Pagodane

Pagodane is an organic compound with formula C20H20 whose carbon skeleton was said to resemble a pagoda, hence the name.

In particular, the basic compound C20H20 has those carbons connected by four methylene bridges (m=n=p=q=1), and its name within that family is therefore [1.1.1.1]pagodane.

Prinzbach remarked that "the obvious need for [the short name 'pagodane'] can be readily understood in view of the von Baeyer/IUPAC and Chemical Abstracts nomenclature", undecacyclo[9.9.0.01,5.02,12.02,18.03,7.06,10.08,12.011,15.013,17.016,20]icosane.

While fewer steps and higher yield look attractive at first sight, this approach had to be given up due to high cost and restricted availability of the dioxide.

[4][5] These dications were the first examples to show the phenomenon of σ-bishomoaromaticity which was subsequently studied by the Prinzbach group to great length.

Stereo, skeletal formula of pagodane
Stereo, skeletal formula of pagodane
Ball and stick model of pagodane
Ball and stick model of pagodane
Synthesis of pagodane starting from isodrin