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[9]aneN3-based fluorescent receptors for metal ion sensing, featuring urea and amide functional groups
- Source :
- Dalton Transactions. 48:4949-4960
- Publication Year :
- 2019
- Publisher :
- Royal Society of Chemistry (RSC), 2019.
-
Abstract
- We describe here the synthesis and coordination properties of three new derivatives of [9]aneN3 containing phenyl/quinoline pendant arm derivatives (L1, L2 and L3, respectively) also featuring urea (L1–L2) or amide (L3) functions as “non-innocent” spacers. At first, L1, L2 and L3 were studied considering the interaction with a series of anions (AcO−, BzO−, H2PO4−, F−, and Cl−) by means of 1H NMR measurements. Subsequently, the optical responses of L2 and L3 in the presence of several metal ions Cd2+, Co2+, Cu2+, Fe3+, Hg2+, K+, Mg2+, Mn2+, Ni2+, Zn2+ and Pb2 were analysed in MeCN/H2O (4 : 1 v/v). As observed by spectrophotometric and spectrofluorimetric titrations, there were significant changes in the absorbance and fluorescent emission of L2 upon addition of increasing amounts of Cd2+, Zn2+, Pb2+ and Cu2+ in MeCN/H2O (4 : 1 v/v). In particular, titrations of L2 with Cd2+, Zn2+ or Pb2+ showed an almost comparable CHEF effect up to an M2+/L2 molar ratio of 1. Overall, no significant optical selectivity was observed in the case of L2. Conversely, L3 revealed an OFF–ON selective response only in the presence of the Zn2+ ion in MeCN/H2O (4 : 1 v/v), which can be attributed to the formation of both 1 : 1 and 1 : 2 metal-to-ligand complexes, as also confirmed by potentiometric measurements. Finally, crystals of [ZnL1(Ac)](Ac) (1), [CuL1(Cl)](Cl)·H2O (2) and [CuL3](NO3) (3) were grown and analysed by X-ray diffraction. 1 and 3 feature the metal center in a pseudo-octahedral coordination geometry coordinated also by the carbonyl group from one pendant arm, while in the case of 2, one of the six coordination sites in the final distorted octahedral geometry is occupied by the nitrogen donor from the urea group of one pendant arm.
- Subjects :
- Metal ions in aqueous solution
Potentiometric titration
ZN2+
010402 general chemistry
01 natural sciences
Inorganic Chemistry
Metal
CADMIUM
chemistry.chemical_compound
CD2+
Amide
CHEMOSENSORS
BINDING
Octahedral molecular geometry
SENSORS
PROBE
Coordination geometry
COORDINATION
010405 organic chemistry
Quinoline
RECOGNITION
ZINC(II) COMPLEXES
0104 chemical sciences
Crystallography
chemistry
visual_art
visual_art.visual_art_medium
Titration
Subjects
Details
- ISSN :
- 14779234 and 14779226
- Volume :
- 48
- Database :
- OpenAIRE
- Journal :
- Dalton Transactions
- Accession number :
- edsair.doi.dedup.....fd66aeebf7b67e609d6133fcc87be8f1