Vanry - 21-9-2018 at 05:11
I was discussing organic chem with a friend, and we thought about using copper for gentle grignard-like coupling with things like this :
R-Br + Cu(metal) -> R-Cu-Br
R-Cu-Br + R'-Br -> R-R' + CuBr2
We were debating the feasability, and if this could be usefull to do some coupling between ketone (which is impossible with Mg-Br like reaction, that
would react with the ketone)
Does it seem viable to any of you ? I couldn't find anything in the library, and my OC teacher look at me this way 
and dodge the subject 
thanks in advance
Loptr - 21-9-2018 at 06:11
Look into Gilman reagents. They are typically prepared from either Grignard and Alkyllithium reagents.
https://www.masterorganicchemistry.com/2016/01/29/gilman-rea...
[Edited on 21-9-2018 by Loptr]
clearly_not_atara - 21-9-2018 at 08:24
This technique is commonly used. However, the organocopper reagents are rarely prepared from organohalides and copper metal directly; instead, other
organometallic reagents, usually organolithium/organomagnesium/organozinc react with copper salts.
unionised - 21-9-2018 at 08:31
There's this...
https://en.wikipedia.org/wiki/Ullmann_reaction
Vanry - 3-10-2018 at 07:12
Very interesting ! Big thanks to all of you ! This sound like an amazing way to create C-C bond, might this be the OC holy grail ?
I was tempted to give it a go, before reading that This reagent must be prepared and handled around -70°c ! Someone to backup this info ? does anybody have a random procedure to prepare/use organocuprates ? (with things like
temperature, security concern...)
Texium - 3-10-2018 at 08:50
If you can get some dry ice, -70ºC is trivial with a dry ice/acetone bath.