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A New Glycorotaxane Molecular Machine Based on an Anilinium and a Triazolium Station
Author(s) -
Coutrot Frédéric,
Busseron Eric
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800480
Subject(s) - rotaxane , deprotonation , computer science , click chemistry , sequence (biology) , molecular machine , chemistry , combinatorial chemistry , molecule , materials science , nanotechnology , organic chemistry , supramolecular chemistry , biochemistry , ion
A glycorotaxane molecular machine : The mannosyl [2]rotaxane shuttle contains an original triazolium station, an anilinium station, and a mannoside stopper. The mild synthesis of the [2]rotaxane can be carried out by a templated approach using a two‐step sequence: 1) “click chemistry” and 2) N‐methylation of the 1,2,3‐triazole. The dibenzo[24]crown‐8 (DB24C8) has a better affinity for the anilinium station than for the triazolium one. After deprotonation, the DB24C8 moves around the triazolium station.