Condensation polymers of ferrocene derivatives

Knobloch, Fred W.; Rauscher, William H.

doi:10.1002/pol.1961.1205416029

Cited by 139 publications

(62 citation statements)

References 9 publications

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“…ferrocenedicarbonyl dichloride (6), [9] which also provides the diketones 5 in good yield (Scheme 3). This reaction should be useful if the required acid chlorides are unavailable or unstable.…”

Section: Resultsmentioning

confidence: 99%

“…Commercial reagents were used without further purification. The following starting materials were prepared according to literature procedures: pentamethylferrocene, [38] ruthenocene, [39] acetylferrocene, [40] 1,1'-ferrocenedicarbonyl dichloride (6), [9] (E)-1-bromo-2-phenyl-1-propene, [41] and 1-phenylethylmagnesium chloride. [42] Lithium chloride was dried for 3 h at 140 8C in vacuum (0.7 mm Hg).…”

Section: Methodsmentioning

confidence: 99%

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Enantioselective Preparation of C2-Symmetrical Ferrocenyl Ligands for Asymmetric Catalysis

1998

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Corey ± Bakshi ± Shibata (CBS) reduction of the 1,1'-diacylmetallocenes 5 and 7 provides the C 2 -symmetrical diols 4 and 10, which proved to be useful starting materials for stereocontrolled ligand synthesis. Diols 4 and 10 can be easily converted to a wide range of diamines, diphosphines, and dithioacetates by nucleophilic substitution of the hydroxyl function with full retention of configuration. Furthermore, the aminophosphines 30 and 31 become easily accessible. Compounds 30 and 31 have been used as ligands in enantioselective cross-coupling of racemic secondary Grignard reagents with vinyl bromides. A selectivity up to 93 % ee could be reached for the first time in the preparation of (S)-(E)-1,3-diphenyl-1-butene (34 b), which was transformed into the enantiomerically pure chiral building block 37 with a pseudoasymmetric center in a straightforward, threestep synthesis.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Enantioselective Preparation of C2-Symmetrical Ferrocenyl Ligands for Asymmetric Catalysis

1998

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“…Ferrocenedicarbonyl chloride was prepared with a method from the literature. 23 4-Benzyloxy phenol was purchased from Aldrich (Switzerland) and was used without further purification. n-Bromoalkanol and n-hydroxyalkyloxy benzoic acid (n ϭ 2, 4, 6, 8, and 10) were prepared with a procedure reported elsewhere.…”

Section: Methodsmentioning

confidence: 99%

Studies on the mesomorphic properties of ferrocenylene‐based organophosphorous liquid‐crystalline polymers containing phenyl and biphenyl pendant units

Subramanian

Kannan

2002

J of Applied Polymer Sci

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ABSTRACT:The synthesis, mesomorphic character, and effect of spacers in ferrocenecontaining main-chain liquid-crystalline polymers are reported in this article. Two different monomers containing ferrocene and phenyl/biphenyl phosphate groups possessing even numbers of spacers from 2 to 10 were prepared and polymerized by polycondensation at room temperature. All the polymers gave birefringent melt except one. The identification of the mesophase was transparent with an increase in spacers. The effect of substitution in the side chain with regard to bulkiness and spacers were studied with thermogravimetric analysis and differential scanning calorimetry. The results reveal that the thermal stability of the polymers increased with the increasing bulkiness of the side chain and decreased with increasing spacer length. The incorporation of the phosphorous moiety also had a considerable effect on the glass-transition temperature. Char yield of the polymer decreased with increasing methylene chain length, and it did not vary much with the size of the pendent groups.

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“…Pyridine and triethylamine were stored on 4 Å molecular sieves. Compounds 3 25 (from ferrocene-1,1′-dicarboxylic acid), 6 (n ) 12, 18), 26 10 (m ) 6, 9), 27 and 11 25,28 PtCl2(1,5-C8H12)) was purchased from Strem Chemicals Inc. All reactions were carried out under N2.…”

Section: Methodsmentioning

confidence: 99%

Ferrocene-Containing Thermotropic Side-Chain Liquid-Crystalline Polysiloxanes

Deschenaux¹,

Jauslin²,

Scholten³

et al. 1998

Macromolecules

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The synthesis, purification, characterization, and liquid-crystalline properties of side-chain polysiloxanes bearing mesomorphic 1,1′-or 1,3-disubstituted ferrocene units are reported. The polymers were prepared by grafting the appropriate vinyl-containing ferrocene monomer onto commercially available poly(hydrosiloxane)s following a standard procedure. The monomers gave smectic A or smectic A and smectic C phases depending on the length of the flexible chains connected to the ferrocene unit. X-ray diffraction indicated that the polysiloxanes exhibited disordered smectic phases. Variation of the d-layer spacing determined for the polymers containing either 100% or 15-18% of the 1,1′-disubstituted ferrocene monomer (with the longest terminal alkyl chain) revealed the presence of smectic A and smectic C phases. Thermogravimetry showed a good thermal stability for the polymers.

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Condensation polymers of ferrocene derivatives

Cited by 139 publications

References 9 publications

Enantioselective Preparation of C2-Symmetrical Ferrocenyl Ligands for Asymmetric Catalysis

Enantioselective Preparation of C2-Symmetrical Ferrocenyl Ligands for Asymmetric Catalysis

Studies on the mesomorphic properties of ferrocenylene‐based organophosphorous liquid‐crystalline polymers containing phenyl and biphenyl pendant units

Ferrocene-Containing Thermotropic Side-Chain Liquid-Crystalline Polysiloxanes

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