Difference in photochemical behavior in 3,6- and 2,5-di-tert-butyl-3H-azepine: The first photochemical bond formation between 2- and 6-position of 3H-azepine ring

Kyosuke Satake, Shizuka Takami, Yuko Tawada, Masaru Kimura

    Research output: Contribution to journalArticlepeer-review

    2 Citations (Scopus)

    Abstract

    Different photochemical behavior between 3,6- and 2,5-di-t-butyl-3H-azepine was observed. The former gave wavelength dependent products 3,5-di-t-butylpyridine on irradiation through Pyrex filter via photolysis and 4,7-di-t-butyl-2-azabicyclo[3.2.0]hepta-2,6-diene on irradiation through quartz filter via photo-isomerization. Meanwhile, 2,5-di-t-butyl derivative gave exclusively a labile 2,5-di-t-butyl-6-azabicyclo-[3.2.0]hepta-2,6-diene on irradiation through Pyrex filter via hitherto unknown photoisomerization mode of the bond formation between 2- and 6-position of the ring.

    Original languageEnglish
    Pages (from-to)1337-1338
    Number of pages2
    JournalJournal of Heterocyclic Chemistry
    Volume39
    Issue number6
    DOIs
    Publication statusPublished - Jan 1 2002

    ASJC Scopus subject areas

    • Organic Chemistry

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