A calix[6]arene dimer linked through amino acid hydrogen bond interactions

作者：Rincon AM; Prados P; de Mendoza J^*

来源：European Journal of Organic Chemistry, 2002, 2002(4): 640-644.

DOI：10.1002/1099-0690(200202)2002:4<640::aid-ejoc640>3.0.co;2-u

• association
• calixarenes
• hydrogen bonds
• self-assembly
• supramolecular chemistry

A calix[6]arene containing three leucine residues at the lower rim dimerizes in apolar solvents with the formation of up to eighteen hydrogen bonds, giving rise to a self-assembled molecular capsule. The dimerization in chloroform was conformed by NMR spectroscopy and gel permeation chromatography, as well as by molecular mechanics and dynamics calculations. The highly flexible structure is unable to encapsulate guests of complementary size, probably because six methoxy groups and one of the leucyl residues permanently occupy the cavity.

• 出版日期2002-2