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Molecules 2016, 21(12), 1647; doi:10.3390/molecules21121647

Steric and Stereochemical Modulation in Pyridyl- and Quinolyl-Containing Ligands

Department of Chemistry and Physical Sciences, Forensic Science Program, Pace University, 1 Pace Plaza, New York, NY 10038, USA
Academic Editor: Derek J. McPhee
Received: 24 October 2016 / Revised: 28 November 2016 / Accepted: 28 November 2016 / Published: 1 December 2016
(This article belongs to the Section Organic Synthesis)

Abstract

Nitrogen-containing pyridine and quinoline are outstanding platforms on which excellent ionophores and sensors for metal ions can be built. Steric and stereochemical effects can be used to modulate the affinity and selectivity of such ligands toward different metal ions on the coordination chemistry front. On the signal transduction front, such effects can also be used to modulate optical responses of these ligands in metal sensing systems. In this review, steric modulation of achiral ligands and stereochemical modulation in chiral ligands, especially ionophores and sensors for zinc, copper, silver, and mercury, are examined using published structural and spectral data. Although it might be more challenging to construct chiral ligands than achiral ones, isotropic and anisotropic absorption signals from a single chiroptical fluorescent sensor provide not only detection but also differentiation of multiple analytes with high selectivity. View Full-Text
Keywords: pyridine; quinoline; ionophore; sensor; steric effect; stereochemical control; metal ions; chiroptical; selectivity; differentiation pyridine; quinoline; ionophore; sensor; steric effect; stereochemical control; metal ions; chiroptical; selectivity; differentiation
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Dai, Z. Steric and Stereochemical Modulation in Pyridyl- and Quinolyl-Containing Ligands. Molecules 2016, 21, 1647.

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