Fluorescent hexaaryl- and hexa-heteroaryl[3]radialenes: Synthesis, structures, and properties

• Antonio Avellaneda,
• Courtney A. Hollis,
• Xin He and
• Christopher J. Sumby

Beilstein J. Org. Chem. 2012, 8, 71–80, doi:10.3762/bjoc.8.7

• . Ferrocene was added as an internal standard on completion of each experiment and tabulated potentials are given vs the saturated calomel electrode [E0(Fc/Fc+) = 460 mV vs SCE (dichloromethane)]. Cyclic voltammetry was performed with a sweep rate of 100 mVs−1. X-ray crystallography Crystals were mounted

Amines as key building blocks in Pd-assisted multicomponent processes

• Didier Bouyssi,
• Nuno Monteiro and
• Geneviève Balme

Beilstein J. Org. Chem. 2011, 7, 1387–1406, doi:10.3762/bjoc.7.163

• phenothiazine derivatives 72 starting from primary amines, 2-bromothiophenol and substituted 1-bromo-2-iodobenzenes [40]. Ferrocene ligands, such as dppf, and Pd2dba3 as the palladium source were found to be the most suitable and efficient catalyst systems for the preparation of a series of phenotiazine

Synthesis, reactivity and biological activity of 5-alkoxymethyluracil analogues

• Lucie Brulikova and
• Jan Hlavac

Beilstein J. Org. Chem. 2011, 7, 678–698, doi:10.3762/bjoc.7.80

• 165, 166), and Fc is the abbreviation of ferrocene of molecular formula C5H4FeC5H5. From the reaction of 5-(chloromercuri)-nucleosides 4 or 94 with ethenylferrocene, methoxyderivatives 164 or 167 were also formed along with nucleosides 165, 166, 168 and 169. Synthesis of pseudouridines Pseudouridine

Conjugated polymers containing diketopyrrolopyrrole units in the main chain

• Bernd Tieke,
• A. Raman Rabindranath,
• Kai Zhang and
• Yu Zhu

Beilstein J. Org. Chem. 2010, 6, 830–845, doi:10.3762/bjoc.6.92

• spectroelectrochemical plots of P-25 and P-26 as thin films on ITO glass. Scan rate: 100 mVs−1; potential vs. ferrocene (from [50]). Synthesis of DPP monomers. Pd-catalyzed coupling reactions for preparation of DPP-containing polymers. Thiophenyl-DPP-based polymers. List of diphenylDPP-based polymers prepared upon

Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine

• Jean Garnier,
• Alan R. Kennedy,
• Leonard E. A. Berlouis,
• Andrew T. Turner and
• John A. Murphy

Beilstein J. Org. Chem. 2010, 6, No. 73, doi:10.3762/bjoc.6.73

• the disalts. All of the cyclic voltammograms showed reversible redox chemistry, featuring the transfer of two electrons, as indicated by calibration with ferrocene/ferrocenium (Fc/Fc+). Restricting the bridge length to two carbons made donor 14 a less effective reducing agent (Figure 3) compared to 8

Free radical homopolymerization of a vinylferrocene/cyclodextrin complex in water

• Helmut Ritter,
• Beate E. Mondrzik,
• Matthias Rehahn and
• Markus Gallei

Beilstein J. Org. Chem. 2010, 6, No. 60, doi:10.3762/bjoc.6.60

• insoluble in water. Complexation of 1 with methyl-β-cyclodextrin 2 results in clearly water-soluble structures due to incorporation of the ferrocene moiety into the cyclodextrin cavity. After free radical polymerization of the water-soluble complexed monomer, corresponding to polyvinylferrocene (PVFc), the

• scanning calorimetry (DSC), and lower critical solution temperature (LCST) measurements. Keywords: cyclodextrin; free radical polymerization; polyvinylferrocene; vinylferrocene; Introduction Since its discovery in 1951, ferrocene [1] and its derivatives and their applications have been the subject of

• a second step, the reduction of PVFc+ 6 to PVFc 4 was exothermic, hence the complexed polyvinylferrocene 3 was destabilized and the orange colored reduced form of polyvinylferrocene 4 precipitated, indicating that the individual ferrocene units along the chain no longer fit into the cavity of the

Molecular recognition of organic ammonium ions in solution using synthetic receptors

• Andreas Späth and
• Burkhard König

Beilstein J. Org. Chem. 2010, 6, No. 32, doi:10.3762/bjoc.6.32

Ring opening metathesis polymerization-derived block copolymers bearing chelating ligands: synthesis, metal immobilization and use in hydroformylation under micellar conditions

• Gajanan M. Pawar,
• Jochen Weckesser,
• Siegfried Blechert and
• Michael R. Buchmeiser

Beilstein J. Org. Chem. 2010, 6, No. 28, doi:10.3762/bjoc.6.28

• was stirred for 2 h at room temperature. A solution of ferrocene carboxaldehyde (10-fold excess based on initiator) in CH2Cl2 was added and the mixture was stirred for 1 h at room temperature. The polymer was precipitated by addition of pentane, filtered off, thoroughly washed with pentane and dried

• mmol) was dissolved in 5 mL of CH2Cl2 and treated with a solution of [Mo] (3.0 mg, 0.0042 mmol) in 1 mL of CH2Cl2. The resulting white cloudy reaction mixture was stirred for 2 h at room temperature. A solution of ferrocene carboxaldehyde (10-fold excess based on initiator) in CH2Cl2 was added and the

• dissolved in 2 mL of CH2Cl2 and this solution was added to the reaction mixture. The resulting white cloudy reaction mixture was stirred for another 90 min. The polymerization was terminated with ferrocene carboxaldehyde (10-fold excess based on initiator) and the reaction was stirred for a further hour

Ring strain and total syntheses of modified macrocycles of the isoplagiochin type

• Andreas Speicher,
• Timo Backes,
• Kerstin Hesidens and
• Jürgen Kolz

Beilstein J. Org. Chem. 2009, 5, No. 71, doi:10.3762/bjoc.5.71

• was obligatory to prevent exclusive pinacolborane reduction. ddppf: 1,1′-bis(diphenylphosphino)ferrocene. Synthesis of the tolane precursors 27 and 28 for cyclization. Synthesis of the modified macrocycles 5–7 from the dialdehyde precursors 28–30. Synthesis of the known macrocycle 3 via McMurry

Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with secondary amine nucleophiles

• Dingqiao Yang,
• Ping Hu,
• Yuhua Long,
• Yujuan Wu,
• Heping Zeng,
• Hui Wang and
• Xiongjun Zuo

Beilstein J. Org. Chem. 2009, 5, No. 53, doi:10.3762/bjoc.5.53

• molecules with the dihydronaphthalene skeleton. Results and Discussion The ARO reaction involves many components of the chemical agents; we first attempted to optimize the ligand to iridium catalyst system (Scheme 1). In our initial experiments, we chose an achiral 1,1′-bis(diphenylphosphino)ferrocene (DPPF

Synthesis of mesogenic phthalocyanine-C₆₀ donor–acceptor dyads designed for molecular heterojunction photovoltaic devices

• Yves Henri Geerts,
• Olivier Debever,
• Claire Amato and
• Sergey Sergeyev

Beilstein J. Org. Chem. 2009, 5, No. 49, doi:10.3762/bjoc.5.49

• as a working electrode. A spiral platinum wire was employed as counter electrode and an Ag/AgCl/KCl(sat) used as reference electrode was connected to the cell solution via a salt bridge containing a saturated aqueous KCl solution. The Ag/AgCl electrode was checked against the ferrocene/ferrocinium

Synthesis and redox behavior of new ferrocene- π-extended- dithiafulvalenes: An approach for anticipated organic conductors

• Abdelwareth A. O. Sarhan,
• Omar F. Mohammed and
• Taeko Izumi

Beilstein J. Org. Chem. 2009, 5, No. 6, doi:10.3762/bjoc.5.6

• Abstract A number of new ferrocene-π-extended-dithiafulvalenes were successfully synthesized as new electron donor compounds. The chemical structures and electrochemical behaviors of these compounds were investigated using several spectroscopic methods. The synthesis of these compounds was achieved using

• the modified Wittig–Horner cross-coupling reaction using n-BuLi/THF at temperature varies from −78 °C to 0 °C. These new classes of bis(1,3-dithiafulvalene)ferrocenes have the 1,3-dithiole ring system separated by ferrocene as conjugated spacer. The ferrocene-dithiafulvalenes derivatives 9 and 12 were

• supporting electrolyte compared to ferrocene and the derivative 9. In CH2Cl2 on a Pt working electrode and at ambient temperature, two oxidation waves associated with two reduction waves at scan rates 100 mV s−1 were observed for 9 and 12. In contrast the anodic peak potential of bis(1,3-dithiafulvalene

Aroylketene dithioacetal chemistry: facile synthesis of 4-aroyl- 3-methylsulfanyl- 2-tosylpyrroles from aroylketene dithioacetals and TosMIC

• H. Surya Prakash Rao and
• S. Sivakumar

Beilstein J. Org. Chem. 2007, 3, No. 31, doi:10.1186/1860-5397-3-31

• appears to have no major influence on the observed yield of the pyrroles 3. The AKDTAs having electron donating (4-Me, 1b or ferrocene 1g), or electron-withdrawing groups (4-Cl, 1c or 4-Ph, 1d) furnished corresponding pyrroles in good and comparable yield. The 2,3,4-trisubstituted pyrroles having 4

Synthesis of coumarin or ferrocene labeled nucleosides via Staudinger ligation

• Ivana Kosiova,
• Andrea Janicova and
• Pavol Kois

Beilstein J. Org. Chem. 2006, 2, No. 23, doi:10.1186/1860-5397-2-23

• nucleic acids. Results A new approach for the preparation of labeled nucleosides via intermolecular Staudinger ligation is described. Reaction of azidonucleosides with triphenylphosphine lead to iminophosphorane intermediates, which react subsequently with derivatives of coumarin or ferrocene to form

• coumarin or ferrocene labeled nucleosides. Fluorescent properties of coumarin labeled nucleosides are determined. Conclusion New coumarin and ferrocene labeled nucleosides were prepared via intermolecular Staudinger ligation. This reaction joins the fluorescent coumarin and biospecific nucleoside to the

• , [22][23] including specific labeling of nucleic acids, [24] proteomic studies [25][26] and modification of cell surfaces. [17][18] We applied the Staudinger ligation for nucleoside labeling procedures, using coumarin and ferrocene derivatives as labels. According to our knowledge, applications of this