Open AccessIon-Pair Selective Conformational Rearrangement of Sulfonamide Calix[6]arene-Based Pseudorotaxanes
Author(s) -
Gianpiero Cera,
Margherita Bazzoni,
Arturo Arduini,
Andrea Secchi
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.0c01191
Subject(s) - chemistry , sulfonamide , counterion , threading (protein sequence) , stereochemistry , ion , calixarene , crystallography , combinatorial chemistry , molecule , organic chemistry , protein structure , biochemistry
We describe the synthesis of a new class of trisulfonamide calix[6]arene-based wheels that can bind dialkylviologen salts, in apolar media. The threading process occurs through a selective ion-pair recognition, established by the sulfonamide groups with the counterions of the bipyridinium salts, that dictates a conformational rearrangement of the corresponding pseudorotaxanes.