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Pre-metalation structural insights into the use of alkali-metal-mediated zincation for directed ortho-metalation of a tertiary aromatic amide

Lookup NU author(s): Emeritus Professor Bill Clegg, Dr Sophie Dale

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Abstract

(Chemical Equation Presented) 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. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.


Publication metadata

Author(s): Clegg W, Dale SH, Hevia E, Honeyman GW, Mulvey RE

Publication type: Article

Publication status: Published

Journal: Angewandte Chemie International Edition

Year: 2006

Volume: 45

Issue: 15

Pages: 2370-2374

ISSN (print): 1433-7851

ISSN (electronic): 1521-3773

Publisher: Wiley - VCH Verlag GmbH & Co. KGaA

URL: http://dx.doi.org/10.1002/anie.200503202

DOI: 10.1002/anie.200503202


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