Biferrocenes and terferrocenes

Nesmeyanov, A. N.; Drozd, V. N.; Sazonova, V. A.; Romanenko, V. I.; Prokof'ev, A. K.; Nikonova, L. A.

doi:10.1007/bf00843949

Cited by 6 publications

(8 citation statements)

References 4 publications

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“…Subsequently, different radical reactions have been reported such as mixed Ullmann reactions of halo- and 1,1‘-dihaloferrocene with copper bronze, , coupling reactions of lithio- and 1,1‘-dilithioferrocene with cobalt chloride in the presence of organic halides, − treatment of poly(mercuriferrocenylene) with metallic silver or in molten ferrocene, or glow discharge polymerization . All led to oligomers with molecular weights in the range M n = 1000−3500, with poorly defined structures, low conductivity (σ = 10 -7 to 10 -9 S cm -1 ), and paramagnetic behavior.…”

Section: Poly(metallocenes)mentioning

confidence: 99%

“…8 After a reinvestigation of the original work, it was found that the soluble polymer was composed of a mixture of short poly(ferrocenylene) segments, with a mixed substitution (represented by 3) on the ferrocene of homoannular (1,2-and 1,3-) and heteroannular (1,1′-) units, linked by methylene and oxygencontaining hydrocarbon units. 9,10 Subsequently, different radical reactions have been reported such as mixed Ullmann reactions of haloand 1,1′-dihaloferrocene with copper bronze, 11,12 coupling reactions of lithio-and 1,1′-dilithioferrocene with cobalt chloride in the presence of organic halides, [13][14][15] treatment of poly(mercuriferrocenylene) with metallic silver 16 or in molten ferrocene, 17 or glow discharge polymerization. 18 All led to oligomers with molecular weights in the range M n ) 1000-3500, with poorly defined structures, low conductivity (σ ) 10 -7 to 10 -9 S cm -1 ), and paramagnetic behavior.…”

Section: Ii11 Poly(metallocenylenes) and Poly(metallocenes) With Shor...mentioning

confidence: 99%

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Organometallic Polymers with Transition Metals in the Main Chain

1999

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Section: Poly(metallocenes)mentioning

confidence: 99%

Section: Ii11 Poly(metallocenylenes) and Poly(metallocenes) With Shor...mentioning

confidence: 99%

Organometallic Polymers with Transition Metals in the Main Chain

1999

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“…[ 3,4 ] However, the preparation of its polymeric form, i.e., heteroannular poly(1,1′‐ferrocenylene) 2, as a well‐defined, ultimately monodispersed material, still remains a challenging task to this day. The synthesis of such a main‐chain ferrocene‐containing polymer was pioneered [ 5–8 ] and reinvestigated [ 9 ] decades ago, and was followed by further attempts. [ 10 ] However, only short oligomers such as sexiferrocene (2, n = 6; unsubstituted [ 11–13 ] or alkylated) [ 14 ] and septiferrocene (2, n = 7; alkylated) [ 15 ] were characterized as uniform substances.…”

Section: Introductionmentioning

confidence: 99%

On‐Surface Synthesis of Polyferrocenylene and its Single‐Chain Conformational and Electrical Transport Properties

Santhini

Stetsovych

Ondráček

et al. 2020

Adv Funct Materials

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Unlike intrinsically conductive organic polymers, which are central to organic electronics/photovoltaics, metallopolymers contain multiple redox‐active centers allowing extra control of their intriguing properties. Ferrocene polymers are particularly attractive in this regard, but research of the iconic poly(1,1′‐ferrocenylene), a main‐chain ferrocene polymer with the most densely bound redox‐active iron centers, has practically stopped because it is an insoluble and rather inhomogeneous material. Herein, its synthesis on the Ag(111) surface is reported, based on the Ullmann coupling of 1′,1″′‐diiodo‐1,1″‐biferrocene. Conformationally flexible single‐chain nanowires up to 50 nm in length, thus overcoming the limits of conventional solution polymerization, are characterized by scanning probe microscopy techniques achieving atomic resolution. Single‐chain electrical conductivity measurements are performed in the longitudinal directions revealing apparent metal‐to‐semiconductor transition (depending on the number of ferrocene units lifted from the surface). A simple transport model is established to rationalize this observation.

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“…It is known that fulvenes are readily produced from ferrocene derivatives bearing the R-carbenium ion. [18][19][20] The formation of such in the case of 1 can be envisaged as shown in Scheme 2. Here, the enzymatic electron transfer affords an unstable R-carbenium ion 3, which transforms rapidly into intermediate fulvene 4.…”

Section: Resultsmentioning

confidence: 99%

p-Ferrocenylaniline and p-Ferrocenylphenol: Promising Materials for Analytical Biochemistry and Bioelectrochemistry

et al. 1999

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New substrates of horseradish peroxidase and laccase incorporating advantages of ferrocenes, on one hand, and typical aromatic substrates of peroxidase, on the other, viz. p-ferrocenylaniline (FcC 6 H 4 NH 2 -p) and p-ferrocenylphenol (FcC 6 H 4 OH-p), have been introduced. The new substrates are superior in terms of (i) high reactivity, i.e., the second-order rate constants for their oxidation by the peroxidase compound II equal ca. 1 × 10 7 M -1 s -1 at 25 °C, pH 5.0, which are 10 2 times higher than the corresponding rate constants for oxidation of ferrocene, alkylferrocenes, and aniline; (ii) easy spectral control of redox transformations at 439 or 860-1000 nm (products are colored and the extinction coefficients are high); (iii) the products are water-soluble and do not inactivate enzymes. p-Ferrocenylaniline is readily electropolymerized on a rod carbon electrode in 0.1 M HCl by potential cycling in the range from -0.4 to +1.1 V (versus Ag/AgCl). The peak potentials are weakly pH-dependent in the range 0.5-7 and the slopes of potential versus pH plots are less than 30 mV. p-Ferrocenylaniline is also electrochemically active when adsorbed on a carbon electrode from an acetone solution. It has been demonstrated that the electrodeposited and adsorbed p-ferrocenylaniline films mediate the electro-oxidation of NADH with the sensitivity of 1.4 and 0.25 µA/mM cm 2 at pH 5 and 7.2, respectively.

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Biferrocenes and terferrocenes

Cited by 6 publications

References 4 publications

Organometallic Polymers with Transition Metals in the Main Chain

Organometallic Polymers with Transition Metals in the Main Chain

On‐Surface Synthesis of Polyferrocenylene and its Single‐Chain Conformational and Electrical Transport Properties

p-Ferrocenylaniline and p-Ferrocenylphenol: Promising Materials for Analytical Biochemistry and Bioelectrochemistry

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