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Multiphoton-gated cycloreversion reactions of photochromic diarylethene derivatives with low reaction yields upon one-photon visible excitation

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Abstract

Cycloreversion processes of three photochromic diarylethene derivatives with extremely low one-photon reaction yields (5.0 × 10−5 to 1.5 × 10−2) were investigated by means of femtosecond and picosecond laser photolysis methods. Femtosecond visible laser photolysis revealed that the excited state of the closed form in these three derivatives decayed into the ground state with 0.7-8 ps time constants and with low cycloreversion yields that were consistent with those obtained by steady-state light irradiation. On the other hand, the cycloreversion reaction was drastically enhanced by picosecond 532 nm laser excitation for all of the three derivatives. From excitation intensity effects of the reaction yield and dynamic behavior, it was found that the successive two-photon absorption process leading to higher excited states opened an efficient cycloreversionchannel, with reaction yields of 0.3-0.5. These results are discussed from the viewpoint of the one-photon inerasable but two-photon erasable photochromic system.

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Authors and Affiliations

  1. Division of Frontier Materials Science, Graduate School of Engineering Science, Center for Quantum Science and Technology under Extreme Conditions, Osaka University, Toyonaka, Osaka, 560-8531, Japan

    Yukihide Ishibashi, Katsuki Okuno, Chikashi Ota, Toshiyuki Umesato, Tetsuro Katayama, Masataka Murakami & Hiroshi Miyasaka

  2. CREST, JST, Toyonaka, Osaka, 560-8531, Japan

    Yukihide Ishibashi & Hiroshi Miyasaka

  3. Department of Applied Chemistry, Graduate School of Engineering, Osaka City University, Sumiyoshi, Osaka, 558-8585, Japan

    Seiya Kobatake

  4. Department of Chemistry, School of Science, Rikkyo University, Nishi-Ikebukuro, Toshima, Tokyo, 171-8501, Japan

    Masahiro Irie

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  1. Yukihide Ishibashi
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  2. Katsuki Okuno
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Correspondence to Masahiro Irie or Hiroshi Miyasaka.

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This paper is part of a themed issue on synthetic and natural photoswitches.

Electronic supplementary information (ESI) available: Excitation intensity dependence of time profiles under femtosecond laser excitation. See DOI: 10.1039/b9pp00116f

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Ishibashi, Y., Okuno, K., Ota, C. et al. Multiphoton-gated cycloreversion reactions of photochromic diarylethene derivatives with low reaction yields upon one-photon visible excitation. Photochem Photobiol Sci 9, 172–180 (2010). https://doi.org/10.1039/b9pp00116f

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