Giant macrocycles composed of thiophene, acetylene, and ethylene units

Iyoda, Masahiko

doi:10.1016/j.crci.2008.10.005

Cited by 23 publications

(6 citation statements)

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“…The diagonal paths must contribute to the large TPA peak at the long wavelength. This observation is the same as that observed for hexadehydrotribenzo [12]annulene and its trefoil-shaped trimer. [7a, 21] It is also noted that the amplitude of 7 is still larger than those of the unsubstituted and tert-butyl-substituted hexa-(phenylethynyl)benzenes, suggesting that terthiophene substitution is very effective for enhancing TPA activity in the wavelength region considered.…”

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confidence: 85%

“…With the extra butyl groups, compound 3 is expected to increase its solubility in organic solvents, to decrease its degree of p-p stacking interaction in solution, and to show mesomorphic behavior. [11,12] An improvement in fluorescent yield is also expected for 3 because the overcrowded 24 butyl groups suppress the conformational change of the molecule, which is favorable for a strong emission. [13] Herein, we present the linear and nonlinear optical behavior, and supramolecular properties of 3, together with those of the tetra-armed (5) and tri-armed (7) compounds.…”

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confidence: 99%

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Star‐Shaped Oligothiophenes with Unique Photophysical Properties and Nanostructured Polymorphs

Narita

Takase

Nishinaga

et al. 2010

Chemistry A European J

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A considerable amount of research has been devoted to carbon nanotubes because of their unique electrical, mechanical, optical, and chemical properties. Here, in this report, we introduce a novel, simple ultraviolet initiated “graft from” polymerization method to synthesize PEGylated carbon nanotubes. This grafting procedure significantly enhanced nanotube aqueous dispersibility and long term stability in solution. Mass of grafted polymer chains was easily modulated by adjusting polymerization reaction time, and nanomaterials containing up to 80% polymer by weight were synthesized. Nanotube morphology was characterized by SEM, TEM before and after the functionalization. In addition, the covalent bonding of polymer chains to the nanotubes structure was elucidated by Raman, ATR‐FTIR, and XPS spectroscopy. © 2009 American Institute of Chemical Engineers AIChE J, 2010

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confidence: 85%

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confidence: 99%

Star‐Shaped Oligothiophenes with Unique Photophysical Properties and Nanostructured Polymorphs

Narita

Takase

Nishinaga

et al. 2010

Chemistry A European J

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“…6a). [32][33][34] The McMurry coupling reaction of 13 with low-valent titanium produces giant macrocycles that form complex supramolecular structures owing to their weak amphiphilic properties. Although the macrocycles 14a-e have the same composition formula (C 70 H 92 S 5 ) n , their morphologies are different (Fig.…”

Section: Oligo(thiophene)smentioning

confidence: 99%

Conducting supramolecular nanofibers and nanorods

2010

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Recent progress in the study of electroconducting nanomaterials such as nanofibers, nanorods and other nanostructures based on the supramolecular self-assembly of hexabenzocoronenes, oligo(thiophene)s, tetrathiafulvalenes and perylene-3,4,9,10-tetracarboxylic diimides is described in this tutorial review. Conducting nanofibers and nanorods are constructed by doping pi-donors or pi-acceptors with oxidants or reductants before/after the formation of such nanostructures; however, some nanofibers show electric conductivity without any doping in the neutral state. Although cation radicals and anion radicals seem to be difficult to form nanofibers and nanorods, a limited number of cation radicals produce conducting nanofibers. For nanofibers and nanorods composed of weak pi-donors and pi-acceptors, their conductivities are measured by time-resolved microwave conductivity techniques.

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“…1,2 In particular, (arylene-ethynylene) oligomers containing donor groups such as thiophene and tetrathiafulvalene (TTF) have been extensively studied for these applications. [3][4][5][6][7][8][9][10][11][12][13][14][15] Since the ethynylene unit has a high electron-withdrawing ability compared with π -donor groups, these oligomers have a potential to form low-bandgap oligomers. To explore such a property, we designed new redox active cooligomers 1-6 having thiophene, acetylene, and TTF units as shown in Figure 1.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Thienylene-Ethynylene-Tetrathiafulvalene Oligomers

Hasegawa

Hara

Tokuyama

et al. 2010

Phosphorus, Sulfur, and Silicon and the Related Elements

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A series of thienylene-ethynylene-tetrathiafulvalene oligomers 1-6 have been synthesized by the Sonogashira reaction of iodo-tetrathiafulvalene derivatives with thienylethynes. The X-ray structure of 4,5-bis(2-thienylethynyl)tetrathiafulvalene (1b) revealed a planar structure of the molecule. The electronic spectra of neutral oligomers 1-6 suggest a partial intramolecular charge transfer between the TTF and thienylethyne units. The cyclic voltammetric measurements of 1-4 showed multi-redox processes.

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Giant macrocycles composed of thiophene, acetylene, and ethylene units

Cited by 23 publications

References 91 publications

Star‐Shaped Oligothiophenes with Unique Photophysical Properties and Nanostructured Polymorphs

Star‐Shaped Oligothiophenes with Unique Photophysical Properties and Nanostructured Polymorphs

Conducting supramolecular nanofibers and nanorods

Synthesis and Properties of Thienylene-Ethynylene-Tetrathiafulvalene Oligomers

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