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

W Clegg, S H Dale, R W Harrington, E Hevia, G W Honeyman, R E Mulvey

Research output: Contribution to journalArticle

67 Citations (Scopus)

Abstract

Invisible using standard electrophilic substitution detection methods, two distinct ortho-metalated “intermediates” generated by alkali-metal-mediated zincation of N,N-diisopropylbenzamide are structurally elucidated.
LanguageEnglish
Pages2374-2377
Number of pages4
JournalAngewandte Chemie
Volume45
Issue number15
DOIs
Publication statusPublished - 2006

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Alkali Metals
Amides

Keywords

  • alkali metals
  • amides
  • directing groups
  • metalation
  • zinc
  • zinc exchange-reaction
  • lithiation
  • reagents
  • reactivities
  • alkyl

Cite this

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title = "Post-metalation structural insights into the use of alkali-metal-mediated zincation for directed ortho-metalation of a tertiary aromatic amide",
abstract = "Invisible using standard electrophilic substitution detection methods, two distinct ortho-metalated “intermediates” generated by alkali-metal-mediated zincation of N,N-diisopropylbenzamide are structurally elucidated.",
keywords = "alkali metals, amides, directing groups, metalation, zinc, zinc exchange-reaction, lithiation, reagents, reactivities, alkyl",
author = "W Clegg and Dale, {S H} and Harrington, {R W} and E Hevia and Honeyman, {G W} and Mulvey, {R E}",
year = "2006",
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Post-metalation structural insights into the use of alkali-metal-mediated zincation for directed ortho-metalation of a tertiary aromatic amide. / Clegg, W ; Dale, S H ; Harrington, R W ; Hevia, E ; Honeyman, G W ; Mulvey, R E .

In: Angewandte Chemie, Vol. 45, No. 15, 2006, p. 2374-2377.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Post-metalation structural insights into the use of alkali-metal-mediated zincation for directed ortho-metalation of a tertiary aromatic amide

AU - Clegg, W

AU - Dale, S H

AU - Harrington, R W

AU - Hevia, E

AU - Honeyman, G W

AU - Mulvey, R E

PY - 2006

Y1 - 2006

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AB - Invisible using standard electrophilic substitution detection methods, two distinct ortho-metalated “intermediates” generated by alkali-metal-mediated zincation of N,N-diisopropylbenzamide are structurally elucidated.

KW - alkali metals

KW - amides

KW - directing groups

KW - metalation

KW - zinc

KW - zinc exchange-reaction

KW - lithiation

KW - reagents

KW - reactivities

KW - alkyl

U2 - 10.1002/anie.200503213

DO - 10.1002/anie.200503213

M3 - Article

VL - 45

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EP - 2377

JO - Angewandte Chemie International Edition

T2 - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

SN - 1433-7851

IS - 15

ER -