
%0 Journal Article
%A Dent, BR 
%A Halton, B 
%T Studies in the Cycloproparene Series: 1,1-Dichloro-1h-Cyclopropa[l]Phenanthrene
%J Australian Journal of Chemistry
%D 1986/11/01
%V 39
%N 11
%P 1789-1801
%K 
%R https://doi.org/10.1071/CH9861789
%U https://www.publish.csiro.au/paper/CH9861789 
%X Phenanthrenes (5c-e) substituted at the 9-position with sulfur or selenium undergo addition of dichlorocarbene to provide the corresponding 1a-substituted 1a,9b-dihydro-cyclopropa[l]phenanthrenes (6c-e). Oxidation of the phenylselenocyclopropaphenanthrene (6e) followed by selenoxide elimination provides products resulting from cleavage of the three-membered ring. Complementary deuterium labelling studies show that the major pathway for this elimination proceeds via 1,1-dichloro-1H-cyclopropa[l]phenanthrene (4b). 
