Running a reduction with excess of PhSiH3. In the NMR of my aliphatic product I find a big ugly bulge in aromatic area. It can only be some oligomers or polymers of arylsilanes bound with Si-O or Si-C* bonds. The reaction was quenched by HF in methanol and product isolated by column chromatography (the impurity doesn't show up in TLC), so the sneaky polymer is not so easy kill.
Does anyone have a clue how to destroy or get rid of this thing? My product is rather stable, so, harsh methods can be used.
* At the reaction conditions I can also see the formation of Ph2SiH2 from PhSiH3, so, the formation of new Si-C bonds is definitely possible
Dear Mike Kondrasho
Try to wash your product well with pet. ether and/or n-hexane and see what will hppened with NMR.
My product is tetradecanol, so it's perfectly soluble in hexane and column chromatoography doesn't help - the polymer goes through...
Since your product is perfectly soluble in hexane, the using of fractional ditillation as David J. Pérez mentioned is quite good. I agree with him.
Best wishes
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