Abstract
We recently identified competitive formation of doubly interlocked [3]rotaxanes as the origin of the non-linear variation in yield of [2]rotaxane with macrocycle size in the bipyridine-mediated AT-CuAAC reaction. Selection of reaction conditions gave [2]rotaxanes in essentially quantitative yield in all cases and hard to access doubly threaded [3]rotaxanes in up to 50% yield in a single, four component coupling. Based on the effect of macrocycle structure on the reaction outcome we propose a detailed mechanism of [3]rotaxane formation.
Original language | English |
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Pages (from-to) | 2398-2404 |
Number of pages | 7 |
Journal | Chemical Science |
Volume | 6 |
Issue number | 4 |
DOIs | |
Publication status | Published - 1 Apr 2015 |
Bibliographical note
Publisher Copyright:© The Royal Society of Chemistry.
ASJC Scopus subject areas
- General Chemistry