R. Ferreira, Patricia Remón, U. Pischel
Mar 11, 2009
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Journal
Journal of Physical Chemistry C
Abstract
A fluorophore1−spacer−receptor−spacer−fluorophore2 dyad was prepared and photophysically characterized. The two spectrally well-differentiated fluorophores are 1,8-naphthalimide and its 4-amino-substituted derivative, the latter showing strong ICT emission. The receptor unit consists of a tertiary amine, which leads to site-selective PET (only the 1,8-naphthalimide part gets quenched). This process can be blocked by protonation of the tertiary amine, which, on the other hand, results in enhanced singlet−singlet energy transfer between the 1,8-naphthalimide and 4-amino-1,8-naphthalimide parts (ΦEET = 0.27 and 0.59 for neutral and monoprotonated form, respectively). In acetonitrile, the monoprotonated form can be deprotonated by sufficiently basic anions like fluoride in micromolar concentration ( 1 mM leads to deprotonation of the 4-amino group of one of the naphthalimides, whic...