Dynamic hemicarcerands and hemicarceplexes

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

Research output: Contribution to journalArticle

81 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

Fingerprint

Imines
imines
Trifluoroacetic Acid
acids
Ion exchange
Acids
3-phenylenediamine
ferrocene

ASJC Scopus subject areas

  • Molecular Medicine

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.

Dynamic hemicarcerands and hemicarceplexes. / Ro, Stephen; Rowan, Stuart J.; Pease, Anthony R.; Cram, Donald J.; Stoddart, J. Fraser.

In: Organic Letters, Vol. 2, No. 16, 10.08.2000, p. 2411-2414.

Research output: Contribution to journalArticle

Ro, S, Rowan, SJ, Pease, AR, Cram, DJ & Stoddart, JF 2000, 'Dynamic hemicarcerands and hemicarceplexes', Organic Letters, vol. 2, no. 16, pp. 2411-2414.
Ro S, Rowan SJ, Pease AR, Cram DJ, Stoddart JF. Dynamic hemicarcerands and hemicarceplexes. Organic Letters. 2000 Aug 10;2(16):2411-2414.
Ro, Stephen ; Rowan, Stuart J. ; Pease, Anthony R. ; Cram, Donald J. ; Stoddart, J. Fraser. / Dynamic hemicarcerands and hemicarceplexes. In: Organic Letters. 2000 ; Vol. 2, No. 16. pp. 2411-2414.
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