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Nucleophilic aromatic substitution (SNAr) of chloroarenes complexed to the cyclopentadienyl iron moiety with ethyl cyanoacetate or phenylsulfonylacetonitrile in the presence of potassium carbonate in DMF resulted in the formation of arylated ethyl cyanoacetate or phenylsulfonylacetonitrile complexes...
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A detailed 1H NMR study of the title compds. I (R = Me, R1 = H; R = H, R1 = Cl) using difference NOE spectra and 2-D (COSY) techniques has shown that there is an enhanced restricted rotation about the arene-methine carbon bond with the formation of the complexes.
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Summary: A new class of macromolecules containing neutral and cationic organoiron moieties with arylazo chromophores in their backbones has been prepared. Photolysis of these polymers resulted in the removal of the cationic iron moieties leading to new polyferrocenes with azo dyes in their backbones...
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The topic of metal-contg. polymers is reviewed with special emphasis on the need for polymeric materials for the 21st century and the role that metal and metalloid-contg. polymers will fill. Also emphasized is the wide variety of potential polymers including varying the metal, oxidn. state of the me...
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Reactions of 5-norbornene-2-methanol with arene cyclopentadienyliron complexes led to the synthesis of two new classes of norbornene monomers with ether or ester bridges; ring-opening metathesis polymerization of these monomers using ruthenium-based catalysts gave rise to high molecular weight polym...
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(2) C~H1802, Mr=182"3, monoclinic, P21/a, a = 7.463 (3), b = 9.776 (3), c = 14-955 (5) A, fl = 97.33 °, V = 1082-2 A 3, Z = 4, Dx = 1.12 gcm -3, a(Mo Ka) = 0.71073/~, ~ = 0.70 cm-i, F(000) = 400, room temperature, R = 0.041 for 480 observed reflections. (5) CI3H2202, Mr = 210-3, orthorhombic, Pnab,...
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The synthesis and characterization of a new class of bis(cyclopentadieny1iron) arene complexes of disulfides and diamines with aliphatic and aromatic bridges are presented. Reactions of the aromatic or aliphatic dithiols with a wide range of cyclopentadienyliron complexes of chloroarenes (la-i), in ...
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Recently, we have focused on the synthesis of monomeric and polymeric cationic organoiron functionalized with azo dyes. In this presentation we will describe the synthesis of novel polyferrocene incorporating azo dyes and pendent cyclopentadienyliron cations. Condensation of 1,1'-ferrocenedicar...
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The synthesis of the title complex was achieved via the reaction of a η6-p-dichlorobenzene-η5-cyclopentadienyliron cation with an organic four-arm core to produce the tetrairon complex. This tetrairon-containing core was subsequently polymerized via nucleophilic aromatic substitution with various ...
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The synthesis of the title complexes was achieved via the reaction of η6 -p-dichlorobenzene- η5 -cyclopentadienyliron cations with 4,4′-bis(4-hydroxyphenyl)valeric acid to produce the diiron complexes which were then reacted with a number of arylazo dyes to give cationic bis(cyclopentadienyliron...
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The synthesis of sulfone-containing monomers with pendent cationic cyclopentadienyliron (CpFe+) moieties has been accomplished via nucleophilic aromatic substitution of dichloroarene complexes with a number aliphatic dithiols. These complexes were further oxidized using m-CPBA to give the sulfone-ba...
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Electrochemical reduction of the cyclopentadienyliron hexafluorophosphates of benzophenone, o-chlorophenyldibenzoylmethane and diethyl ethylphenylmalonate led to the liberation of arenes without reduction of keto or ester groups in over 85% yields.
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The synthesis of cationic cyclopentadienyliron-containing polymers with pendent azobenzene chromophores was accomplished via metal-mediated nucleophilic aromatic substitution reactions. All of the desired polymers were isolated as vibrantly coloured materials and displayed excellent solubility in po...
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Nucleophilic substitution reactions of the (η6-o-, -m-, or -p-chloronitrobenzene)(η5-cyclopentadienyl)iron cation (2a, 2b, or 2c, respectively) with aniline, n-butylamine, or pyrrolidine as nucleophile were investigated. It was found that only selective displacement of the nitro group occurred for...
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Double nucleophilic substitution of 1,2-, 1,3-, or 1,4-(HO)2C6H4 with [(η5-C5H5)Fe(η6-C6H5Cl)]+ PF6- (anion assumed) and K2CO3 in THF/DMF afforded the corresponding bis(cyclopentadienyliron) arom. ether complexes I, isolated as PF6- salts. Compds. I and biphenyl analogs were prepd. in 70-95% y...
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A new development in the chemistry of arenes activated toward SNAr reactions by the cyclopentadienyliron (FeCp+) moiety is presented in this work. A class of diiron complexes of diphenoxybenzenes was prepared in a highly efficient and very mild fashion. Dihydroxy aromatic compounds served as dinucle...
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A review of classes of organoiron polymers contg. azo dyes pendent to, or in their backbone which were prepd. The 1st class includes cationic organometallic polyethers, polythioethers and polynorbornenes incorporating aryl and hetaryl azo dyes. These organometallic polymers were synthesized via nucl...
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Polyethers and/or thioethers contg. organoiron moities in either the backbone or the side chain were prepd. under mild reaction conditions. Polysiloxanes contg. arene cyclopentadienyliron or ferrocene moieties were also prepd. and their morphol. thermal and spectroscopic characterizations were examd...
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The introduction of metallic moieties coordinated to arenes resulted in polyethers or polyether/thioethers, which have excellent thermal properties. A no. of new cationic organoiron- and ferrocene-contg. linear and crosslinked polymers was achieved successfully via acid-catalyzed condensation polymn...
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This review is designed to highlight the recent advances in the field of organometallic and coordination macromolecules. It is organized by the particular properties that the macromolecules possess. The aim of this article is to provide a comprehensive review of the synthesis and properties of organ...
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A series of coumarins were reacted with methacrylate or styrene derivs. to form new olefinic coumarin monomers that were polymd. using 2,2'-azobisisobutyronitrile. These polymers were highly insol. in org. solvents and displayed good thermal stability with glass-transition temps. 70-130°. Lumines...
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Ferrocene-based polymers contg. azo groups in their backbone were synthesized by condensation polymn. of a cationic organometallic monomer contg. two azo dye moieties and ferrocene in the backbone as well as pendent cationic iron groups with 1,3-diaminopropane, 4,4'-thiobisbenzenethiol or bisphenol ...
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Ferrocene-based monomers were prepd. via the reaction of cationic chloroarene cyclopentadienyliron complex cations with 1,1'-ferrocene dicarbonyl chloride. These monomers were then reacted with O-, S- and N- contg. dinucleophiles to give the polymeric materials with neutral iron moieties in the back...
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There has been tremendous interest in organoiron macromols. This interest stems from their application as chem. sensors, electrocatalysts, modified electrodes and photo-active mol. devices. Herein, we report the synthesis and characterization of a no. of different classes of organoiron macromols. co...