Long-lived charge-separated state produced by photoinduced electron transfer in a zinc imidazoporphyrin-C60 dyad

Organic Letters

Volumn 5, Issue 15, 2003, Pages 2719-2721

  Kashiwagi, Yukiyasu ^a,b   Ohkubo, Kei ^a   McDonald, James A ^b   Blake, Iain M ^b   Crossley, Maxwell J ^b   Araki, Yasuyuki ^c   Ito, Osamu ^c   Imahori, Hiroshi ^d   Fukuzumi, Shunichi ^a  

^a OSAKA UNIVERSITY   (Japan)

^b UNIVERSITY OF SYDNEY   (Australia)

^c TOHOKU UNIVERSITY   (Japan)

^d KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BENZONITRILE; FULLERENE DERIVATIVE; PORPHYRIN DERIVATIVE; ZINC DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; ELECTRON TRANSPORT; PHOTOREACTIVITY; REACTION ANALYSIS; SEPARATION TECHNIQUE; STRUCTURE ANALYSIS;

EID: 0141520369     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0349256     Document Type: Article

References (20)

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7. (a) Martín, N.; Sánchez, L.; Illescas, B.; Pérez, I. Chem. Rev. 1998, 98, 2527.
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11. Fukuzumi, S.; Ohkubo, K.; Imahori, H.; Shao, J.; Ou, Z.; Zheng, G.; Chen, Y.; Pandey, R. K.; Fujitsuka, M.; Ito O.; Kadish, K. M. J. Am. Chem. Soc. 2001, 123, 10676.
12. Crossley, M. J.; McDonald, J. A. J. Chem. Soc., Perkin Trans. 1 1999, 2429.
13. 3) δ 9.01-8.94 (m, 4H), 8.86-8.82 (m, 2H), 8.31 (s, 1H), 8.15-8.08 (m, 7H), 8.06 (t, J = 1.8 Hz, 1H), 8.02 (t, J = 1.8 Hz, 1H), 7.83 (t, J = 1.8 Hz, 1H), 7.80-7.74 (m, 6H), 4.89 (s, 1H), 4.87 (d, J = 9.8 Hz, 1H), 4. 16 (d, J = 9.8 Hz, 1H), 2.82 (s, 3H), 1.56-1.45 (m, 72H), -2.81 (s, 2H); MALDI-TOF MS m/z 1955 (M+).
14. Time-resolved fluorescence spectra were measured by a single-photon counting method using a second harmonic generation (SHG, 400 nm) of a Ti:sapphire laser as an excitation source.
15. Picosecond laser flash photolysis experiments were carried out with 560 nm laser pulses from a vis-OPO (Clark-MXR) apparatus pumped by an Er-doped fiber laser (Clark-MXR CPA-2001 plus, 1 kHz, 150 fs).
16. 60 is negligible as compared with that of ZnImP. The exciplex may also be formed, leading to the CS state. See: Kesti, T. J.; Tkachenko, N. V.; Vehmanen, V.; Yamada, H.; Imahori, H.; Fukuzumi, S.; Lemmetyinen, H. J. Am. Chem. Soc. 2002, 124, 8067.
17. Nanosecond transient absorption measurements were carried out using a Nd:YAG laser at 532 nm with the power of 30 mJ as an excitation source.
18. Guldi, D. M.; Kamat, P. V. In Fullerenes, Chemistry, Physics, and Technology; Kadish, K. M., Ruoff, R. S., Eds.; Wiley-Interscience: New York, 2000, pp 225-281.
19. 2ImP in 2-methyltetrahydrofuran at 77 K.
20. For a tetrad system involving multistep electron transfer, a lifetime of 380 ms has been achieved. See: Imahori, H.; Guldi, D. M.; Tamaki, K.; Yoshida, Y.; Luo, C.; Sakata, Y.; Fukuzumi, S. J. Am. Chem. Soc. 2001, 123, 6617.