Triphenylphosphonium stoppered [2]rotaxanes

Citation
Sj. Rowan et al., Triphenylphosphonium stoppered [2]rotaxanes, ORG LETT, 1(1), 1999, pp. 129-132
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
1
Year of publication
1999
Pages
129 - 132
Database
ISI
SICI code
1523-7060(19990715)1:1<129:TS[>2.0.ZU;2-Z
Abstract
[GRAPHICS] The template directed syntheses of two [2]rotaxanes, one carrying one and t he other two triphenylphosphonium stoppers, have been achieved using a thre ading-followed-by-stoppering approach. Either one or two benzylic bromide f unctions-located at the para positions of dibenzylammonium-based ions, whic h become encircled by dibenzo[24]crown-8 macrocycles during the initial the rmodynamically controlled phases that mark the recognition events-serve as sites for nucleophilic attack by triphenylphosphine during the subsequent k inetic stages that lead to the formation of the two [2]rotaxanes.