Abstract
Recent advances in the selective deprotometallation of aromatic reagents using alkali metal cuprates are reported. The ability of these synergic bases to effect deprotonation under the influence of a directing group is explored in the context of achieving new and more efficient organic transformations whilst encouraging greater ancillary group tolerance by the base. Developments in our understanding of the structural chemistry of alkali metal cuprates are reported, with both Gilman cuprates of the type R2CuLi and Lipshutz and related cuprates of the type R2Cu(X)Li2 (X = inorganic anion) elucidated and rationalised in terms of ligand sterics. The generation of new types of cuprate motif are introduced through the development of adducts between different classes of cuprate. The use of DFT methods to interrogate the mechanistic pathways towards deprotonative metallation is described. Theoretical modelling of in situ rearrangements undergone by the cuprate base are discussed, with a view to understanding the relationship between R2CuLi and R2Cu(X)Li2, their interconversion and the implications of this for cuprate reactivity. The advent of a new class of adduct between different cuprate types is developed and interpreted in terms of the options for expelling LiX from R2Cu(X)Li2. Applications in the field of medicinal chemistry and (hetero)arene derivatization are explored.
Highlights
Recent advances in the selective deprotometallation of aromatic reagents using alkali metal cuprates are reported
The present Perspective depicts the behaviour towards aromatics of lithium cuprates and the development of the concept of Directed ortho Cupration (DoC) that was first reported in 2007.6 Though they were first prepared in the 1950s, evidence for the actual nature of lithium cuprates has been slow to be forthcoming and it is only recently that solidstate structural data has appeared for examples of these complexes designed to behave as deprotonating agents
The relatively new field of directed aromatic ortho metallation using synergic reagents has been significantly expanded through the deployment of lithium cuprates
Summary
The use of organic bases containing two metals has come to the fore These so-called synergic reagents exhibit behaviour that is different from that of the corresponding monometal bases. His research presently focuses on lithium amidocuprate chemistry, with his principal interests being in chemical crystallography. His other interests include growing exotic chilli peppers and playing guitar. The present Perspective depicts the behaviour towards aromatics of lithium cuprates and the development of the concept of Directed ortho Cupration (DoC) that was first reported in 2007.6 Though they were first prepared in the 1950s, evidence for the actual nature of lithium cuprates has been slow to be forthcoming and it is only recently that solidstate structural data has appeared for examples of these complexes designed to behave as deprotonating agents. Advances in the solid-state structural chemistry of alkali metal amidocuprates
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
