Overcrowded molecules. Part XIII. Thermally stable photochromic systems involving (E)-2-isopropylidene-3-(naphthylmethylene)succinic anhydrides and N-phenylimides
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 22,p. 2227-2232
- https://doi.org/10.1039/p19750002227
Abstract
(E)-2-Isopropylidene-3-(α- or β-naphthylmethylene)succinic anhydrides and N-phenylimides undergo reversible photochemical ring closure to form orange or red 4,4a-dihydrophenanthrenes (DHPs) which are thermally stable at ambient temperature presumably because of their fused benzene rings. The potentially multiphotochromic yellow (E,E)-3,3′-di-isopropylidene-2,2′-(naphthalene-2,6-diyldimethylidyne)disuccinic bis-N-imide gives, on irradiation at 366 nm, the thermally stable red DHP. Attempts to cyclise this DHP or to detect a double ring closure of the bis-imide proved unsuccessful.Keywords
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