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Photochemistry of 11,12‐bis(Aminomethyl)‐9,10‐dihydro‐9,10‐ethenoanthracene in Solution and in the Solid State
Author(s) -
Scheffer John R.,
Ihmels Heiko
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970919
Subject(s) - chemistry , solid state , photochemistry , steric effects , singlet state , photodissociation , irradiation , derivative (finance) , salt (chemistry) , triplet state , pyrrole , organic chemistry , molecule , excited state , nuclear physics , financial economics , economics , physics
The photochemistry of 11,12‐bis(aminomethyl)‐9,10‐dihydro‐9,10‐ethenoanthracene ( 4 ) was investigated in solution and in the solid state. Direct irradiation of 4 gave the singlet state photoproduct 5 , whereas the triplet derived photoproduct could only be obtained by irradiating the bis(hydrochloride) salt of 4 in the presence of xanthen‐9‐one to give semibullvalene 6‐(HCl) 2 . Solid state photolysis of 4 resulted in the formation of the pyrrole derivative 7 , which is likely due to steric interactions in the solid state.