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Topic: curly arrows for synthesis of 3 ring compound  (Read 11722 times)

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Offline spirochete

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Re: curly arrows for synthesis of 3 ring compound
« Reply #15 on: May 02, 2008, 04:44:26 PM »
I am beating this post to death (and contradicting myself) but I just thought of a rationale favoring SN2:  A minor resonance contributor places a negative charge on the carbon which makes the first C-C bond.  This enhances nucleophility at this site, favoring a bimolecular reaction.

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