Reversible photochemistry and photocyclization of 10H,10′H-bianthrylidene

Rafi Korenstein, Karol A. Muszkat, Ernst Fischer

Research output: Contribution to journalArticlepeer-review

Abstract

The photochemistry of 10,H,10′H-bianthrylidene was extensively studied over a wide temperature range. Two photoisomers, C and E, are formed, both reverting thermally to the parent modification A. The C isomer is a cyclization product of the 4a.4b-dihydrophenanthrene type, whereas the E isomer results from cis-trans-isomerization about the central double bond together with additional torsions about the four single bonds of the 9,9′- ethylene system. The A, E, and C modifications are oxidized by atomic iodine. The dependence of the quantum yield of fluorescence on temperature indicates that intersystem crossing is an activated process above a certain critical temperature (ca. -130°) and non-activated at lower temperatures. The C modification is formed from the excited singlet and the E isomer from the triplet state.

Original languageEnglish
Pages (from-to)564-569
Number of pages6
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number5
DOIs
StatePublished - 1977
Externally publishedYes

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