Crystalline Complexes of 2,2'-Bis(9-hydroxy-9-fluorenyl)biphenyl Host with Oligofunctional and Conjugate Functional Group Guests

Edwin Weber (1)

1 Institut für Organische Chemie [Freiberg]

Four crystalline inclusion compounds of the 2,2'-bis(9-hydroxy-9-fluorenyl)biphenyl host 1, containing diethylene glycol (1:1) (1a), bis(2-aminoethyl)amine (1:1) (1b), methacrylic acid (1:1) (1c) and 2-cyclopenten-1-one (1:2) (1d), have been studied by X-ray diffraction analysis from single crystals. Departure from the expectation, the multifunctional and conjugate functional guest molecules, potentially being able to offer multiple H donor-/acceptorships or other modes of polar interaction due to the conjugation, do not result in the formation of infinitely connected networks in the crystal structures. Instead of this, discrete 2:2 host-guest aggregates (1a, 1b), guest dimers (1c) and rather conventional host-guest units (1d) are found. Hence, inherent shielding effects of the host molecule owing to the fluorenyl moieties and the presence of a strong intramolecular hydrogen bond, impeding multiple intermolecular association, are not overcome by the merits of the guest molecules, showing that the host compound 1 is superior by structural constancy in its crystalline inclusions.

Mots clés: Physical Sciences

Edwin Weber. Crystalline Complexes of 2,2'-Bis(9-hydroxy-9-fluorenyl)biphenyl Host with Oligofunctional and Conjugate Functional Group Guests. Supramolecular Chemistry, 2007, 19 (6), pp.373-382. ⟨10.1080/10610270600987895⟩. ⟨hal-00513492⟩