356
H. Katagiri
Fig. 17.13 Schematic representations of the molecular orbital distributions and energy levels in
TAz1. The calculation was performed at B3LYP/6-31G(d) level. Reproduced from Ref. [25] with
permission. Copyright 2013 American Chemical Society
Acknowledgements This study was supported by Grant-in-Aid for Young Scientist (B) (25870076
to H.K.) and for Scientific Research (C) (18K05071 to H.K.) from the Ministry of Education, Culture,
Sports, Science and Technology (MEXT), and YU-COE (M) program from Yamagata University
(M30-5 to H.K.).
References
1. Kurotobi, K., Kim, K.S., Noh, S.B., Kim, D., Osuka, A.: A quadruply azulene-fused porphyrin
with intense near-IR absorption and a large two-photon absorption cross section. Angew. Chem.
Int. Ed. 45, 3944–3947 (2006)
2. Muranaka, A., Yonehara, M., Uchiyama, M.: Azulenocyanine: a new family of phthalocyanines
with intense near-IR absorption. J. Am. Chem. Soc. 132, 7844–7845 (2010)
3. Tang, T., Lin, T., Wang, F., He, C.: Azulene-based conjugated polymers with tuneable near-IR
absorption up to 2.5 µm. Polym. Chem. 5, 2980–2984 (2014)
4. Zhang, X.-H., Li, C., Wang, W.-B., Cheng, X.-X., Wang, X.-S., Zhang, B.-W.: Photophysical,
electrochemical, and photoelectrochemical properties of new azulene-based dye molecules. J.
Mater. Chem. 17, 642–649 (2007)
5. Cowper, P., Pockett, A., Kociok-Köhn, G., Cameron, P.J., Lewis, S.E.: Azulene - thiophene
- cyanoacrylic acid dyes with donor-π-acceptor structures. Synthesis, characterisation and
evaluation in dye-sensitized solar cells, Tetrahedron 74, 2775–2786 (2018)
6. Thanh, N.C., Ikai, M., Kajioka, T., Fujikawa, H., Taga, Y., Zhang, Y., Ogawa, S., Shimada,
H., Miyahara, Y., Kuroda, S., Oda, M.: Synthesis of N, N, N , N -tetrasubstituted 1,3bis(4-aminophenyl)azulenes and their application to a hole-injecting material in organic
electroluminescent devices. Tetrahedron 62, 11227–11239 (2006)
H. Katagiri
Fig. 17.13 Schematic representations of the molecular orbital distributions and energy levels in
TAz1. The calculation was performed at B3LYP/6-31G(d) level. Reproduced from Ref. [25] with
permission. Copyright 2013 American Chemical Society
Acknowledgements This study was supported by Grant-in-Aid for Young Scientist (B) (25870076
to H.K.) and for Scientific Research (C) (18K05071 to H.K.) from the Ministry of Education, Culture,
Sports, Science and Technology (MEXT), and YU-COE (M) program from Yamagata University
(M30-5 to H.K.).
References
1. Kurotobi, K., Kim, K.S., Noh, S.B., Kim, D., Osuka, A.: A quadruply azulene-fused porphyrin
with intense near-IR absorption and a large two-photon absorption cross section. Angew. Chem.
Int. Ed. 45, 3944–3947 (2006)
2. Muranaka, A., Yonehara, M., Uchiyama, M.: Azulenocyanine: a new family of phthalocyanines
with intense near-IR absorption. J. Am. Chem. Soc. 132, 7844–7845 (2010)
3. Tang, T., Lin, T., Wang, F., He, C.: Azulene-based conjugated polymers with tuneable near-IR
absorption up to 2.5 µm. Polym. Chem. 5, 2980–2984 (2014)
4. Zhang, X.-H., Li, C., Wang, W.-B., Cheng, X.-X., Wang, X.-S., Zhang, B.-W.: Photophysical,
electrochemical, and photoelectrochemical properties of new azulene-based dye molecules. J.
Mater. Chem. 17, 642–649 (2007)
5. Cowper, P., Pockett, A., Kociok-Köhn, G., Cameron, P.J., Lewis, S.E.: Azulene - thiophene
- cyanoacrylic acid dyes with donor-π-acceptor structures. Synthesis, characterisation and
evaluation in dye-sensitized solar cells, Tetrahedron 74, 2775–2786 (2018)
6. Thanh, N.C., Ikai, M., Kajioka, T., Fujikawa, H., Taga, Y., Zhang, Y., Ogawa, S., Shimada,
H., Miyahara, Y., Kuroda, S., Oda, M.: Synthesis of N, N, N , N -tetrasubstituted 1,3bis(4-aminophenyl)azulenes and their application to a hole-injecting material in organic
electroluminescent devices. Tetrahedron 62, 11227–11239 (2006)