Dynamic hemicarcerands and hemicarceplexes

Stephen Ro, Stuart J. Rowan, Anthony R. Pease, Donald J. Cram, J. Fraser Stoddart

Research output: Contribution to journalArticle

82 Citations (Scopus)

Abstract

(equation presented) The reversible nature of the imine bond formation in CDCl3 solution has been exploited to exchange substituted for unsubstituted m-phenylenediamine (MPD) units in hemicarcerand octaimines. Moreover, acid-catalyzed imine exchange has been shown to provide a novel mechanism whereby ferrocene (Fc) can be released as an entrapped guest from the hemicarceplex C2B4⊙Fc dissolved in CDCl3 to give the hemicarcerand C2B4 when excess of both MPD and trifluoroacetic acid are present.

Original languageEnglish
Pages (from-to)2411-2414
Number of pages4
JournalOrganic Letters
Volume2
Issue number16
Publication statusPublished - 2000 Aug 10
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine

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  • Cite this

    Ro, S., Rowan, S. J., Pease, A. R., Cram, D. J., & Stoddart, J. F. (2000). Dynamic hemicarcerands and hemicarceplexes. Organic Letters, 2(16), 2411-2414.