Crystal Smectic‐B Phase from a Mesomorphic Ferrocene Derivative

Deschenaux, Robert; Marendaz, Jean-Luc; Santiago, Julio; Goodby, John W.

doi:10.1002/hlca.19950780514

Cited by 18 publications

(20 citation statements)

References 8 publications

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“…The recent use of predictable aromatic donor-acceptor p-p stacking interactions between hemidisk molecules for building homo-and heteroleptic columns in columnar mesophases is related to the same global approach, [13] as are the switches between nematic and smectic organizations observed upon inversion of the ester spacers in thermotropic polyaromatic 1,1'-disubstituted ferrocene-containing liquid crystals and in extended dicatenar bipyridines. [14] Results Syntheses and molecular structures of the ligands L 5…”

Section: ) Lnmentioning

confidence: 99%

Tuning the Polarization Along Linear Polyaromatic Strands for Rationally Inducing Mesomorphism in Lanthanide Nitrate Complexes

Terazzi

Guénée

Morgantini

et al. 2007

Chemistry A European J

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The opposite orientation of the ester spacers in the rodlike ligands L 4C12 (benzimidazole‐OOC‐phenyl) and L 5C12 (benzimidazole‐COO‐phenyl) drastically changes the electronic structure of the aromatic systems, without affecting their meridional tricoordination to trivalent lanthanides, LnIII, and their thermotropic liquid crystalline (i.e., mesomorphic) behaviors. However, the rich mesomorphism exhibited by the complexes [Ln(L 4C12)(NO3)3] (Ln=La–Lu) vanishes in [Ln(L 5C12)(NO3)3], despite superimposable molecular structures and comparable photophysical properties. Density functional theory (DFT) and time‐dependant DFT calculations performed in the gas phase show that the inversion of the ester spacers has considerable effects on the electronic structure and polarization of the aromatic groups along the strands, which control residual intermolecular interactions responsible for the formation of thermotropic liquid‐crystalline phases. As a rule of thumb, an alternation of electron‐poor and electron‐rich aromatic rings favors intermolecular interactions between the rigid cores and consequently mesomorphism, a situation encountered for L 4C12, L 5C12, [Ln(L 4C12)(NO3)3], but not for [Ln(L 5C12)(NO3)3]. The intercalation of an additional electron‐rich diphenol ring on going from [Ln(L 5C12)(NO3)3] to [Ln(L 6C12)(NO3)3] restores mesomorphism despite an unfavorable orientation of the ester spacers, in agreement with our simple predictive model.

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Section: ) Lnmentioning

confidence: 99%

Tuning the Polarization Along Linear Polyaromatic Strands for Rationally Inducing Mesomorphism in Lanthanide Nitrate Complexes

Terazzi

Guénée

Morgantini

et al. 2007

Chemistry A European J

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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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“…In this paper, we present the first synthesis of variously N-substituted 1,1 0 -ferrocene-bis-aminomethane phosphonates using the addition to the azomethine bond [4]. These compounds can be converted into various bis-aminophosphonates O-substituted with polyglycols, steroids or nucleosides, which might be interesting analogues of ferrocene compounds already described in the literature [34,35].…”

Section: Introductionmentioning

confidence: 97%