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

doi:10.1002/anie.200503213

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

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

88 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.

Original language	English
Pages (from-to)	2374-2377
Number of pages	4
Journal	Angewandte Chemie
Volume	45
Issue number	15
DOIs	https://doi.org/10.1002/anie.200503213
Publication status	Published - 2006

Keywords

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

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10.1002/anie.200503213

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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",

doi = "10.1002/anie.200503213",

language = "English",

volume = "45",

pages = "2374--2377",

journal = "Angewandte Chemie",

issn = "0044-8249",

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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

N2 - 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.

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

SN - 0044-8249

VL - 45

SP - 2374

EP - 2377

JO - Angewandte Chemie

JF - Angewandte Chemie

IS - 15

ER -

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

Abstract

Keywords

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