2006Angewandte Chemie International EditionRequires access

Pre‐Metalation Structural Insights into the Use of Alkali‐Metal‐Mediated Zincation for Directed ortho‐Metalation of a Tertiary Aromatic Amide

W. Clegg, Sophie H. Dale, Eva Hevia, G.W. Honeyman, Robert E. Mulvey

Open publisher page 103 citations

Abstract

The predator meets its prey in the structure of [{(iPr)2NC(Ph)(O)}Li(μ-tmp)(μ-tBu)Zn(tBu)] which reveals an aromatic amide–alkali metal zincate “precomplex” for directed ortho-metalation (DoM) that exists prior to the devouring (ortho-zincation) of the amide by the zincate. tmp=2,2,6,6-tetramethylpiperidide.

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What this paper is about

The predator meets its prey in the structure of [{(iPr)2NC(Ph)(O)}Li(μ-tmp)(μ-tBu)Zn(tBu)] which reveals an aromatic amide–alkali metal zincate “precomplex” for directed ortho-metalation (DoM) that exists prior to the devouring (ortho-zincation) of the amide by the zincate. tmp=2,2,6,6-tetramethylpiperidide.

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Available abstract

The predator meets its prey in the structure of [{(iPr)2NC(Ph)(O)}Li(μ-tmp)(μ-tBu)Zn(tBu)] which reveals an aromatic amide–alkali metal zincate “precomplex” for directed ortho-metalation (DoM) that exists prior to the devouring (ortho-zincation) of the amide by the zincate. tmp=2,2,6,6-tetramethylpiperidide.

Key concepts: Metalation, Zincate, Amide, Chemistry, Alkali metal, Medicinal chemistry, Organic chemistry, Zinc

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