Open AccessHeterofunctionalized Cavitands by Macrocyclization of Sequence-Defined Foldamers
Author(s) -
Joseph W. Meisel,
Chunhua Hu,
Andrew D. Hamilton
Publication year - 2019
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.9b02708
Subject(s) - cavitand , chemistry , foldamer , combinatorial chemistry , sequence (biology) , molecular recognition , scaffold , solid phase synthesis , molecule , supramolecular chemistry , stereochemistry , organic chemistry , biochemistry , peptide , medicine , biomedical engineering
Macrocyclic hosts have long been the workhorses of molecular recognition. Despite the widespread use of container-shaped molecules as synthetic receptors, an efficient preparation of cavitands bearing multiple functional groups has not been realized. This Letter describes a new cavitand derived from a sequence-defined oligoamide foldamer scaffold. A solid-phase synthesis approach is reported, which enables the display of multiple chemically diverse functional groups on the cavitand rim.
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