An Extremely Long-Lived Singlet 4,4-Dimethoxy-3,5-diphenylpyrazolidine-3,5-diyl Derivative: A Notable Nitrogen-Atom Effect on Intra- and Intermolecular Reactivity

Authors

  • Manabu Abe Prof. Dr.,

    1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University (HANDAI), 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 6-6879-7930
    Search for more papers by this author
  • Emi Kubo,

    1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University (HANDAI), 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 6-6879-7930
    Search for more papers by this author
  • Koichi Nozaki Prof. Dr.,

    1. Department of Chemistry, Graduate School of Science, Osaka University (HANDAI), 1-16 Machikaneyama, Toyonaka, Osaka 560-0043, Japan
    Search for more papers by this author
  • Takashi Matsuo,

    1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University (HANDAI), 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 6-6879-7930
    Search for more papers by this author
  • Takashi Hayashi

    1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University (HANDAI), 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 6-6879-7930
    Search for more papers by this author

Errata

This article is corrected by:

  1. Errata: Berichtigung: An Extremely Long-Lived Singlet 4,4-Dimethoxy-3,5-diphenylpyrazolidine-3,5-diyl Derivative: A Notable Nitrogen-Atom Effect on Intra- and Intermolecular Reactivity Volume 124, Issue 48, 12095, Article first published online: 21 November 2012

  • This work was supported in part by the Ministry of Education, Science, Sports, and Culture, Japan (Grant-in-Aid for Scientific Research (B), No. 17350019), the Mitsubishi Chemical Corporation Fund, and the Tokuyama Scientific Fund. We thank the Analytical Center of Faculty of Engineering, Osaka University.

Abstract

original image

Leben auf der Überholspur: Ein äußerst langlebiger Singulettzustand von 4,4-Dimethoxy-3,5-diphenylpyrazolin-3,5-diyl (1; τ=9.67 ms bei Raumtemperatur) wird vorgestellt, der intramolekular das Produkt einer Sauerstoffwanderung liefert und intermolekular mit 4-Phenyl-1,2,4-triazolin-3,5-dion (PTAD) zum Cycloaddukt reagiert. Die Diradikalzwischenstufe wurde anhand ihrer Absorptionsbande bei 645 nm charakterisiert.

Ancillary