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

Author： Skobridis Konstantinos

Publisher： Taylor & Francis Ltd

ISSN： 1061-0278

Source： Supramolecular Chemistry, Vol.19, Iss.6, 2007-09, pp. : 373-382

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Abstract

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. [image omitted]