In aqueous solutions, β-cyclodextrin (β-CD) has been found to form inclusion complexes with 1-methylnaphthalene, 1-ethylnaphthalene, 1-(chloromethyl)naphthalene, and 2-ethylnaphthalene. Addition of β-CD to aqueous solutions of 1-methylnaphthalene and 2-ethylnaphthalene has resulted in the observation of the excimer fluorescence of each compound. From simulations of the observed excimer fluorescence intensities of 1-methylnaphthalene and 2-ethylnaphthalene, the excimer fluorescence is concluded to be due to a 2 : 2 β-CD–alkylnaphthalene inclusion complex. In the cases of 1-ethylnaphthalene and 1-(chloromethyl)naphthalene, the excimer formation within the β-CD cavities seems to be prohibited due to the steric hindrance caused by a substituent, although the 2 : 2 β-CD–alkylnaphthalene inclusion complex is likely to be formed. Equilibrium constants for the formation of these 1 : 1 and 2 : 2 inclusion complexes have been evaluated from the monomer and excimer fluorescence intensity changes with β-CD concentration.
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Hamai et al. (1996) studied this question.
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