Treibe’s reaction

Some other reactions involving oxidation of the C—Hg bond have been known for some time, but these are either of limited synthetic appeal or have experienced no significant development in recent years. Thus ozonolysis of the C—Hg bond to form carboxylic acids or ketones falls into the first category, whereas allylic acetoxylation of alkenes by Hg(OAc>2 falls into the second category. Nevertheless, this allylic oxidation (Treibe s reaction) has considerable synthetic utility, and has been reviewed quite recently.5 ... 

To the submitter s knowledge the synthesis of 5,15-diphenylporphyrin has been reported on only two previous occasions. Both syntheses relied on the reaction of dipyrromethane, a relatively air-sensitive compound, with benzaldehyde. Treibs and... 

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