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Photochemische Umwandlungen. XVIII Photochemische Isomerisierung annellierter Oxanorbornadiene Vorläufige Mitteilung
Author(s) -
Prinzbach H.,
Würsch P.,
Vogel P.,
Tochtermann W.,
Franke G.
Publication year - 1968
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.660510429
Subject(s) - chemistry , furan , isomerization , derivative (finance) , cycloaddition , photoexcitation , photochemistry , medicinal chemistry , stereochemistry , organic chemistry , excited state , physics , nuclear physics , financial economics , economics , catalysis
Photochemical cycloaddition reactions in anellated oxanorbornadiene derivatives have been investigated. In the case of 7a the tetracyclic isomer 8a can be isolated which adds dimethylacetylenedicarboxylate in the manner of a bis‐homo‐furan system. On thermal activation 8a yields the thiepino‐oxepin derivative 9a. In contrast, on direct photoexcitation of the benzoxanorbornadiene the primary photoproduct cannot be identified, the reaction leading directly to the benz[d]oxepin.