112107-62-7Relevant academic research and scientific papers
Syntheses of Condensed Polycyclic Azonia Aromatic Compounds by Photocyclization
Arai, Sadao,Takeuchi, Tsuneo,Ishikawa, Masanori,Takeuchi, Tatsuo,Yamazaki, Masuo,Hida, Mitsuhiko
, p. 481 - 488 (2007/10/02)
Stilbene-type photocyclization provides a good route to new condensed polycyclic azonia aromatic compounds.The structures of the new compounds so formed have been confirmed by direct comparison with independently prepared samples.The photocyclization of the 2-styrylisoquinolinium salt (11) and 1-pyridinium salt (12) gave the dibenzoquinolizinium salt (14) and the naphthoquinolizinium salt (16) in 24 and 45percent yields, respectively.The 2--isoquinolinium salt (13) was photocyclized to afford 2a-azoniabenzoperylene perchlorate (24) in 30percent yield.It was also found that 4-methyl-2a-azoniadibenzophenanthrene perchlorate (27), prepared from 1-(1-napthylthio)isoquinoline, upon photocyclization gave the methyl derivative of (24), compound (28).Bond formation via a conrotatory photocyclization is possible when the bond order (Prs*) between the atoms r and s, involved in the cyclizaton in the excited state, has a negative value.
