Open AccessAcyclic Cucurbit[n]uril-Type Receptors: Optimization of Electrostatic Interactions for Dicationic Guests
Author(s) -
Xiaoyong Lu,
Sandra A. Zebaze Ndendjio,
Peter Y. Zavalij,
Lyle Isaacs
Publication year - 2020
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.0c01637
Subject(s) - chemistry , receptor , type (biology) , stereochemistry , combinatorial chemistry , biochemistry , biology , ecology
The synthesis of acyclic CB[ n ]-type host ( 1 ) is reported. By optimizing the placement of the sulfate groups nearby the electrostatically negative ureidyl C═O portals, the binding affinity of this class of receptors toward hydrophobic (di)ammonium guest molecules ( 5 - 23 ) is maximized. The X-ray crystal structures of 1·6a and 1 · 6d are reported.
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