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

• nanofibers and nanorods prepared from CT complexes and radical salts of star-shaped and radially expanded TTF oligomers. One typical example is the conducting CT complex 472+·(TCNQF4•−)2 of amphiphilic TTF 47 and TCNQF4 (Figure 16) [83][84]. The fiber structure with typical dimensions of 2.5 nm (height) × 50

• nm (width) × 1 μm (length) was constructed on a mica substrate by using the Langmuir–Blodgett (LB) technique, and the conductivity of the film composed the 472+·(TCNQF4•−)2 fiber was found to be on the order of σrt = 10−3 S cm−1. The stacking behavior of TTF in solution and in the solid state was

• multiple TTF radical cations 383(•+), 404(•+), and 426(•+), and the red line the TTF dications 386+, 408+, and 4212+. Adapted with permission from [23]. Copyright 2011 American Chemical Society. CT-complex of 47 with TCNQF4. (a) Star-shaped TTF hexamer 48. (b) Optical image of 48 fiber with a hexagonal

Structures of the reaction products of the AZADO radical with TCNQF₄ or thiourea

• Hideto Suzuki,
• Yuta Kawahara,
• Hiroki Akutsu,
• Jun-ichi Yamada and
• Shin’ichi Nakatsuji

Beilstein J. Org. Chem. 2013, 9, 1487–1491, doi:10.3762/bjoc.9.169

• reaction of AZADO (2-azaadamantane N-oxyl) with TCNQF4 (2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane), the reaction of AZADO with thiourea provided an inclusion compound, in which AZADO molecules are incorporated in cylindrical channels formed by thiourea molecules. Keywords: adduct; inclusion

• compound; nitroxide radical; TCNQF4; thiourea; Introduction TEMPO radical (2,2,6,6-tetramethylpiperidinyl-N-oxyl) (1) is a typical nitroxide radical and is persistent because of the steric hindrance of the four neighboring methyl groups of the NO moiety protecting it from attack by various reagents

• clarified to play a significant role as an efficient mediator for dye-sensitized solar cells with conversion efficiency as high as 8.6% [5]. Previously, we observed that the TEMPO radical (1) forms corresponding charge transfer (CT) complexes with appropriate acceptors such as TCNQF4 (3) [6], and even more