Noncovalent synthesis of donor/acceptor stacks

Barbara Colonna, Stephan Menzer, Françisco M. Raymo, J. Fraser Stoddart, David J. Williams

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Abstract

Supramolecular arrays composed of alternating tetracyanoethylene acceptors (A) and 1,4-dioxybenzene-based donors (D) self-assemble spontaneously in the solid state. Infinite one-dimensional [···A···D···A···D···] stacks are formed by co-crystallizing tetracyanoethylene and 1,4-dimethoxybenzene. When bis-p-phenylene-34-crown- 10, possessing two 1,4-dioxybenzene donors (D-D) bridged by polyether chains, is employed, infinite one-dimensional [···A···D-D···A···D- D···] arrays are formed with the cavities of macrocyclic polyethers of adjacent stacks perfectly in register to afford channels-occupied by MeCN molecules-along one crystallographic direction.

Original languageEnglish (US)
Pages (from-to)5155-5158
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number29
DOIs
StatePublished - Jul 16 1998
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Colonna, B., Menzer, S., Raymo, F. M., Stoddart, J. F., & Williams, D. J. (1998). Noncovalent synthesis of donor/acceptor stacks. Tetrahedron Letters, 39(29), 5155-5158. https://doi.org/10.1016/S0040-4039(98)00985-X