Synthesis and Properties of Optically Active Coronands Incorporating Sulfoxide and Sulfoximine Functionality

A number of optically active coronands incorporating sulfoxide and sulfoximine functionality have been prepared and their association constants for complexes with alkali metal and ammonium picrates have been measured. Some of these complexes have association constants greater than 70000 1. mol-1 with selectivity for lithium and sodium cations, but no stereoselectivity has been observed for complexes with racemic ammonium guests. The X-ray crystal structure of one of the sulfoxide coronands is reported.