abstract
The unprecedented application of a chiral halogen-bonding [3] rotaxane host system for the discrimination of stereo- and E/Z geometric isomers of a dicarboxylate anion guest is described. Synthesised by a chloride anion templation strategy, the [3] rotaxane host recognises dicarboxylates through the formation of 1: 1 stoichiometric sandwich complexes. This process was analysed by molecular dynamics simulations, which revealed the critical synergy of halogen and hydrogen bonding interactions in anion discrimination. In addition, the centrally located chiral (S)-BINOL motif of the [3] rotaxane axle component facilitates the complexed dicarboxylate species to be sensed via a fluorescence response.
keywords
ELECTROCHEMICAL CO2 REDUCTION; CARBON-DIOXIDE REDUCTION; OXIDATION-KINETICS; COPPER-CATALYSTS; ELECTROREDUCTION; SELECTIVITY; CONVERSION; INSIGHTS; ETHYLENE
subject category
Chemistry
authors
Lim, JYC; Marques, I; Felix, V; Beer, PD
our authors
Igor Oliveira Marques
Junior Researcher
Vítor Félix
Associate Professor with AggregationProjects
acknowledgements
J.Y.C.L. thanks the Agency for Science, Technology and Research (A*STAR), Singapore, for postgraduate funding. The theoretical studies were supported by projects P2020-PTDC/QEQ-SUP/4283/2014, CICECO-Aveiro Institute of Materials (UID/CTM/50011/2013) and iBiMED-Institute of Biomedicine (UID/BIM/04501/2013), financed by National Funds through the FCT/MEC and co-financed by QREN-FEDER through COMPETE under the PT2020 Partnership Agreement. I.M. acknowledges the FCT for a PhD scholarship (SFRH/BD/87520/2012).