The isolation and crystal structure of [Ph(2-Pyr)NLi]·(HMPA)·[Ph(2-Pyr)NH]; a model monomeric orgenonitrogen–lithium species containing co-ordination of lithium by both an anchimeric pyridyl N-atom and by a potentially reactive amine ligand

D BARR, W CLEGG, Robert Mulvey, R SNAITH

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Abstract

The compound [Ph(2-Pyr)NLi]·(HMPA)·[Ph(2-Pyr)NH], (1), isolated from reactions of 2-anilinopyridine with BunLi–HMPA, has been shown by X-ray crystallography to be monomeric, with lithium's co-ordination sphere including the pyridyl N atoms of both the amide and protonated amine ligands, making (1) a model compound for the study of the mechanisms both of directed (ortho, α) lithiations of C–H bonds in :X-atom substituted aromatic and heterocyclic compounds (:XO,S,N) and of lithiations of :X–H bonds themselves.
Original languageEnglish
Pages (from-to)469-470
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number7
DOIs
Publication statusPublished - 1984

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Hempa
Lithium
Amines
Ligands
Heterocyclic Compounds
X Ray Crystallography
Amides

Keywords

  • crystal structures
  • amine ligands
  • lithiations
  • protonated amine ligands

Cite this

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title = "The isolation and crystal structure of [Ph(2-Pyr)NLi]·(HMPA)·[Ph(2-Pyr)NH]; a model monomeric orgenonitrogen–lithium species containing co-ordination of lithium by both an anchimeric pyridyl N-atom and by a potentially reactive amine ligand",
abstract = "The compound [Ph(2-Pyr)NLi]·(HMPA)·[Ph(2-Pyr)NH], (1), isolated from reactions of 2-anilinopyridine with BunLi–HMPA, has been shown by X-ray crystallography to be monomeric, with lithium's co-ordination sphere including the pyridyl N atoms of both the amide and protonated amine ligands, making (1) a model compound for the study of the mechanisms both of directed (ortho, α) lithiations of C–H bonds in :X-atom substituted aromatic and heterocyclic compounds (:XO,S,N) and of lithiations of :X–H bonds themselves.",
keywords = "crystal structures , amine ligands , lithiations , protonated amine ligands",
author = "D BARR and W CLEGG and Robert Mulvey and R SNAITH",
year = "1984",
doi = "10.1039/C39840000469",
language = "English",
pages = "469--470",
journal = "Journal of the Chemical Society, Chemical Communications",
issn = "0022-4936",
number = "7",

}

TY - JOUR

T1 - The isolation and crystal structure of [Ph(2-Pyr)NLi]·(HMPA)·[Ph(2-Pyr)NH]; a model monomeric orgenonitrogen–lithium species containing co-ordination of lithium by both an anchimeric pyridyl N-atom and by a potentially reactive amine ligand

AU - BARR, D

AU - CLEGG, W

AU - Mulvey, Robert

AU - SNAITH, R

PY - 1984

Y1 - 1984

N2 - The compound [Ph(2-Pyr)NLi]·(HMPA)·[Ph(2-Pyr)NH], (1), isolated from reactions of 2-anilinopyridine with BunLi–HMPA, has been shown by X-ray crystallography to be monomeric, with lithium's co-ordination sphere including the pyridyl N atoms of both the amide and protonated amine ligands, making (1) a model compound for the study of the mechanisms both of directed (ortho, α) lithiations of C–H bonds in :X-atom substituted aromatic and heterocyclic compounds (:XO,S,N) and of lithiations of :X–H bonds themselves.

AB - The compound [Ph(2-Pyr)NLi]·(HMPA)·[Ph(2-Pyr)NH], (1), isolated from reactions of 2-anilinopyridine with BunLi–HMPA, has been shown by X-ray crystallography to be monomeric, with lithium's co-ordination sphere including the pyridyl N atoms of both the amide and protonated amine ligands, making (1) a model compound for the study of the mechanisms both of directed (ortho, α) lithiations of C–H bonds in :X-atom substituted aromatic and heterocyclic compounds (:XO,S,N) and of lithiations of :X–H bonds themselves.

KW - crystal structures

KW - amine ligands

KW - lithiations

KW - protonated amine ligands

U2 - 10.1039/C39840000469

DO - 10.1039/C39840000469

M3 - Article

SP - 469

EP - 470

JO - Journal of the Chemical Society, Chemical Communications

JF - Journal of the Chemical Society, Chemical Communications

SN - 0022-4936

IS - 7

ER -