Host-guest complexation. 53. Functional groups preorganized in hemispherands for binding alkali metal and ammonium cations

…, CB Knobler, MP DeGrandpre, DJ Cram

Index: Bryant, Judi A.; Helgeson, Roger C.; Knobler, Carolyn B.; deGrandpre, Mark P.; Cram, Donald J. Journal of Organic Chemistry, 1990 , vol. 55, # 15 p. 4622 - 4634

Full Text: HTML

Citation Number: 28

Abstract

The synthesis and free energies are reported for 10 new hemispherands (1, 2, 4, 6, 7-9, 11- 13) binding alkali metal and ammonium picrate salts at 25" C in CDCI, saturated with D20. These hemispherands possess the general structure I, in which two 4-substituted anisole units flank and preorganize for binding the heteroatoms of substituted aromatic or heterocyclic systems. These macrocycles, like three previously reported (3, 5, lo), contain ...