ORGLIST:Nitro group compatibility by Negishi cross-coupling mediated by Nickel complexes

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From: peter walla (peter.walla$##$post.sk)
Date: Thu Feb 20 2003 - 18:09:44 EST

Hi Dear Everybody!
Please, did you hear about the Negishi cross-coupling reaction mediated by nickel complexes, where on the subtrate outgoing from aryl chlorides was nitro group attached? In JOC1997,42,1821-1823 it is stated, that nitro group destroys the catalytical activity of nickel complexes in cross-coupling reaction outgoing from arylchloride in reaction with arylzinkiumhalides. That is the reason, why palladium complexes are preferred to use instead of nickel complexes in the case, where nitro group is involved. In that article there was nothing about the yield of product when nickel-catalyst was used in the arylchloride cross-coupling reaction.
So, I would very, very appreciate any information about the true. It must not be just Negishi cross-coupling reaction, i think the same effect could be observed also in the case of Suzuki, Stille etc cross-couplings, where nitro group is present withg nickel-catalyst .
Myny Thanks!
Peter

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