112
S. Shimizu
Fig. 4.23 Partial frontier MO diagram of PBTAS (top, right) and its 20π-electron annulene
perimeter (top, left) at the B3LYP/6-31G(d) level. Arbitrary nodal lines are drawn on the isosurface plots. UV/vis/NIR absorption (bottom, gray line) and calculated absorption (bottom, black
sticks, TDDFT method at the B3LYP/6-31G(d) level) spectra. Reprint with permission from ref.
(Furuyama et al. 2015) Copyright 2011 ACS
4.5 Summary and Outlook
In this chapter, conventional syntheses of Pc and SubPc and the structure–property
relationships with a special focus on their optical properties are introduced. This
chapter also emphasizes how to characterize chromophore properties both experimentally and theoretically. In the last part of this chapter, recent unique examples of
Pc and related analogues to target NIR absorption and stable antiaromatic conjugated
systems are covered.
Since the discovery of Pc more than a century ago, Pc has been intensively investigated as an industrial dye rather than a fundamental chromophore structure to
develop new properties, so that the basic synthetic chemistry toward these goals
S. Shimizu
Fig. 4.23 Partial frontier MO diagram of PBTAS (top, right) and its 20π-electron annulene
perimeter (top, left) at the B3LYP/6-31G(d) level. Arbitrary nodal lines are drawn on the isosurface plots. UV/vis/NIR absorption (bottom, gray line) and calculated absorption (bottom, black
sticks, TDDFT method at the B3LYP/6-31G(d) level) spectra. Reprint with permission from ref.
(Furuyama et al. 2015) Copyright 2011 ACS
4.5 Summary and Outlook
In this chapter, conventional syntheses of Pc and SubPc and the structure–property
relationships with a special focus on their optical properties are introduced. This
chapter also emphasizes how to characterize chromophore properties both experimentally and theoretically. In the last part of this chapter, recent unique examples of
Pc and related analogues to target NIR absorption and stable antiaromatic conjugated
systems are covered.
Since the discovery of Pc more than a century ago, Pc has been intensively investigated as an industrial dye rather than a fundamental chromophore structure to
develop new properties, so that the basic synthetic chemistry toward these goals