Photoresponsive molecular switch to control chemical fixation of CO2 [10]

Journal of the American Chemical Society

Volumn 121, Issue 10, 1999, Pages 2325-2326

  Sugimoto, Hiroshi ^a   Kimura, Takayuki ^a   Inoue, Shohei ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM; CARBON DIOXIDE; PORPHYRIN;

CHEMICAL REACTION; ISOMER; ISOMERISM; LETTER; LIGHT ABSORPTION; PHOTOREACTIVITY; PHOTOSTIMULATION; REACTION TIME; ULTRAVIOLET RADIATION;

EID: 0033577272     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja983960i     Document Type: Letter

References (18)

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5. See, for example: (a) Shiga, M.; Takagi, M.; Ueno, K. Chem. Lett. 1980, 1021-1022. (b) Shinkai, S.; Nakaji, T.; Nishida, Y.; Ogawa, T.; Manabe, O. J. Am. Chem. Soc. 1980, 102, 5860-5865. (c) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. J. Am. Chem. Soc. 1983, 105, 1851-1856. (d) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1984, 23, 2581-2584. (e) Shinkai, S.; Ogawa, T.; Nakaji, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1979, 47, 4569-4572. (f) Ueno, A.; Yoshimura, H.; Saka, R.; Osa, T. J. Am. Chem. Soc. 1979, 101, 2779-2780. (g) Ueno, A.; Saka, R.; Osa, T. Chem. Lett. 1979, 841-844.
6. See, for example: (a) Shiga, M.; Takagi, M.; Ueno, K. Chem. Lett. 1980, 1021-1022. (b) Shinkai, S.; Nakaji, T.; Nishida, Y.; Ogawa, T.; Manabe, O. J. Am. Chem. Soc. 1980, 102, 5860-5865. (c) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. J. Am. Chem. Soc. 1983, 105, 1851-1856. (d) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1984, 23, 2581-2584. (e) Shinkai, S.; Ogawa, T.; Nakaji, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1979, 47, 4569-4572. (f) Ueno, A.; Yoshimura, H.; Saka, R.; Osa, T. J. Am. Chem. Soc. 1979, 101, 2779-2780. (g) Ueno, A.; Saka, R.; Osa, T. Chem. Lett. 1979, 841-844.
7. See, for example: (a) Shiga, M.; Takagi, M.; Ueno, K. Chem. Lett. 1980, 1021-1022. (b) Shinkai, S.; Nakaji, T.; Nishida, Y.; Ogawa, T.; Manabe, O. J. Am. Chem. Soc. 1980, 102, 5860-5865. (c) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. J. Am. Chem. Soc. 1983, 105, 1851-1856. (d) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1984, 23, 2581-2584. (e) Shinkai, S.; Ogawa, T.; Nakaji, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1979, 47, 4569-4572. (f) Ueno, A.; Yoshimura, H.; Saka, R.; Osa, T. J. Am. Chem. Soc. 1979, 101, 2779-2780. (g) Ueno, A.; Saka, R.; Osa, T. Chem. Lett. 1979, 841-844.
8. See, for example: (a) Shiga, M.; Takagi, M.; Ueno, K. Chem. Lett. 1980, 1021-1022. (b) Shinkai, S.; Nakaji, T.; Nishida, Y.; Ogawa, T.; Manabe, O. J. Am. Chem. Soc. 1980, 102, 5860-5865. (c) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. J. Am. Chem. Soc. 1983, 105, 1851-1856. (d) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1984, 23, 2581-2584. (e) Shinkai, S.; Ogawa, T.; Nakaji, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1979, 47, 4569-4572. (f) Ueno, A.; Yoshimura, H.; Saka, R.; Osa, T. J. Am. Chem. Soc. 1979, 101, 2779-2780. (g) Ueno, A.; Saka, R.; Osa, T. Chem. Lett. 1979, 841-844.
9. See, for example: (a) Shiga, M.; Takagi, M.; Ueno, K. Chem. Lett. 1980, 1021-1022. (b) Shinkai, S.; Nakaji, T.; Nishida, Y.; Ogawa, T.; Manabe, O. J. Am. Chem. Soc. 1980, 102, 5860-5865. (c) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. J. Am. Chem. Soc. 1983, 105, 1851-1856. (d) Shinkai, S.; Minami, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1984, 23, 2581-2584. (e) Shinkai, S.; Ogawa, T.; Nakaji, T.; Kusano, Y.; Manabe, O. Tetrahedron Lett. 1979, 47, 4569-4572. (f) Ueno, A.; Yoshimura, H.; Saka, R.; Osa, T. J. Am. Chem. Soc. 1979, 101, 2779-2780. (g) Ueno, A.; Saka, R.; Osa, T. Chem. Lett. 1979, 841-844.
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11. For reviews, see: Willner, I. Acc. Chem. Res. 1997, 30, 347-356. Willner, I.; Rubin, S. Angew. Chem., Int. Ed. Engl. 1996, 35, 367-385.
12. A part of the present work was presented at the 1st International Conference on Supramolecular Science and Technology, October, 1998, Poland.
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16. 2 (20 mL) solution of(TPP)AlMe (0.5 mmol). MeOH (5 mL) was added by a syringe in a nitrogen stream, and the mixture was stirred for 15 h in a nitrogen atmosphere at room temperature The solvent and unreacted MeOH were removed from the reaction mixture under reduced pressure to leave 1 as a purple powder: Takeda, N.; Inoue, S. Bull. Chem. Soc. Jpn. 1978, 51, 3564.
17. 1H NMR measurements to estimate the yield of propylene carbonate (PC) formed. Ushio LX-300, a 300-W Xe lamp, with Kenko HA-50 filter for visible light (λ > 380 nm) or Kenko U-330 filter for UV light (λ = 290-360 nm) was used for irradiation at 25°C.
18. Although the coordination of stilbazole (2) to methoxyaluminum porphyrin (1) could not be estimated quantitatively by the spectral analyses, the coordination of a related compound, chloroaluminum porphyrin [(TPP)-AlCl] with cis-2, but not with trans-2, was confirmed by UV/vis spectrum. Furthermore, the coordination of 2 to (TPP)AlCl was reversibly controlled by UV and visible light irradiation.