Synthesis, structure, and spectral and photochemical properties of fulgides of the indole series with an adamantylidene fragment View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

1996-09

AUTHORS

S. M. Aldoshin, A. N. Utenyshev, A. V. Metelitsa, M. I. Knyazhanskii, O. T. Lyashik, E. A. Medyantseva, V. I. Minkin

ABSTRACT

New fulgides of the indole series with adamantylidene fragments were synthesized: 3-(adamant-2-ylidene)-2-[1′-(3′-indolylethylidene)]succinic anhydride (I) and 3-(adamant-2-ylidene)-2-(3′-indolylmethylene)]succinic anhydride (2). By means of electronic absorption and1H NMR spectroscopy and X-ray diffraction analysis, fulgides1 and2 were shown to haveZ- andE-configurations, respectively. The photochemical properties of1 and2 were studied. It was shown that along withZ-E photoisomerization of these compounds, in solution they undergo a cyclization reaction to yield a colored photoproduct. Specific structural features of fulgide1 affecting its photochemical properties were discussed. The introduction of a bulky adamantylidene group decreases the extent of the conversion of compound1 into cyclic isomerC. More... »

PAGES

2184-2188

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf01430736

DOI

http://dx.doi.org/10.1007/bf01430736

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1047767953


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