Abstract: The synthesis of the new class of metacyclophanes (3), in which the value of n is at least 8, is realized in high yield by reaction of the corresponding indene 1 with reagents generally assumed to provide dichlorocarbene. The spectra and proof of structure of 3b and 3c are discussed, together with extensive studies of 2, 3-dirnethylindene used as a model. ing expansion reactions of 1, l-dihalocyclopropanes R are thought to occur by rate- ...