SYNTHESIS AND PROPERTIES OF A NEW SERIES OF TROGEROPHANES

A new series of macrocyclic compounds with one or two Troger base skel etons has been synthesized by condensing mono-, di-, tri-, and teraeth yleneglycol bis(p-aminophenoxy) ethers with formalin in the presence o f concentrated hydrochloric acid in ethanol at room temperature for 13 days. This simple one-step cyclization provided 19 in remarkably high yield (46%) and 17, 18, and 20 in yields reflecting the strain of the rings and statistical factors. Complexation with lithium thiocyanate was observed for 20, the structure of which was elucidated by X-ray cr ystallography.