Alkali-metal-mediated zincation of polycyclic aromatic hydrocarbons: synthesis and structures of mono- and dizincated naphthalenes

R.E. Mulvey, W. Clegg, E. Hevia, C.T. O'Hara, S.H. Dale, L.M. Hogg, G.W. Honeyman

Research output: Contribution to journalArticle

52 Citations (Scopus)

Abstract

Since the pioneering work of Schlenk nearly a century ago, alkali-metal–organic compounds (organolithium reagents, in particular) have served as frontline reagents in the battle to advance chemical synthesis. Metal–hydrogen exchange (metalation) in which a relatively inert carbon–hydrogen bond is transformed into a more labile carbon–alkali-metal bond, thus opening up a myriad of bond-forming possibilities at the carbon center, represents one of the oldest and still most
important general uses of these centurial reagents.[1, 2]
LanguageEnglish
Pages6548-6550
Number of pages3
JournalAngewandte Chemie
Volume45
DOIs
Publication statusPublished - 2006

Fingerprint

Naphthalenes
Alkali Metals
Polycyclic Aromatic Hydrocarbons
Alkali metals
Naphthalene
Polycyclic aromatic hydrocarbons
Carbon
Hydrogen
Organic compounds
Ion exchange
Hydrogen bonds
Metals

Keywords

  • alkali metals
  • zinc
  • polycyclic aromatic hydrocarbons
  • metalation
  • crystal structures

Cite this

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Alkali-metal-mediated zincation of polycyclic aromatic hydrocarbons : synthesis and structures of mono- and dizincated naphthalenes. / Mulvey, R.E.; Clegg, W.; Hevia, E.; O'Hara, C.T.; Dale, S.H.; Hogg, L.M.; Honeyman, G.W.

In: Angewandte Chemie, Vol. 45, 2006, p. 6548-6550.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Alkali-metal-mediated zincation of polycyclic aromatic hydrocarbons

T2 - Angewandte Chemie International Edition

AU - Mulvey, R.E.

AU - Clegg, W.

AU - Hevia, E.

AU - O'Hara, C.T.

AU - Dale, S.H.

AU - Hogg, L.M.

AU - Honeyman, G.W.

PY - 2006

Y1 - 2006

N2 - Since the pioneering work of Schlenk nearly a century ago, alkali-metal–organic compounds (organolithium reagents, in particular) have served as frontline reagents in the battle to advance chemical synthesis. Metal–hydrogen exchange (metalation) in which a relatively inert carbon–hydrogen bond is transformed into a more labile carbon–alkali-metal bond, thus opening up a myriad of bond-forming possibilities at the carbon center, represents one of the oldest and still mostimportant general uses of these centurial reagents.[1, 2]

AB - Since the pioneering work of Schlenk nearly a century ago, alkali-metal–organic compounds (organolithium reagents, in particular) have served as frontline reagents in the battle to advance chemical synthesis. Metal–hydrogen exchange (metalation) in which a relatively inert carbon–hydrogen bond is transformed into a more labile carbon–alkali-metal bond, thus opening up a myriad of bond-forming possibilities at the carbon center, represents one of the oldest and still mostimportant general uses of these centurial reagents.[1, 2]

KW - alkali metals

KW - zinc

KW - polycyclic aromatic hydrocarbons

KW - metalation

KW - crystal structures

UR - http://dx.doi.org/10.1002/anie.200602288

U2 - 10.1002/anie.200602288

DO - 10.1002/anie.200602288

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