Photochemical production of sugar-like interconvertible anomeric naphthopyranylhemiacetals from acenaphthylene and chloranil

Chemistry Letters

Volumn , Issue 5, 2001, Pages 448-449

  Haga, Naoki ^a   Takayanagi, Hiroaki ^b   Tokumaru, Katsumi ^c  

^a TOKYO UNIVERSITY OF AGRICULTURE AND TECHNOLOGY   (Japan)

^b KITASATO UNIVERSITY   (Japan)

^c UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0035533921     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2001.448     Document Type: Article

References (17)

1. N. Haga, H. Takayanagi, and K. Tokumaru, J. Org. Chem., 62, 5372 (1998).
2. N. Haga, H. Takayanagi, and K. Tokumaru, Chem. Commun., 1998, 2093.
3. At 432 nm, both ACN and TCBQ have comparable molar absorption coefficients. Therefore, under > 420 nm irradiation, both of ACN and TCBQ will be nearly equally excited.
4. 11
5. 6): δ 152.2, 134.7, 134.1, 133.4, 132.7, 130.5, 129.5, 129.2, 127.5, 126.8, 126.7, 126.3, 124.6, 123.0, 121.1. 120.7, 94.9, 71.5.
6. int = 0.025), RI (I > 3σ), = 0.075, R = 0.136, Rw = 0.228.
7. R. M. Wilson, S. W. Wunderly, T. F. Walsh, A. K. Musser, R. Outcalt, F. Geiser, S. K. Gee, W. Brabender, L. Yerino, Jr., T. T. Conrad, and G. A. Tharp., J. Am. Chem. Soc., 104, 4429 (1982).
8. 3): δ 149.4, 134.2, 133.7, 132.7, 132.1, 130.3, 129.3, 128.4, 126.6, 125.8, 125.6, 125.4. 123.3, 121.2, 119.9, 118.8, 98.3, 98.1.
9. im = 0.076), RI (I > 3σ), = 0.075, R, 0.070; Rw, 0.080.
10. N. J. Bunce, in "The Chemistry of Quinoid Compounds, Part 1," ed. by S. Patai. Wiley & Sons. New York (1974), pp. 465-538, and references cited therein.
11. K. Maruyama and A. Osuka, in "The Chemistry of Quinoid Compounds, Part 2;" ed. by S. Patai and Z. Rappoport, Wiley & Sons, New York (1988), pp. 759-878, and references cited therein.
12. D. Creed, in "CRC Handbook of Organic Photochemistry and Photobiology," ed. by W.M. Horspool and P-S. Song, CRC Press, Boca Raton, Florida (1995), pp. 737-747.
13. K. Maruyama and Y. Kubo, "CRC Handbook of Organic Photochemistry and Photobiology," pp. 748-756.
14. G. Jones, II, in "Organic Photochemistry," ed. by S. Padwa, Marcel Dekker, New York (1981), vol. 5, pp. 1-122.
15. A. G. Griesbeck, in "CRD Handbook of Organic Photochemistry and Photobiology," ed. by W. M. Horspool and P-S. Song, CRC Press, Boca Raton, Florida (1995), pp. 522-535.
16. N. Haga, H. Takayanagi, and K. Tokumaru, J. Org. Chem., 62, 3734 (1997).
17. TEXSAN: Structure Analysis Package, Molecular Structure Corporation (1985 and 1999).