A pyridinium cation–π interaction sensor for the fluorescent detection of alkyl halides

Abstract

N-alkylation of a novel pyridine sensor results in pyridinium salts whose conformations are stabilised by pyridinium cation-π interactions resulting in a fluorescent response that can be used to sense the presence of alkylating agents in solution at low concentration.

Anion receptor chemistry: highlights from 2011 and 2012

“…Bull, Fossey and colleagues have developed a pyridine based sensor for alkyl halides. 78 Previous reports had shown that the conversion of 141 into 142 leads to a large fluorescence enhancement due to cationÁ Á Áp interactions in 142. 79 Fluorescence titrations with MeI in CH 2 Cl 2 showed that this property can be used to detect MeI with a detection limit of 1 nM.…”

Anion receptor chemistry: highlights from 2008 and 2009

“…78 Previous reports had shown that the conversion of 141 into 142 leads to a large fluorescence enhancement due to cationÁ Á Áp interactions in 142. 79 Fluorescence titrations with MeI in CH 2 Cl 2 showed that this property can be used to detect MeI with a detection limit of 1 nM.…”

Cation–π interactions secure aggregation induced emission of planar organic luminophores

“…Alkylation of 1a with MeI afforded Py + iodide 2a, which displayed a broad non-structured emission band at l max = 372 nm in MeCN solution with 36.8% PLQY (entry 1, Table 1). 20 Unfortunately, Py + salt 2a was non-emissive in the solid state, and the lack of SSL for Py + iodides has been reported earlier by Fossey. 21 We were pleased to find that a simple exchange of iodide 2a to perchlorate 3a enabled high SSL (l max = 346 nm, 52.7% PLQY), while retaining the emission in MeCN solution (broad emission band at l max = 372 nm with 37.9% PLQY; entry 2).…”