The chemistry of polycyclic arene imines. II. Photochemistry of phenanthrene 9,10‐imine and of its  N ‐butyl derivative | Zendy

Weitzberg Moshe | Zendy; Avnir David | Zendy; Aizenshtat Zeev | Zendy; Blum Jochanan | Zendy

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The chemistry of polycyclic arene imines. II. Photochemistry of phenanthrene 9,10‐imine and of its N ‐butyl derivative

Author(s) -

Weitzberg Moshe,

Avnir David,

Aizenshtat Zeev,

Blum Jochanan

Publication year - 1983

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570200435

Subject(s) - chemistry , phenanthrene , imine , dichloromethane , oxazole , medicinal chemistry , photochemistry , organic chemistry , catalysis , solvent

The uv irradiation of phenanthrene 9, 10‐imine has been shown to give 9 H ‐tetrabenzo[ a, c, g, i ]carbazole as the major photo‐product both in argon purged acetone and in dichloromethane. Phenanthrazine, N ‐9‐phenanthrenyl‐9‐phenanthrenamine and phenanthrene were formed in smaller quantities. 9‐Phenanthrenamine was found to be a minor by‐product. N ‐Butylphenanthrene 9, 10‐imine yielded under similar conditions phenanthrene and N ‐butyl‐9‐phenanthrenamine as the only isolable polycyclic compounds. In the presence of air the substituted imine gave mainly 2‐propylphenanthro[9, 10‐ d ]oxazole.

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