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. Author manuscript; available in PMC: 2015 Dec 10.
Published in final edited form as: Nat Chem. 2015 Jan 12;7(2):146–152. doi: 10.1038/nchem.2141

Figure 3. Proposed catalytic cycle for the selenium-catalyzed syn-dichlorination of alkenes.

Figure 3

Following oxidation of the PhSeSePh pre-catalyst, the catalytic cycle commences with anti-chloroselenylation of the alkene to give 32. Invertive displacement of the selenium moiety with chloride ion furnishes the syn-dichloride product. Finally, reoxidation of Se(II) to Se(IV) closes the cycle. Py = pyridine.