Journal
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
Volume 648, Issue 19, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/zaac.202200207
Keywords
Bent allenes; Carbenes; Grignard reagents; Low oxidation states; Magnesium
Categories
Funding
- University of St Andrews
- EPSRC [EP/N509759/1]
- Centre for Doctoral Training in Critical Resource Catalysis (CRITICAT) [EP/ L016419/1]
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This study reports the oxidative addition reactions of Dimagnesium(I) complexes with iodoarenes. The structurally characterized complexes include those with pyrazol-4-ylidene and imidazol-2-ylidene ligands.
Dimagnesium(I) complexes [{((Ar)nacnac)Mg}(2)], where (Ar)nacnac=HC(MeCNAr)(2), Ar=Dip=2,6-iPr(2)-C6H3, Ar=Dep=2,6-Et-2-C6H3, Ar=Mes=2,4,6-Me-3-C6H2, react with iodoarenes in oxidative addition reactions. With iodobenzene, magnesium phenyl and magnesium iodide complex fragments were obtained, and from a reaction with 4-iodo-1,2,3,5-tetramethylpyrazolium iodide, [(Me)PZI]I, the pyrazol-4-ylidene complex [((Dip)nacnac)MgI((Me)PZ)] was structurally characterised, alongside other products. The isomeric imidazol-2-ylidene complex [((Dip)nacnac)MgI((NHC)-N-Me)], where (NHC)-N-Me is 1,3,4,5-tetramethylimidazol-2-ylidene, was prepared and characterised. X-ray crystal structure determinations and DFT computational studies have been carried out to compare the related complexes. The results show that the (Me)PZ ligand is higher in energy and more nucleophilic than its more common isomeric (NHC)-N-Me carbene.
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