Lj. Barbour et al., Experimental evidence for alkali-metal ion cation-pi interactions using bibracchial lariat ether complexes, IND ENG RES, 39(10), 2000, pp. 3436-3441
Attempts to demonstrate cation-pi interactions between alkenes and/or alkyn
es and such alkalimetal cations as Na+ and K+ have proved largely unsuccess
ful. Recently, however, lariat ethers having side arms terminated by either
indole or phenol have afforded solid complexes that exhibit clear evidence
for cation-pi complexation when studied by X-ray crystallography.