Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 14, Issue 27, Pages 8279-8289Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200800776
Keywords
aromaticity; conjugation; nonlinear optics; porphyrinoids; two-photon adsorption
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Funding
- Ministry of Education, Culture, Sports, Science and Technology, Japan [1920006]
- Ministry of Education and Human Resources Development, Korea
- BK21 fellowship
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We report the synthesis and characterization of L- and T-shaped porphyrin tapes as extensible structural motifs of two-dimensionally extended porphyrin tapes. The two-photon absorption (TPA) cross-section values (sigma((2))) for L- and T-shaped porphyrin tapes as well as those for linear trimeric and tetrameric porphyrin tapes were measured by an open-aperture Z-scan method at 2300 nm, a wavelength at which the one-photon absorption contribution is either zero or almost negligible. Under these conditions, the sigma((2)) values for the linear porphyrin tape trimer and tetramer were determined to be 18500 and 41200 GM, respectively. The sigma((2)) value for the L-shaped trimer was determined to be 8700 GM, which is only half that of the linear trimer, whereas the sigma((2)) value for the T-shaped tetramer was measured to be 35700 GM. These results clearly indicate the dependence of the TPA cross-section on the molecular shape, which underscores the importance of directionality in the pi-conjugation pathway for the enhancement of TPA cross-section.
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