A new functional cyclophane host. Synthesis, complex formation and crystal structures of three inclusion compounds

Edwin Weber, Cornelia Helbig, Wilhelm Seichter, M. Czugler

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

A new macrocyclic host compound 2 having an octamethyl substituted cyclophane structure with two intra-annular carboxylic acid functions has been synthesized. The properties of crystalline inclusion formation are studied and X-ray crystal structures of three inclusion complexes including acetic acid, propionic acid and acetone as the guest molecules are reported. Inter-host channel formation with complexed guest molecules accommodated into the channels are typical features of the acetic acid and acetone 1:4 (host:guest) stoichiometric complexes being also hydrated species, while the propionic acid 1:2 complex is of the close packing type containing no additional water molecules. Systems of hydrogen bonds involving the host and guest functional groups are common to all structures. In the case of the acetic acid inclusion compound, a complex supramolecular hydrogen-bonded array comprising a bordering tricyclic assembly of eight molecular species exists.

Original languageEnglish
Pages (from-to)239-246
Number of pages8
JournalJournal of Inclusion Phenomena
Volume43
Issue number3-4
DOIs
Publication statusPublished - 2002

Fingerprint

crystal structure
acetic acid
Acetic Acid
propionic acid
Crystal structure
inclusions
Acetone
acetone
hydrogen
Molecules
synthesis
Hydrogen
Macrocyclic Compounds
molecules
carboxylic acids
Carboxylic Acids
Functional groups
Hydrogen bonds
X-radiation
assembly

Keywords

  • Crystalline inclusion compounds
  • Host macrocycle
  • Host-guest chemistry
  • Hydrogen bonding
  • X-ray structure determination

ASJC Scopus subject areas

  • Chemistry(all)
  • Condensed Matter Physics

Cite this

A new functional cyclophane host. Synthesis, complex formation and crystal structures of three inclusion compounds. / Weber, Edwin; Helbig, Cornelia; Seichter, Wilhelm; Czugler, M.

In: Journal of Inclusion Phenomena, Vol. 43, No. 3-4, 2002, p. 239-246.

Research output: Contribution to journalArticle

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