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Photochemistry of 11,12-bis(aminomethyl)-9,10-dihydro-9,10-ethenoanthracene in solution and in the solid state

TitlePhotochemistry of 11,12-bis(aminomethyl)-9,10-dihydro-9,10-ethenoanthracene in solution and in the solid state
Publication TypeJournal Article
Year of Publication1997
AuthorsScheffer, JR, Ihmels, H
JournalLiebigs Annalen-Recueil
Pagination1925-1929
Date PublishedSep
Type of ArticleArticle
ISBN Number0947-3440
KeywordsCRYSTALLINE, cyclizations, ethenoanthracenes, PHOTOCHEMISTRY, PYRROLES, solid-state chemistry
Abstract

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 semibull-valene 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.
URL<Go to ISI>://A1997XV55400017