N-alkyl-β-ketoiminate zinc complexes: Synthesis, structure, and reactivity in ring-opening polymerization of lactide

Zhang, Hong; Geng, Xiaoyun; Li, Ziqiang; Peng, Ying; Wang, Limin; Chen, Pengjiao

doi:10.1016/j.ica.2022.121253

Cited by 1 publication

(1 citation statement)

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“…NacAc species have proved useful ligands in their own right, capable of exhibiting N,O and C,N bidentate coordination, via the γ-carbon position, and thus allowing formation of 6-or 4-membered rings with metal centres. [75][76][77][78] The molecular structure of metal-free 15 exhibits a 5-membered (SNCCC) heterocycle, created by formation of a bond between the sulfur atom of the inserted isothiocyanate and the nitrogen atom of the NacAc ligand. A consequence of this is the formation of a double bond in N2=C6 A few examples of compounds analogous to 15 have been reported in the literature, but to the best of our knowledge this -Dipp variant has not been characterised before now.…”

Section: Nnns Ligandsmentioning

confidence: 99%

Modification of a Common β‐diketiminate NacNac Framework via Sequential Lithiation and Small Molecule Insertion

Lynch,

Kennedy,

Barker

et al. 2024

Chemistry A European J

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A widely utilised class of ligands in synthesis and catalysis, β‐diketiminate (BDI) or NacNac compounds were initially considered innocent in the sense that they remained intact in all their applications. That changed when the γ‐C‐H unit of their NCCCN backbone was found to engage in reactions with electrophiles. Here, we show that this special reactivity can be used advantageously to prepare tripodal modifications of the common NacNac ligand derived from 2,6‐diisopropylphenyl‐β‐methyldiketimine [NacNacH (Me, Dipp)]. Lithiation to give NacNacLi, followed by reactions with isocyanates, isothiocyanates and a carbodiimide, have afforded a series of tripodal NacNac variants having N,N,N,O; N,N,N,S; or N,N,N,N potential dentation sites, many of which have been crystallographically characterised. Distinct ligating modes of these new ligands have been elucidated through the crystal structures of their lithiated derivatives.

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Section: Nnns Ligandsmentioning

confidence: 99%