Abstract
The self-assembly of three new rotaxanes - two [2]rotaxanes and a [3]rotaxane - formed by a "threading followed by stoppering" approach is described. These template-directed syntheses rely on the formation of pseudorotaxane intermediates, which self-assemble in solution from functionalized secondary dialkylammonium hexafluorophosphate threads and macrocyclic polyether rings (either dibenzo[24]crown-8 or its asymmetric constitutional isomer). The stoppers - substituted 1,2,3-triazoles - were created by thermally allowed 1,3-dipolar cycloadditions between azido groups, which terminate the threads, and di-tert-butyl acetylenedicarboxylate.
Original language | English (US) |
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Pages (from-to) | 729-736 |
Number of pages | 8 |
Journal | Chemistry - A European Journal |
Volume | 2 |
Issue number | 6 |
DOIs | |
State | Published - 1996 |
Keywords
- Merlocking molecules
- Molecular recognition
- Pseudorotaxanes
- Rotaxanes
- Template syntheses
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry