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Soluble cationic organoiron polynorbornenes with pendent hetarylazo side chains have been synthesized via ring opening metathesis polymerization (ROMP) using bis(tricyclohexylphosphine)benzylideneruthenium(IV) dichloride (Grubbs' catalyst). The vibrantly colored organoiron polymers displayed weight ...
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Cyanide addition to cyclopentadienyliron complexes of substituted nitroarenes produced nitrile adducts where the cyano group added in the ortho position with respect to the nitro group. Cleavage of the cyclopentadienyliron moiety via oxidative demetalation with DDQ led to the isolation of functional...
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Some new diaminochromenes (3a-f, 7a-c, and 10), 7-amino-4-aryl-coumarins (8a,b), 7-hydroxy-4-aryl-1,2-dihydroquinolines (9a-c) and 2-amino-7-hydroxy-4-(4-chlorophenyl)-4H-chromenes (16a-d) were synthesized via Michael addition of different substituted aminonaphthol (1), aminophenol (6), resorcinol d...
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Reaction of an η6-chloroarene-η5-cyclopentadienyl-iron hexafluorophosphate with diethyl malonate in the presence of K2CO3 in THF/DMSO gave a corresponding SN-Ar product, η6-diethyl arylmalonate-η5-cyclopentadienyliron hexafluorophosphate, which, upon pyrolytic sublimation, resulted in the libera...
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Several derivatives of coumarin-3N-carboxamides (3-21) have been prepared via the reaction of the coumarin-3-carbonyl chloride (1) with a number of nucleophiles. Novel double-headed coumarin-3N-carboxamides (26-33) were also produced using the same method. The Pechmann-Duisberg reaction was applied ...
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A review. Prepn. techniques and characterization of the transition metal-contg. polymers (organometallic polymers) where the metal is bonded to at least one org. group through σ- and/or π-bonds.
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Displacement of the terminal chloro groups of diiron arene complexes with 1-naphthol led to the formation of the corresponding complex with terminal naphthoxy groups. Photolytic demetallation of these complexes produced the monomeric blocks in good yields. Scholl polymn. was implemented leading to t...
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Displacement of the terminal chloro groups of the diiron arene complexes with 1-naphthol led to the formation of the corresponding complex with terminal naphthoxy groups. Photolytic demetallation of these complexes produced the monomeric blocks in good yields. Scholl polymn. was implemented leading ...
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A series of functionalized polynorbornenes containing pendent ether- or ester-bridged poly(aromatic ether) chains were prepared. The ether-bridged norbornene complex was synthesized via cyclopentadienyliron-mediated nucleophilic aromatic substitution reactions. This methodology, combined with that o...
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Nucleophilic arom. substitution (SnAr) of cyclopentadienyliron-arene complexes with various aliph. or arom. dithiols followed by oxidn. and/or photolysis is presented as a viable route to the prepn. of the corresponding bis(sulfides) and bis(sulfones) in yields of 70-96%. The photochem. reaction of ...
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Our research interests have been focused on the design of new monomeric and polymeric materials using organoiron complexes as precursors. Cyclopentadienyliron chloroarene complexes were used to mediate the synthesis of sulfide contg. compds. These compds. were designed with various arom. and aliph. ...
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Over the past few decades, we have seen a growing interest in the development of various classes of metal-contg. polymers. While polymers are traditionally carbon-based materials that contain only a few other elements, organometallic polymers could incorporate almost all the other elements of the pe...
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The facile preparation of macrocyclic ethers is achieved using S NAr reactions of (dichlorobenzene)CpFe + complexes with various dinucleophiles, followed by photolytic demetallation; X-ray crystallography gives unequivocal structural proof for one of these macrocycles.
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Organoiron polynorbornene containing arylazo or hetarylazo dye chromophores has been prepared via ring opening metathesis polymerization using Grubbs' catalyst. The obtained polymers were isolated as brightly colored materials and displayed good solubility in polar organic solvents. The colors of th...
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The synthesis of an aromatic ether complex of cyclopentadienyliron containing two terminal aldehyde groups was achieved via metal-mediated nucleophilic aromatic substitution reactions. This dialdehyde monomer was subsequently reacted with a variety of aliphatic and aromatic diamines to produce the c...
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A review on the prepn. and uses of organometallic polymers having metal-carbon bonds in the main or side chains or heteroatom-metal bonds in the main chain.
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Synthetic strategies for the design of oligomeric ethers with pendant cyclopentadienyliron moieties have been developed. A wide range of these materials have been prepared via nucleophilic aromatic substitution reactions of a mono- or di-hydroxyaromatic nucleophiles and a variety of chloroarene comp...
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A unique synthetic route to cyclopentadienyliron complexes of functionalized nitrobenzene has been developed via the successive oxidation of the amine and the alkyl groups of their corresponding aniline complexes. Nucleophilic aromatic substitution reactions of the nitroarene complexes with a number...
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Cyclic aryl ethers, thioethers or amines, and methods for synthesis are disclosed. These cyclic aryl compds. are synthesized by combining a first dinucleophile with a substituted benzene metalized electron-withdrawing complex, having halo or nitro substituent groups, to form a linear bimetalized ary...
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As functionalization of the polynorbornene backbone has shown to be a viable route towards altering the thermal and chem. properties of the resulting polymeric material, our focus has been on the prepn. of norbornene monomers contg. a side-chain consisting of a rigid mesogen and/or an aliph. spacer....
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Photolytic demetallation of cyclopentadienyliron complexes was investigated. Effects of solvent nucleophilicity, counter anion, wavelength, and nature of the arene were studied. Initial results indicate a dependence on the wavelength of the light source as well as the duration of photolysis, with de...
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Ring-opening metathesis polymn. of organoiron norbornene monomers functionalized with azobenzene chromophores using the Grubbs catalyst was carried out to prep. the corresponding cationic organoiron polynorbornenes. The chiral monomers were prepd. by coupling reactions of complexes and 5-norbornene-...
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Nucleophilic aromatic substitution of isomeric chlorotoluenes complexed to the cyclopentadienyliron moiety with ethyl cyanoacetate in the presence of K2CO3 in DMF results in the formation of the isomeric ethyl tolylcyanoacetate complexes. Photolysis of these complexes leads to the formation of the t...