Triphenylphosphonium-stoppered [2]rotaxanes

Stuart J. Rowan, Stuart J. Cantrill, J. Fraser Stoddart

Research output: Contribution to journalArticle

76 Citations (Scopus)

Abstract

(equation presented) The template-directed syntheses of two [2]rotaxanes, one carrying one and the other two triphenylphosphonium stoppers, have been achieved using a threading-followed-by-stoppering approach. Either one or two benzylic bromide functions-located at the para-positions of dibenzylammonium-based ions, which become encircled by dibenzo[24]crown-8 macrocycles during the initial thermodynamically controlled phases that mark the recognition events-serve as sites for nucleophilic attack by triphenylphosphine during the subsequent kinetic stages that lead to the formation of the two [2]rotaxanes.

Original languageEnglish
Pages (from-to)129-132
Number of pages4
JournalOrganic Letters
Volume1
Issue number1
Publication statusPublished - 1999 Jul 15
Externally publishedYes

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Rotaxanes
attack
bromides
templates
kinetics
synthesis
Bromides
ions
Ions
Kinetics

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Rowan, S. J., Cantrill, S. J., & Stoddart, J. F. (1999). Triphenylphosphonium-stoppered [2]rotaxanes. Organic Letters, 1(1), 129-132.

Triphenylphosphonium-stoppered [2]rotaxanes. / Rowan, Stuart J.; Cantrill, Stuart J.; Stoddart, J. Fraser.

In: Organic Letters, Vol. 1, No. 1, 15.07.1999, p. 129-132.

Research output: Contribution to journalArticle

Rowan, SJ, Cantrill, SJ & Stoddart, JF 1999, 'Triphenylphosphonium-stoppered [2]rotaxanes', Organic Letters, vol. 1, no. 1, pp. 129-132.
Rowan SJ, Cantrill SJ, Stoddart JF. Triphenylphosphonium-stoppered [2]rotaxanes. Organic Letters. 1999 Jul 15;1(1):129-132.
Rowan, Stuart J. ; Cantrill, Stuart J. ; Stoddart, J. Fraser. / Triphenylphosphonium-stoppered [2]rotaxanes. In: Organic Letters. 1999 ; Vol. 1, No. 1. pp. 129-132.
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