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Special Issue "Ferrocenes"

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A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Synthesis".

Deadline for manuscript submissions: closed (31 October 2009)

Special Issue Editor

Guest Editor
Dr. Ramon Rios Torres

ICREA Junior Professor at University of Barcelona, Department of Organic Chemistry, Martí i Franquès, 1-11, 08028 Barcelona, Spain
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Keywords

  • ferrocenes

Published Papers (4 papers)

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Research

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Open AccessArticle Thioacetyl-Terminated Ferrocene-Anthraquinone Conjugates: Synthesis, Photo- and Electrochemical Properties Triggered by Protonation-Induced Intramolecular Electron Transfer
Molecules 2010, 15(1), 150-163; doi:10.3390/molecules15010150
Received: 4 September 2009 / Revised: 21 December 2009 / Accepted: 30 December 2009 / Published: 4 January 2010
Cited by 4 | PDF Full-text (295 KB)
Abstract
Two thioacetyl-terminated ferrocene-anthraquinone donor-acceptor molecules with different π-electron conjugative units have been synthesized via a series of Stille and Sonagashira reactions. Their photochemical and electrochemical properties before and after addition of an organic acid are investigated, indicating that these complexes are sensitive to
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Two thioacetyl-terminated ferrocene-anthraquinone donor-acceptor molecules with different π-electron conjugative units have been synthesized via a series of Stille and Sonagashira reactions. Their photochemical and electrochemical properties before and after addition of an organic acid are investigated, indicating that these complexes are sensitive to external perturbation of protonation, leading the structural change to an expansion of π-conjugated system by cyclocondensation reaction and promoting intramolecular electron transfer from donor to acceptor. They would be good candidates for studies of novel SAMs, and the properties triggered by protonation-induced intramolecular electron transfer will make the SAMs be useful in designing new functional molecular devices. Full article
(This article belongs to the Special Issue Ferrocenes)
Open AccessArticle Synthesis and Characterization of Some Chiral Metal-Salen Complexes Bearing a Ferrocenophane Substituent
Molecules 2009, 14(11), 4312-4325; doi:10.3390/molecules14114312
Received: 3 September 2009 / Revised: 13 October 2009 / Accepted: 22 October 2009 / Published: 26 October 2009
Cited by 11 | PDF Full-text (614 KB)
Abstract The C2-symmetrical “salen” ligand (+)-9 bearing two [5]ferrocenophane substituents has been prepared in five steps starting from readily available diacetylferrocene, p-hydroxybenzaldehyde and (R,R)-N,N’-diphenylethylenediamine. Reaction of (+)-9 with Mn(OAc)3, Co(OAc)2 ZnEt2 or UO2(OAc)2 gave the corresponding metal-complexes which were characterised by spectroscopic methods. Full article
(This article belongs to the Special Issue Ferrocenes)
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Open AccessArticle Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes
Molecules 2009, 14(9), 3161-3175; doi:10.3390/molecules14093161
Received: 13 June 2009 / Revised: 20 July 2009 / Accepted: 12 August 2009 / Published: 26 August 2009
Cited by 3 | PDF Full-text (419 KB)
Abstract
3-Cyanoamino-1,2- and -2,3-diferrocenylcyclopropenes 6a,b and 11a,b prepared by the reaction of diferrocenylcyclopropenylium salts with sodium cyanamide undergo smooth intramolecular transformations with both conservation of the three-membered ring [affording 3-cyanoimino-1,2-diferrocenylcyclopropene (8)] and its opening [affording Z-3-morpholino- and Z-3-piperidino-3-(cyanoimino)-1,2-diferrocenylprop-1-enes 7a,b and Z-3-cyanoimino-2,3-diferrocenyl-1-methylthioprop-1-ene
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3-Cyanoamino-1,2- and -2,3-diferrocenylcyclopropenes 6a,b and 11a,b prepared by the reaction of diferrocenylcyclopropenylium salts with sodium cyanamide undergo smooth intramolecular transformations with both conservation of the three-membered ring [affording 3-cyanoimino-1,2-diferrocenylcyclopropene (8)] and its opening [affording Z-3-morpholino- and Z-3-piperidino-3-(cyanoimino)-1,2-diferrocenylprop-1-enes 7a,b and Z-3-cyanoimino-2,3-diferrocenyl-1-methylthioprop-1-ene (10)]. 3-Cyano-imino-1,2-diferrocenylcyclopropene (8) reacts with hydrazine to form 3-amino-6-ferrocenyl-5-ferrocenylmethyl-1,2,4-triazine (12) and Z-2,3-diferrocenylacrylohydrazide N-cyanoimide (13) as a result of intramolecular transformations. The structures of the compounds obtained were determined by IR, 1H- and 13C-NMR spectroscopy and mass spectrometry. The structures of compounds 7a and 10 were additionally confirmed by their X-ray diffraction analysis data. Full article
(This article belongs to the Special Issue Ferrocenes)
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Review

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Open AccessReview Kinetic Resolution: A Powerful Tool for the Synthesis of Planar-Chiral Ferrocenes
Molecules 2009, 14(11), 4747-4757; doi:10.3390/molecules14114747
Received: 27 October 2009 / Revised: 16 November 2009 / Accepted: 19 November 2009 / Published: 20 November 2009
Cited by 21 | PDF Full-text (403 KB)
Abstract
Since the serendipitous discovery of ferrocene by Pauson and Kealy in 1951, it has become one of the most important structures in Organic Chemistry. Lately, kinetic resolution has emerged as a useful tool for the synthesis of planar chiral ferrocenes. This review aims
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Since the serendipitous discovery of ferrocene by Pauson and Kealy in 1951, it has become one of the most important structures in Organic Chemistry. Lately, kinetic resolution has emerged as a useful tool for the synthesis of planar chiral ferrocenes. This review aims to cover and discuss the development of this topic. Full article
(This article belongs to the Special Issue Ferrocenes)

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