The CA.M lattice revisited. Gel formation from a linear bis-isocyanuric acid and 2-amino-4,6-bis-(4- tert -butylphenylamino)-1,3,5-triazine

Plater, M. John; Sinclair, James P.; Aiken, Stuart; Gelbrich, Thomas; Hursthouse, Michael B.

doi:10.1016/j.tet.2004.03.059

Cited by 46 publications

(43 citation statements)

References 20 publications

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“…Other reagents and solvents were received from Beijing Chemical Company and used without further purification unless otherwise stated. 1,4-Diethynylbenzene [29] and 4-dodecyloxy-2,5-diiodo-1-methoxybenzene [30] were prepared and characterized according to previously published procedures. Full experimental details are included in the Supporting Information.…”

Section: Methodsmentioning

confidence: 99%

Poly(p‐phenylene ethynylene)s with Facially Amphiphilic Pendant Groups: Solvatochromism and Supramolecular Assemblies

Wang

et al. 2008

Chemistry A European J

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Novel functionalized poly(p-phenylene ethynylene)s (PPEs) bearing facially amphiphilic cholic and deoxycholic acid units are synthesized by a Pd-catalyzed Sonogashira cross-coupling reaction. Some interesting properties, particularly their optical and self-assembly characteristics, are unraveled. The PPEs that carry bile acid substituents exhibit remarkable solvatochromism in a wide range of solvent systems, and judicious choice of the solvents can adjust the size and morphology of the formed nanoscale supramolecular aggregates. The incorporation of these naturally occurring building blocks can also impart biocompatibility to the conjugated system and stimulate the growth of living cells.

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Section: Methodsmentioning

confidence: 99%

Poly(p‐phenylene ethynylene)s with Facially Amphiphilic Pendant Groups: Solvatochromism and Supramolecular Assemblies

Wang

et al. 2008

Chemistry A European J

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“…1,4-Diethynylbenzene was prepared and characterized according to a previously published procedure. [22] N-Cholyl-4-iodoaniline 4: Cholic acid (818 mg, 2.0 mmol), HOBt (297 mg, 2.2 mmol), and 4-iodoaniline (438 mg, 2.0 mmol) were dissolved in CH 2 Cl 2 /pyridine (12 mL, 5:1 v/v). After stirring at 0 8C for 10 min, DCC (453 mg, 2.2 mmol) was added and the resulting reaction mixture was kept at ambient temperatures for a further 20 h. A white precipitate was filtered from the purple solution and washed with acetone.…”

mentioning

confidence: 99%

Unique Twisted Ribbons Generated by Self‐Assembly of Oligo(p‐phenylene ethylene) Bearing Dimeric Bile Acid Pendant Groups

Wang

et al. 2009

Chemistry A European J

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Let's twist again! Remarkable broad and twisted ribbons were generated from the self-assembly of oligo(p- phenylene ethylene) (OPE) bearing dimeric deoxycholic acid pendant groups (see graphic). Varying the bile acid led to nanostructures with drastically different morphologies. The distinctive aggregate shapes of these steroid-OPE conjugates are attributed to the subtle differences in their molecular structures.A series of novel oligo(p-phenylene ethynylene) (OPE) derivatives bearing dimeric cholic acid (OPE1), deoxycholic acid (OPE2) and lithocholic acid (OPE3) was synthesized. The self-assembly behavior of these derivatives were systematically studied and compared in a THF/water solvent mixture. The addition of water to THF can induce the helical stacking of oligo(p-phenylene ethylene) bearing dimeric deoxycholic acid end groups, which leads to highly interesting twisted assemblies. Variation of the bile acid group led to nanostructures with drastically different morphologies. The application of spectroscopy in combination with X-ray diffraction techniques provided a reasonable view of the final self-assembled structures. The observed distinctive aggregate shapes and the preference in the type of molecular packing of these steroid-OPE conjugates are attributed to the subtle differences in their molecular features.

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“…The synthesis of 5,6-diamino-2-[4,5-bis(alkylthio)-1,3-dithiole-2-ylidene]benzo[d]-1, 3-dithioles (3 a,b ), 2,7-diiodophenanthrene-9,10-dione (4), 1,4-diethynylbezene (6), 1,4-bis[dodecyloxyl)-2,5-diethynylbezene (7) and Fe(bpy) 3 (PF 6 ) 3 (bpy ¼ 2,2 0 -bipyridine)] were prepared according to the literature procedures. [16][17][18][19][20][21] Monomer Synthesis …”

Section: Methodsmentioning

confidence: 99%

Semiconducting Oligo‐(Aryleneethynylene)s with Coplanarity of Main Chain and Tetrathiafulvalene (TTF) Side Chains: Synthesis, Self‐Assembly, and Conductive Properties

Hou

Yang

Wan

et al. 2009

Macro Chemistry & Physics

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Two oligo‐(aryleneethynylene)s, with coplanarity of main chain and tetrathiafulvalene (TTF) side chains, have been prepared and characterized. The X‐ray diffractions (XRDs) show that their π‐extended coplanar backbones can form continuous π‐stacking. For the two oligomers, one stacks in the inter‐digitation packing mode; another stacks in the end‐to‐end packing mode. Cyclic voltammetries reveal that the two oligomers have almost the same reversible electroactive properties. The TTF units of the two oligomers can be oxidized to TTF.1+ by Fe(bpy)3(PF6)3 (bpy = 2,2′‐bipyridine). The band gaps, deduced from UV‐Vis absorption spectra, are 1.92 and 2.03 eV, respectively. The conductivities of the two oligomers are 1 × 10−5 and 6 × 10−8 S · cm−1 at room temperature. The charge transfer (CT) complexes of the oligomers and tetracyanoquinodimethane (TCNQ) exhibit higher conductivity up to 0.2 S · cm−1.magnified image

show abstract

The CA.M lattice revisited. Gel formation from a linear bis-isocyanuric acid and 2-amino-4,6-bis-(4- tert -butylphenylamino)-1,3,5-triazine

Cited by 46 publications

References 20 publications

Poly(p‐phenylene ethynylene)s with Facially Amphiphilic Pendant Groups: Solvatochromism and Supramolecular Assemblies

Poly(p‐phenylene ethynylene)s with Facially Amphiphilic Pendant Groups: Solvatochromism and Supramolecular Assemblies

Unique Twisted Ribbons Generated by Self‐Assembly of Oligo(p‐phenylene ethylene) Bearing Dimeric Bile Acid Pendant Groups

Semiconducting Oligo‐(Aryleneethynylene)s with Coplanarity of Main Chain and Tetrathiafulvalene (TTF) Side Chains: Synthesis, Self‐Assembly, and Conductive Properties

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