title: Photoreaction of a 2,11-diaza[3.3]paracyclophane derivative: formation of octahedrane by photochemical dimerization of benzene.
abstract: Upon photoirradiation at 300 nm, the title diazaparacyclophane (R = COCF3) provided an octahedrane by the photodimerization of its benzene chromophores. This is the first photochemical formation of octahedrane, namely, via the dimerization of benzene. No octahedrane formation was observed for the photolysis of corresponding carbon-bridged paracyclophane. Thus the nitrogen bridges play an important role in the excited state to afford the octahedrane.
authors.affiliation: Division of Chemistry and Biochemistry, The Graduate School of Natural Science and Technology, Okayama University, Tsushima-Naka 3-1-1, Okayama 700-8530, Japan. hokamoto@cc.okayama-u.ac.jp
authors.forename: Hideki
authors.initials: H
authors.lastname: Okamoto
authors.forename: Kyosuke
authors.initials: K
authors.lastname: Satake
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Ishida
authors.forename: Masaru
authors.initials: M
authors.lastname: Kimura
mesh_terms: D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000528:radiation effects*; D001554:Benzene / Q000737:chemistry* / Q000528:radiation effects*; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000528:radiation effects*; D018360:Crystallography, X-Ray; D019281:Dimerization; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D010777:Photochemistry; D012680:Sensitivity and Specificity; D014466:Ultraviolet Rays
chemical_list: C516927:2,11-diaza(3.3)paracyclophane; D001372:Aza Compounds; D001952:Bridged-Ring Compounds; C516928:octahedrane; D001554:Benzene