
%0 Journal Article
%A Becker, H 
%A Skelton, BW 
%A White, AH 
%T Photochemical Isomerization of (<i>E,Z</i>)-1,5-Bis(9-anthryl)penta-1,4-dien-3-one and its Intramolecular Diels-Alder Adduct
%J Australian Journal of Chemistry
%D 1985/10/01
%V 38
%N 10
%P 1471-1480
%K 
%R https://doi.org/10.1071/CH9851471
%U https://www.publish.csiro.au/paper/CH9851471 
%X Photoexcitation  of (E,Z)-1,5-bis(9-anthryl)penta-1,4-dien-3-one (2) leads to 4-(9-anthryl)-4,5-dihydro-5,9b[1&#8242;,2&#8242;]-benzeno-9bH- benz [e]indene-3(3aH)-one (3) which is formed by an intramolecular Diels -Alder addition. Upon irradiation, (3) undergoes a skeletal rearrangement to give a product (4), rationalized in terms of a stepwise reaction involving diradical intermediates. The molecular structure of (4) has been established by X-ray diffraction, and the stereochemistry of (3) deduced from the results of X-ray diffraction studies of its reduction products (5) and (6). 
