Landmark crystal structure of an experimentally utilized tetralithium-tetrapotassium amide-alkoxide superbase

A.R. Kennedy, J.G. MacLellan, R.E. Mulvey

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

It has long been known that mixtures of organolithium derivatives (e.g., alkyls, amides, or enolates) and heavier alkali metal alkoxides (e.g. tert-butoxides or tert-pentoxides) can exhibit special proton-abstracting powers well beyond the capability of the lithium compounds on their own.[1] A forest of literature has grown around this superbasicity focussing mainly on its exploitation in organic synthesis[2] and, to a lesser extent in polymerization.[3] Yet for all this accumulated knowledge, there is still much uncertainty about the precise identities and structures of these superbasic reagents, which seems remarkable given that in general their two separate components (e.g. nBuLi[4] and tBuOK[5]) have themselves been fully characterized both in solution and in the solid state.
LanguageEnglish
Pages3245-3247
Number of pages2
JournalAngewandte Chemie
Volume40
Issue number17
DOIs
Publication statusPublished - 2001

Fingerprint

Lithium Compounds
Alkali Metals
Synthetic Chemistry Techniques
Heavy Metals
Amides
Polymerization
Uncertainty
Protons
Forests

Keywords

  • alkali metals
  • alkoxides
  • amides
  • structure elucidation
  • superbases

Cite this

@article{837a8c3339024c5fb072e95f53438e7a,
title = "Landmark crystal structure of an experimentally utilized tetralithium-tetrapotassium amide-alkoxide superbase",
abstract = "It has long been known that mixtures of organolithium derivatives (e.g., alkyls, amides, or enolates) and heavier alkali metal alkoxides (e.g. tert-butoxides or tert-pentoxides) can exhibit special proton-abstracting powers well beyond the capability of the lithium compounds on their own.[1] A forest of literature has grown around this superbasicity focussing mainly on its exploitation in organic synthesis[2] and, to a lesser extent in polymerization.[3] Yet for all this accumulated knowledge, there is still much uncertainty about the precise identities and structures of these superbasic reagents, which seems remarkable given that in general their two separate components (e.g. nBuLi[4] and tBuOK[5]) have themselves been fully characterized both in solution and in the solid state.",
keywords = "alkali metals, alkoxides, amides, structure elucidation, superbases",
author = "A.R. Kennedy and J.G. MacLellan and R.E. Mulvey",
year = "2001",
doi = "10.1002/1521-3773(20010903)40:17<3245::AID-ANIE3245>3.0.CO;2-3",
language = "English",
volume = "40",
pages = "3245--3247",
journal = "Angewandte Chemie International Edition",
issn = "1433-7851",
number = "17",

}

Landmark crystal structure of an experimentally utilized tetralithium-tetrapotassium amide-alkoxide superbase. / Kennedy, A.R.; MacLellan, J.G.; Mulvey, R.E.

In: Angewandte Chemie, Vol. 40, No. 17, 2001, p. 3245-3247.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Landmark crystal structure of an experimentally utilized tetralithium-tetrapotassium amide-alkoxide superbase

AU - Kennedy, A.R.

AU - MacLellan, J.G.

AU - Mulvey, R.E.

PY - 2001

Y1 - 2001

N2 - It has long been known that mixtures of organolithium derivatives (e.g., alkyls, amides, or enolates) and heavier alkali metal alkoxides (e.g. tert-butoxides or tert-pentoxides) can exhibit special proton-abstracting powers well beyond the capability of the lithium compounds on their own.[1] A forest of literature has grown around this superbasicity focussing mainly on its exploitation in organic synthesis[2] and, to a lesser extent in polymerization.[3] Yet for all this accumulated knowledge, there is still much uncertainty about the precise identities and structures of these superbasic reagents, which seems remarkable given that in general their two separate components (e.g. nBuLi[4] and tBuOK[5]) have themselves been fully characterized both in solution and in the solid state.

AB - It has long been known that mixtures of organolithium derivatives (e.g., alkyls, amides, or enolates) and heavier alkali metal alkoxides (e.g. tert-butoxides or tert-pentoxides) can exhibit special proton-abstracting powers well beyond the capability of the lithium compounds on their own.[1] A forest of literature has grown around this superbasicity focussing mainly on its exploitation in organic synthesis[2] and, to a lesser extent in polymerization.[3] Yet for all this accumulated knowledge, there is still much uncertainty about the precise identities and structures of these superbasic reagents, which seems remarkable given that in general their two separate components (e.g. nBuLi[4] and tBuOK[5]) have themselves been fully characterized both in solution and in the solid state.

KW - alkali metals

KW - alkoxides

KW - amides

KW - structure elucidation

KW - superbases

UR - http://www3.interscience.wiley.com/cgi-bin/fulltext/85511059/PDFSTART

UR - http://dx.doi.org/10.1002/1521-3773(20010903)40:17<3245::AID-ANIE3245>3.0.CO;2-3

U2 - 10.1002/1521-3773(20010903)40:17<3245::AID-ANIE3245>3.0.CO;2-3

DO - 10.1002/1521-3773(20010903)40:17<3245::AID-ANIE3245>3.0.CO;2-3

M3 - Article

VL - 40

SP - 3245

EP - 3247

JO - Angewandte Chemie International Edition

T2 - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

SN - 1433-7851

IS - 17

ER -