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Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: clark26 on January 21, 2012, 04:18:33 PM

Title: Radical mechanism
Post by: clark26 on January 21, 2012, 04:18:33 PM
Hi.

I have a question. If you mix Mn(III), boronic acid and phenanthridine you get the phenyl group put into phenanthridine next to nitrogen. It's supposed to be a single electron radical oxidative coupling. Anyone who can explain the mechanism?  :)

I'm thinking something like Mn(III) making the radical and the radical attacks at the electron deficient position next to nitrogen?
Title: Re: Radical mechanism
Post by: Honclbrif on January 25, 2012, 11:28:30 AM
Quote from: clark26 on January 21, 2012, 04:18:33 PM
Hi.

I have a question. If you mix Mn(III), boronic acid and phenanthridine you get the phenyl group put into phenanthridine next to nitrogen. It's supposed to be a single electron radical oxidative coupling. Anyone who can explain the mechanism?  :)

I'm thinking something like Mn(III) making the radical and the radical attacks at the electron deficient position next to nitrogen?

Is it only Mn, B(OH)3 and phenanthridine, or is there something else in there which could be donating a phenyl group?