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2 article(s) from Hasegawa, Masashi

Star-shaped tetrathiafulvalene oligomers towards the construction of conducting supramolecular assembly

Masahiko Iyoda and
Masashi Hasegawa

Beilstein J. Org. Chem. 2015, 11, 1596–1613, doi:10.3762/bjoc.11.175

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Figure 1: Radially expanded TTF oligomers 1 and 2a,b.

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Figure 2: TTF-calix[4]pyrrole 3 and its TNT and C₆₀ complexes 4 and 5.

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Figure 3: C₃-symmetric TTF derivatives 6a,b and 7a–c.

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Figure 4: Radially expanded TTF derivatives 8, 9, and 10a,b.

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Figure 5: Amphiphilic TTFs 11–14 and 15a,b.

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Figure 6: TTF dimers linked by σ-bond (16) and conjugated π-systems (17–19).

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Scheme 1: Synthesis of star-shaped TTF trimers 22 and 23.

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Figure 7: Projections of the molecular array of 22 in crystal structure (a) along with the c axis and (b) fro...

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Figure 8: UV–vis/NIR spectra of 23, 23^•+, 23³⁺, and 23⁶⁺.

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Scheme 2: Synthesis of tris(TTF)[12]annulenes 28 and 29 and tris(TTF)[18]annulenes 30 and 31, together with h...

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Figure 9: TTF-fused annulene 33 and radiannulenes 34 and 35.

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Figure 10: Colors of 30 solutions a–d in toluene (0.025 mM) at various temperatures. (a) λ_max: 511 nm, (b) λ_max...

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Figure 11: Solutions of 33. (a) In CS₂, λ_max: 608 nm. (b) In CH₂Cl₂, λ_max: 577 nm. Reprinted with permission f...

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Figure 12: Optical micrographs (1000× magnified) of fibers, prepared from 30 in THF–H₂O 1:1, on a glass plate ...

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Scheme 3: Star-shaped TTF oligomers 38–43.

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Figure 13: Star-shaped TTF 10-mer 44.

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Figure 14: Cyclic voltammograms of 38, 40, and 42 (0.1 mM) in benzonitrile with 0.1 M n-Bu₄PF₆ as a supporting...

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Figure 15: Stepwise oxidation of (a) 38 (0.02 mM), (b) 40 (0.05 mM), and (c) 42 (0.03 mM) with incremental add...

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Scheme 4: Pyridazine-3,6-diol-TTF 45 and its trimer 46.

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Figure 16: CT-complex of 47 with TCNQF₄.

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Figure 17: (a) Star-shaped TTF hexamer 48. (b) Optical image of 48 fiber with a hexagonal structure. (c) Optic...

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Review

Published 10 Sep 2015

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Chiroptical properties of 1,3-diphenylallene-anchored tetrathiafulvalene and its polymer synthesis

Masashi Hasegawa,
Junta Endo,
Seiya Iwata,
Toshiaki Shimasaki and
Yasuhiro Mazaki

Beilstein J. Org. Chem. 2015, 11, 972–979, doi:10.3762/bjoc.11.109

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Graphical Abstract

Figure 1: TTF-substituted allenes 1–3.

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Scheme 1: Synthesis of 3.

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Figure 2: (a) ECD spectra of (R)-(−)-3 (3.5 × 10⁻⁵ M), (S)-(+)-3 (3.8 × 10⁻⁵ M), (R)-(−)-9 (3.0 × 10⁻⁵ M), an...

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Scheme 2: Synthesis of chiral (R)-PTDPA and (S)-PTDPA.

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Figure 3: (a) UV–vis absorption spectra of 3 and PTDTA in CH₂Cl₂. (b) Normalized ECD spectra of (R)-PTDPA, (S...

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Figure 4: CV of 3 (7.8 × 10⁻⁴ M) and PTDPA in PhCN.

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Figure 5: Electronic spectra of (a) 3 and its cationic species, and (b) PTDPA and its cationic states of PTDP...

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Full Research Paper

Published 08 Jun 2015

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