
%0 Journal Article
%A Vidal, B 
%A Conan, JY 
%A Lamaty, G 
%A Vardin, J 
%T Geometry of Some Strained Oxygen Ring Compounds: 1,3-Benzodioxole and 2,3-Dihydro-1,4-benzodioxin (Benzodioxan). Application to the Geometry of (6aR-<I>cis</I>)-3-Methoxy-6a,12a-dihydro-6h-[1,3]dioxolo-[5,6]benzofuro[3,2-C] [1]benzopyran (Pterocarpin)
%J Australian Journal of Chemistry
%D 1988/07/01
%V 41
%N 7
%P 1107-1116
%K 
%R https://doi.org/10.1071/CH9881107
%U https://www.publish.csiro.au/paper/CH9881107 
%X The geometry of benzodioxole, benzodioxan and the strained five- membered rings of pterocarpin are studied by the MNDO method. We show that in benzodioxole there is bond alternation towards a Kekule -like structure such as in indan (Mills-Nixon effect). In benzodioxole, owing to the smaller perimeter of the fused ring and enhanced strain, alternation is more pronounced than in indan . An explanation is offered for the strong distortion in ring angles in benzodioxole compared with indan. The effect of strain in benzodioxan and pterocarpin is discussed. 
