Gale, Philip A., Sessler, Jonathan L., Lynch, Vincent and Sansom, Petra I.
Synthesis of a new cylindrical calixarene-calixpyrrole pseudo dimer
Tetrahedron Letters, 37, (44), . (doi:10.1016/0040-4039(96)01805-9).
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The synthesis of a new calixarene-capped calixpyrrole 2 has been achieved using p-tert-butylcalixarene tetramethyl ketone 1 as a template. Using this approach, the stereochemistry at the calixpyrrole meso-carbons is automatically defined. The X-ray crystal structure of 2 has been elucidated and reveals hydrogen bonding between the pyrrole NH groups and the oxygens at the lower rim of the calixarene. NMR studies confirm the importance of these interactions in solution.
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