Cationic organoiron mixed-sandwich hydrazine complexes: Reactivity toward aldehydes, ketones, β-diketones and dioxomolybdenum complexes

Carolina Manzur, MAURICIO DANIEL FUENTEALBA CARRASCO, Jean René Hamon, David Carrillo

Research output: Contribution to journalReview articlepeer-review

23 Scopus citations

Abstract

This review covers comprehensively the authors work during the present decade based on the chemistry of ionic organometallic hydrazines formulated as [(η5-Cp′)Fe(η6-Ar-NHNH2)]+PF6- (Cp′ = C5H5, C5Me5; Ar = aryl), that could be considered as a new generation of hydrazines owing to the changes provoked by the coordination of the 12-electron Cp′Fe+ fragment both in the electronic properties of the aromatic ring and in the hydrazine group. The reactivity of this new class of hydrazine is obviously centered, as in the classic Fischer's organohydrazines, Ar-NHNH2, on the -NHNH2 functional unit which is able to react with aldehydes, RCH({double bond, long}O) (R = alkyl, aryl, ferrocenyl (Fc)) and ketones, RR′C{double bond, long}O (R = alkyl, aryl; R′ = alkyl, aryl, Fc), to afford ionic organometallic hydrazones. Likewise, the mixed-sandwich hydrazine precursors react with β-diketones Me-C({double bond, long}O)-CH2-C({double bond, long}O)-Me to afford ionic organometallic pyrazoles, and with cis-dioxo-molybdenum complexes, e.g. [MoO2(S2CNEt2)2], to afford ionic organometallic mono-organodiazenido complexes in which the two metal centers are connected by a μ,η61-aryldiazenido bridge. While some ionic hydrazones exhibit NLO properties, the ionic organodiazenido hybrid complexes exhibit charge-transfer features.

Original languageEnglish
Pages (from-to)765-780
Number of pages16
JournalCoordination Chemistry Reviews
Volume254
Issue number7-8
DOIs
StatePublished - 1 Apr 2010

Keywords

  • Charge-transfer hybrids
  • Nonlinear optics
  • Organometallic diazenido complexes
  • Organometallic hydrazines
  • Organometallic hydrazones
  • Organometallic pyrazoles

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