The bicyclic N,N′-diacylaminal: A new motif for molecular self-assembly

Robert B. Grossman, Kazuyuki Hattori, Sean Parkin, Brian O. Patrick, Melissa A. Varner

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

A cage-shaped N,N′-diacylaminal crystallizes from some aromatic solvents as "supramolecular chair cyclohexanes", squat cylindrical hexamers with approximate D3d symmetry containing two arene molecules, and from other aromatic and nonaromatic solvents as infinite tapes. A homologous diacylaminal crystallizes only as an infinite tape. The hexamers represent the first examples of cyclic hexamers held together by R22(8)-type hydrogen bonds in which the hydrogen-bonded atoms are not coplanar. The diacylaminal represents a new supramolecular synthon, one perhaps more suited to the design of three-dimensional architectures.

Original languageEnglish
Pages (from-to)13686-13687
Number of pages2
JournalJournal of the American Chemical Society
Volume124
Issue number46
DOIs
StatePublished - Nov 20 2002

ASJC Scopus subject areas

  • Catalysis
  • Chemistry (all)
  • Biochemistry
  • Colloid and Surface Chemistry

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