TY - JOUR
T1 - The chemistry of polycyclic arene imines. II. Photochemistry of phenanthrene 9,10‐imine and of its N‐butyl derivative
AU - Weitzberg, Moshe
AU - Avnir, David
AU - Aizenshtat, Zeev
AU - Blum, Jochanan
PY - 1983
Y1 - 1983
N2 - The uv irradiation of phenanthrene 9, 10‐imine has been shown to give 9H‐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.
AB - The uv irradiation of phenanthrene 9, 10‐imine has been shown to give 9H‐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.
UR - http://www.scopus.com/inward/record.url?scp=84986520526&partnerID=8YFLogxK
U2 - 10.1002/jhet.5570200435
DO - 10.1002/jhet.5570200435
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AN - SCOPUS:84986520526
SN - 0022-152X
VL - 20
SP - 1019
EP - 1022
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 4
ER -