Combined reversible switching of ECD and quenching of CPL with chiral fluorescent macrocycles
Chemical Science2018Vol. 9(35), pp. 7043–7052
Citations Over TimeTop 10% of 2018 papers
Alexandre Homberg, Elodie Brun, Francesco Zinna, Simon Pascal, Marcin Górecki, Luc Monnier, Céline Besnard, Gennaro Pescitelli, Lorenzo Di Bari, Jérôme Lacour
Abstract
Straightforward synthesis and resolution of a series of chiral fluorescent macrocycles are presented, together with their electronic circular dichroism (ECD), strong excimer fluorescence (EF, λ 300 to 650 nm) and allied highly circularly polarized luminescence (CPL, g lum up to 1.7 × 10-2). The ECD, EF and CPL responses are strongly affected by the presence of metal ions (Na+, Ba2+) thanks to deep conformational changes. While ECD signals can be almost completely reversibly inverted upon the complexation/decomplexation of metal ions in a typical binary response, CPL signals are reversibly quenched concomitantly. The designed macrocycles display thus a remarkable combination of both +/- ECD and on/off CPL reversible switching.
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