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Timeline for Role of Cu in Corey-House synthesis

Current License: CC BY-SA 4.0

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Oct 22, 2018 at 13:23 history edited SendersReagent CC BY-SA 4.0
Fixing links (again)
Apr 13, 2017 at 12:57 history edited CommunityBot
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Mar 8, 2016 at 15:59 vote accept Shodai
Mar 7, 2016 at 22:37 history edited Mithoron CC BY-SA 3.0
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Mar 7, 2016 at 19:41 comment added SendersReagent I've updated my answer to include a link to another Chemistry.SE answer about lithium-halogen exchange.
Mar 7, 2016 at 19:34 history edited SendersReagent CC BY-SA 3.0
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Mar 7, 2016 at 16:25 comment added SendersReagent The Li-X exchange mechanism isn't really known for sure yet. This presentation from the MacMillan group talks about three proposed mechanisms: radical exchange, nucleophilic attack on the halogen, and a four-centered intermediate. I would guess it doesn't undergo normal nucleophilic attack due to hard-soft acid-base chemistry, i.e. poor orbital overlap. I'm not totally sure, though.
Mar 7, 2016 at 8:40 comment added Shodai I see, that helps, but why does RLi undergo that reaction? Isn't R-Li a strongly polarized bond? What kind of bond is it actually? And what reaction is this undergoing?
Mar 6, 2016 at 11:49 history edited SendersReagent CC BY-SA 3.0
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Mar 6, 2016 at 5:00 history edited SendersReagent CC BY-SA 3.0
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Mar 5, 2016 at 22:47 history edited SendersReagent CC BY-SA 3.0
Update, typos
Mar 5, 2016 at 17:56 history answered SendersReagent CC BY-SA 3.0