A Simple Access to Indolino-Azepines - A New Halochromic System for Information Recording

Abstract

A new periselective reaction of an 8π-system is reported. This system is prepared by the reaction of spiro[2-cyclopropene-1,9Ž-fluorene]-2,3-dimethyldicarboxylates 2 with 2-styryl-3H-indoles 1 to afford azepine derivatives 4. The addition of acids to 4 causes an important color change, thus generating a new halochromic system.

Key words

electrocyclization - halochromism - heterocycles - cycloreversion

References

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Crystallographic data (excluding structure factors)for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre, Lensfield Road, Cambridge CB2 1EW, UK as supplementary publication under the number CCDC 117323.