SWID was wondering if anybody had any references other than the ones posted, or theories on the mechanistics of this reduction.
SWID is thinking the reaction occurs on a 1:1 molar basis, where one molecule of benzaldehyde plus one molecule of o-phenlyenediamine condese to form PBI + H2 + H2O. Seeing the production of the hydrogen (in H radical form?) shows where the hydrogen is coming from, but doesn't really explain how this is able to add across the double bond.
So questions are:
1. Mechanistics?
2. 91% IPA ok? (H2O shouldnt be a problem)
3. this only works if PBI is generated in situ? Since the PBI is isolated during workup, might it be possible to use it as a catalyst w/ hydrogen introduced from an outside source? (SWID is thinking not, be he is often thinking wrong, so).
4. Is inert atmosphere necessary? What about a hydrogen atmosphere?
Links, replies, comments, etc very much appreciated.