Hydrosulfide (HS-) Recognition and Sensing in Water by Halogen Bonding Hosts

authors	Mitchell, EJ; Beecroft, AJ; Martin, J; Thompson, S; Marques, I; Felix, V; Beer, PD
nationality	International
journal	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
author keywords	coumarin; fluorescent sensing; halogen bonding; hydrosulfide; anion recognition
keywords	HYDROGEN-SULFIDE; ANION RECOGNITION; SUPRAMOLECULAR CHEMISTRY; ELECTRON-DENSITY; H2S
abstract	Hydrogen sulfide (H2S) plays a crucial signalling role in a variety of physiological systems, existing as the hydrosulfide anion (HS-) at physiological pH. Combining the potency of halogen bonding (XB) for anion recognition in water with coumarin fluorophore incorporation in acyclic host structural design, the first XB receptors to bind and, more importantly, sense the hydrosulfide anion in pure water in a reversible chemosensing fashion are demonstrated. The XB receptors exhibit characteristic selective quenching of fluorescence upon binding to HS-. Computational DFT and molecular dynamics simulations in water corroborate the experimental anion binding observations, revealing the mode and nature of HS- recognition by the XB receptors.
publisher	WILEY-V C H VERLAG GMBH
issn	1433-7851
isbn	1521-3773
year published	2021
volume	60
issue	45
beginning page	24048
ending page	24053
digital object identifier (doi)	10.1002/anie.202110442
web of science category	6
subject category	Chemistry, Multidisciplinary
unique article identifier	WOS:000710630000020