en.wikipedia.org/wiki/Tetrapropylammonium_perruthenate)
NMO: N-mtehylmorhonone N-oxide (
http://www.organic-chemistry.org/chemicals/oxidations/n-methylmorpholine-n-oxide-nmo.shtm)
Reactant + TPAP, NMO in DCM w/ 4A molecular sieve --> product -->
then column chromatography, again in DCM (with aqueous salts as above)
1. NaS2O3: Oxidizing? Reoxidize RuO3 so that it is charged and can form salt complexes?
[Edit: Reducing ... so ... found a link suggesting it complexes with transition metals, so it complexes w/ Ru (although my previous mechanism guess was wrong?) ]
2. CuSO4: Complexes well with pyridine so maybe complexes well with NMO?
3. Brine: Removes everything that is left. (Overoxidized acids?)
And any anion is removing the tetrapropylammonium?
Thank you!
[Various edits, not bracketed, after first comment.]