Synergic synthesis of benzannulated zincabicyclic complexes, alpha-zincated n ylides, through sodium-TMEDA-mediated zincation of a haloarene

Armstrong, D.R. and Balloch, L. and Clegg, William and Dale, S.H. and Garcia-Alvarez, P. and Hevia, E. and Hogg, L.M. and Kennedy, A.R. and Mulvey, R.E. and O'Hara, Charles (2009) Synergic synthesis of benzannulated zincabicyclic complexes, alpha-zincated n ylides, through sodium-TMEDA-mediated zincation of a haloarene. Angewandte Chemie, 48 (46). pp. 8675-8678. ISSN 0044-8249

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Abstract

Double role for sodium: Within a synergic sodium TMP-zincate reagent, sodium mediates the direct ortho-zincation of chlorobenzene and delivers the TMEDA ligand to nucleophilically attack the benzene ring, thereby generating novel open and cyclic zinc zwitterions (example shown). TMP=2,2,6,6-tetramethylpiperidide; TMEDA=N,N,N,N-tetramethylethylenediamine.

Author(s):Armstrong, D.R., Balloch, L., Clegg, William, Dale, S.H., Garcia-Alvarez, P., Hevia, E., Hogg, L.M., Kennedy, A.R., Mulvey, R.E. and O'Hara, Charles
Item type:Article
ID code:18878
Keywords:alkali metals, cooperative effects, metallacyclic compounds, metalation, zinc, Chemistry, Medicine(all)
Subjects:Science > Chemistry
Department:Faculty of Science > Pure and Applied Chemistry
Depositing user: Strathprints Administrator
Date deposited:19 May 2010 10:54
Last modified:03 Jan 2019 12:27
URI:https://strathprints.strath.ac.uk/id/eprint/18878
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