The ligand 2, in which three fluorogenic 6-methoxy-1-methylquinolinium fragments are appended to a mesityl platform, in MeCN forms 1:1 adducts with halides and other inorg. anions. 1H NMR studies and mol. modeling indicate that 2 provides a cavity for anion inclusion and establishes electrostatic interactions with the guest. Anion inclusion induces quenching of the fluorogenic fragments with an efficiency decreasing along the series Br->>I->NCS->>Cl->NO3->HSO4-. The fluorometric response of 2 to anions is orders of magnitude more sensitive than that of just 6-methoxy-1-methylquinolinium, ligand 1.

A Concave Fluorescent Sensor for Anions Based on 6-Methoxy-1-methylquinolinium

AMENDOLA, VALERIA;FABBRIZZI, LUIGI;MONZANI, ENRICO
2004-01-01

Abstract

The ligand 2, in which three fluorogenic 6-methoxy-1-methylquinolinium fragments are appended to a mesityl platform, in MeCN forms 1:1 adducts with halides and other inorg. anions. 1H NMR studies and mol. modeling indicate that 2 provides a cavity for anion inclusion and establishes electrostatic interactions with the guest. Anion inclusion induces quenching of the fluorogenic fragments with an efficiency decreasing along the series Br->>I->NCS->>Cl->NO3->HSO4-. The fluorometric response of 2 to anions is orders of magnitude more sensitive than that of just 6-methoxy-1-methylquinolinium, ligand 1.
2004
The Chemistry category includes resources that are general in nature and cover a broad spectrum of topics in the chemical sciences. Resources specifically covering analytical chemistry, inorganic and nuclear chemistry, organic chemistry, physical chemistry, and polymer science will be placed in those particular categories. Miscellaneous and applied chemistry resources may be placed in this category when not appropriate for specific subfields in chemistry.
Esperti anonimi
Inglese
Internazionale
STAMPA
10
76
82
7
Tematica Ex SIR: Sintesi e caratterizzazione di sistemi molecolari multicentrici (supramolecolari) e di sensori fluorescenti per cationi ed anioni e per il riconoscimento di molecole di interesse biologico (Classif. Ex SIR:Articoli su riviste ISI )
Anion receptor; Fluorescent sensor; Hydrogen bond
http://www3.interscience.wiley.com/cgi-bin/fulltext/106577911/PDFSTART
3
info:eu-repo/semantics/article
262
Amendola, Valeria; Fabbrizzi, Luigi; Monzani, Enrico
1 Contributo su Rivista::1.1 Articolo in rivista
none
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/21219
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 44
  • ???jsp.display-item.citation.isi??? 44
social impact