NacNac

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conjugate base
(M = metal, L = other ligand)

NacNac is a class of

diketones. These species can exist as a mixture of tautomers.[1]

Preparation of ligands and complexes

alkyl. To prepare 1,3-diketimines from bulky amines, e.g. 2,4,6-trimethylanilines, prolonged reaction times are required. 2,6-Diisopropylaniline
is a common bulky building block.

acetylacetonates, the steric properties of the coordinating atoms in NacNac ligands is adjustable by changes in the R substituent. Attachment to a metal center is usually carried out by initial deprotonation of HNacNac with n-butyllithium; the lithium derivative is then treated with a metal chloride to eliminate lithium chloride
. In some cases, HNacNacs also serve as charge-neutral 1,3-diimine ligands.

Structure of [(C6H3-2,6-(i-Pr)2)2NacNac]NiSCPh3 viewed down the C2 axis, illustrating the steric bulk of this NacNac ligand (CPh3 removed for clarity). Color code=gray = C, white = H, blue=N, yellow=S, green=Ni).[4]

Related NacNac ligands

Synthesis of Jäger's N2O2 ligand.[5]

NacNac ligands are diimine analogues of

acetylacetonate ligands. An intermediate class of ligands are derived from monoimino-ketones.[5][6] The first Dipp-NacNac ligand was synthesized by Dr. Francis S. Mair in 1998.[7]

See also

References

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