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Synthetic, structural and electrochemical studieson some ferrocenylazines: crystal structuresof [4]( 1)( 1,4-dimethyl-2,3-diazabuta- 1,3-dien) ferrocenophaneand [42 ](1,1') bis( 1,4-dimethyl-2,3-diazabuta- 1,3-dien) ferrocenophane

Osborne, AG, Webba da Silva, Mateus, Hursthouse, MB, Malik, KMA, Opromolla, G and Zanello, P (1996) Synthetic, structural and electrochemical studieson some ferrocenylazines: crystal structuresof [4]( 1)( 1,4-dimethyl-2,3-diazabuta- 1,3-dien) ferrocenophaneand [42 ](1,1') bis( 1,4-dimethyl-2,3-diazabuta- 1,3-dien) ferrocenophane. Journal of Organometallic Chemistry, 516 . pp. 167-176. [Journal article]

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Abstract

By reaction of the hydrazones of mono- and 1,1'-diacetylferrocene with mono- and diketones a series of ferrocenylazines has beenprepared. The crystal structures of the monobridged ferrocenophane [4](1)(1,4-dimethyl-2,3-diazabuta-1,3-dien) ferrocenophane (II) andof the dibridged ferrocenophane [42 ](1, l')bis-(1,4-dimethyl-2,3-diazabuta-1,3-dien) ferrocenophane (VII) have been determined. II existsas a centrosymmetric molecule with eclipsed cyclopentadienyl rings and a planar MeC=NN=CMe bridge whereas VII has staggeredcyclopentadienyl rings and non-planar bridges. In II and VII the bridges are in the E,E configuration. The electrochemical results showthat the ferrocenium ions of the acetylferrocene and the azines are stable in solution whereas those of the hydrazones are unstable. Inagreement with a slightly increasing electronic communication between the two ferrocene units, II undergoes two almost overlappingone-electron oxidations (AE °' = 0.09 V) whereas VII displays two more widely separated one-electron oxidations (AE °' = 0.12 V).

Item Type:Journal article
Faculties and Schools:Faculty of Life and Health Sciences > School of Pharmacy and Pharmaceutical Science
Faculty of Life and Health Sciences
Research Institutes and Groups:Biomedical Sciences Research Institute > Genomic Medicine > Transcriptional Regulation & Epigenetics
Biomedical Sciences Research Institute > Genomic Medicine
Biomedical Sciences Research Institute
ID Code:18308
Deposited By: Dr Mateus Webba da Silva
Deposited On:03 May 2011 09:05
Last Modified:09 Dec 2015 10:56

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