Alkoxy‐Substituted Hexastyrylbenzenes

Meier, Herbert; Holst, Hans Christof

doi:10.1002/adsc.200303030

Cited by 8 publications

(4 citation statements)

References 30 publications

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“…The group of Meier has reported the statistical photocrosslinking of alkoxy-substituted hexastyrylbenzenes. [9] In another study by the same group, for a series of three armed OPV disk molecules, again, statistical bond formation was observed in solution and in the liquid-crystalline state, while in the solid state, a topochemically controlled chemo-, regio-, and stereoselective photocyclodimersiation was observed. [10] The photochemical properties have been controlled in fluorinated OPV-equipped crown ether by ions.…”

Section: Introductionmentioning

confidence: 91%

Photodimerization Processes in Self‐Assembled Chiral Oligo(p‐phenylenevinylene) Bolaamphiphiles

George

Greef

Bovee

et al. 2009

Chemistry An Asian Journal

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An oligo(p-phenylene vinylene) (OPV) amphiphile has been synthesized with a positively charged head group on one end and a hydrophilic ethyleneglycol wedge on the other. In water, this bolaamphiphile forms vesicles consisting of a monolayer in which the OPV surfactants are organized in a helical head-to-tail fashion. Mass spectrometry analysis and reversed-phase high performance liquid chromatography (RP-HPLC) reveals that because of the presence of two double bonds in the OPV units, photo-induced [2+2] cycloaddition takes place resulting in polymerization of the surfactants. Performing RP-HPLC allowed the OPV dimer to be isolated in a sufficient amount to perform a variety of one- and two-dimensional NMR experiments. These experiments show a highly stereoselective photochemical cycloaddition process resulting in a regioselective head-to-tail dimerization with a stereoselective syn arrangement.

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Section: Introductionmentioning

confidence: 91%

Photodimerization Processes in Self‐Assembled Chiral Oligo(p‐phenylenevinylene) Bolaamphiphiles

George

Greef

Bovee

et al. 2009

Chemistry An Asian Journal

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“…However, only an unspecific photopolymerization has been observed [198]. Surprisingly, the attachment of long, peripheral alkoxychains does not result in liquid crystalline materials.…”

Section: Star Compounds With a Benzene Corementioning

confidence: 99%

“…Hexakis(phenylethenyl)- and Hexakis(oligo(phenylene ethenylene)phenyl)benzene Derivatives (C-6-A-6 and C-6-A-7): Hexakis(phenylethenyl)benzenes 67 have been synthesized due to expected interesting intramolecular or intermolecular photochemical reactions. However, only an unspecific photopolymerization has been observed [ 198 ]. Surprisingly, the attachment of long, peripheral alkoxychains does not result in liquid crystalline materials.…”

Section: Star Compounds With a Benzene Corementioning

confidence: 99%

Star-Shaped Conjugated Systems

2010

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The present review deals with the preparation and the properties of star-shaped conjugated compounds. Three, four or six conjugated arms are attached to cross-conjugated cores, which consist of single atoms (B, C+, N), benzene or azine rings or polycyclic ring systems, as for example triphenylene or tristriazolotriazine. Many of these shape-persistent [n]star compounds tend to π-stacking and self-organization, and exhibit interesting properties in materials science: Linear and non-linear optics, electrical conductivity, electroluminescence, formation of liquid crystalline phases, etc.

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“…Polymerization-grade ethylene was purchased from Tianjin Shengtang Gas Co., LTD., China. AOS, BOS, POS, HOS, PrOS, and BTS were prepared according to the literature. − The complexes 1 – 4 were prepared according to the reported methods. − The monomers were dried over CaH 2 while stirring for 48 h and distilled before use.…”

Section: Methodsmentioning

confidence: 99%

Chemo- and Stereoselective Polymerization of Polar Divinyl Monomers by Rare-Earth Complexes

Liu

Zhao

et al. 2021

Macromolecules

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Chemoselective polymerization of divinyl monomers is a promising strategy to access functional polymers via postpolymerization, which however, encounters a cross-linking problem. Herein, we report the coordination polymerization of polar divinyl styrenyl monomers 1-(allyloxy)-4-vinylbenzene (AOS), 1-(but-3-en-1-yloxy)-4-vinylbenzene (BOS), 1-(pent-4-en-1-yloxy)-4-vinylbenzene (POS), and 1-(hex-5-en-1-yloxy)-4-vinylbenzene (HOS) by employing the thiophene-fused cyclopentadienyl scandium bis(alkyl) complexes (2,5-Me2-3-Ph-6H-cyclopenta[b]thiophenyl)Sc(CH2SiMe3)2THF (1) and (2,4,5,6-Me4-4H-cyclopenta[b]thiophenyl)Sc(CH2SiMe3)2THF (2) and the pyridinyl methylene fluorenyl rare-earth metal complexes (Py-CH2-Flu)Sc(CH2SiMe3)2 (3) and (Py-CH2-Flu)Y(CH2SiMe3)2THF (4). Complexes 1 and 2 show high chemoselectivity for these polar divinyl styrenyl monomers across the styrenyl CC bond but give atactic products. Catalysts 3 and 4 exhibit solitary chemoselectivity to give atactic poly(AOS) but syndiotactic poly(BOS), poly(POS), and poly(HOS). The copolymerization of the polar divinyl styrenyl monomers with ethylene (E) mediated by 3 exhibits chemoselectivity to afford POS/E and HOS/E copolymers but homopolymer poly(AOS). The reasons behind the (co)polymerization behaviors were investigated by DFT calculation.

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Alkoxy‐Substituted Hexastyrylbenzenes

Cited by 8 publications

References 30 publications

Photodimerization Processes in Self‐Assembled Chiral Oligo(p‐phenylenevinylene) Bolaamphiphiles

Photodimerization Processes in Self‐Assembled Chiral Oligo(p‐phenylenevinylene) Bolaamphiphiles

Star-Shaped Conjugated Systems

Chemo- and Stereoselective Polymerization of Polar Divinyl Monomers by Rare-Earth Complexes

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