New ferrocenyl derivative with controllable aggregation-induced emission (AIE) characteristics

Abstract

A novel molecular switch, 7-(N,N-diethylamino)-2-oxo-2H-chromen-4-yl ferrocene carboxylate (FCC), was synthesized and fully characterized by 1 H NMR, 13 C NMR, and HRMS. Taking advantage of the properties of ferrocene as an electron donor active unit and the coumarin as a fluorescent unit, the dyad FCC shows a fast and reversible redox-switchable fluorescence emission. In sharp contrast to most photoluminescent chromophores, FCC has a unique enhanced emission through aggregation. The change of electrochemical signals (CV and DPV) indicated that the ferrocene (F c ) unit of FCC could form inclusion complex with Me-bcyclodextrin (CD). This inclusion complex could further weaken the aggregation-induced emission (AIE) effect remarkably. This advance paves the way to introduce AIE property into molecular devices applications.

Coumaryl Triflate, a Versatile Building Block for the Modification of Coumarins and for Fluorescence Labeling

“…These aryl-substituted derivatives are interesting building blocks used, for example, in fluorescent neurosensors. 12 Enlarging the π-system by introduction of an additional phenyl ring resulted in a bathochromic shift of the absorption maximum (λ abs ) from 351 nm (2) to ~375 nm (3), while the emission maximum (λ em ) shifted from 384 nm (2) to 454-464 nm (3). SYNTHESIS0 0 3 9 -7 8 8 1 1 4 3 7 -2 1 0 X © Georg Thieme Verlag Stuttgart • New York 2017, 49, 2743-2748 paper U. Kazmaier et al…”