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Mechanism

 

 

1. AIBN spontaneously decomposes into two free-radical containing groups

2. The radical attacks tris(trimethylsilyl)silane and turns it into a radical by cleaving the Silicon-Hydrogen bond.

3. The tris(trimethylsilyl)silane radical atttacks the Carbon-Selenium bond, cleaving it, leaving an acyl radical while the tris(trimethylsilyl)silane takes the Selenium-phenyl group.

4. The radical then performs an intramolecular attack on the double bond, closing a ring.

5. The AIBN remnant is attacked by the radical, giving rise to compound 59 and reforming the AIBN radical