Highly sensitive and selective cyanide detection via Cu2+ complex ligand exchange

Abstract

A new type of fluorescent probe (1) with two triazole groups that are conjugated with a carbazole moiety was synthesized by a Cu I -catalyzed alkyne-azide click reaction for the selective and sensitive detection of cyanide via fluorescence enhancement by ligand exchange and metal ion removal.Scheme 1 Reagents and conditions: (i) 2-methyl-3-butyn-2-ol, Pd(PPh 3 ) 2 Cl 2 , CuI, Et 3 N/THF, 60 1C, 24 h; (ii) NaOH, toluene, reflux, 2 h; (iii) benzylazide, CuSO 4 , sodium L-ascorbate, THF, H 2 O, 50 1C, 12 h.

A Diketopyrrolopyrrole‐Based Colorimetric and Fluorescent Probe for Cyanide Detection

“…[5] Although those traditional methods successfully exhibited high sensitivity and selectivity, complicated set up with operation technique and time-consuming processes were often needed for accurate measurement of cyanide concentration. [7] However, an improvement in the carbazole-based system is required because the carbazole moiety has a relatively low fluorescence quantum yield. [6] In this regard, we have recently reported a carbazole-based fluorescent probe for cyanide detection, which exhibited high sensitivity and selectivity to cyanide through the a ligand-exchange process.…”

“…[6] In this regard, we have recently reported a carbazole-based fluorescent probe for cyanide detection, which exhibited high sensitivity and selectivity to cyanide through the a ligand-exchange process. [7] However, an improvement in the carbazole-based system is required because the carbazole moiety has a relatively low fluorescence quantum yield. Also, a colorimetric detection system has great merit due to its simplicity and cost effectiveness.…”

Comparing Isomeric Tridentate Carbazole‐Based Click Ligands: Metal Complexes and Redox Chemistry

“…[9] Hbtc2, on the other hand, was obtained by starting from the 1,8-diamino-carbazole derivative, [13] which was converted to the corresponding 1,8-bisazide, followed by CuAACw ith the bis(tert-butyl)phenyl acetylene. On the one hand, Hbtc1 was synthesized by CuAAC of the in situ generatedb is-(tert-butyl)phenyl azide with the complementary 1,8-diethynylcarbazole.…”

“…[9] Very recently corresponding Co complexes have been investigated as well. [9] Very recently corresponding Co complexes have been investigated as well.…”

Chromogenic and fluorogenic chemosensors and reagents for anions. A comprehensive review of the years 2010–2011

“…180). 232 Ruan and coworkers developed a new method based on specific Hg 2+ -mediated perylene bisimide (371) aggregation for the highly sensitive detection of thiol-containing amino acids (see Fig. 182).…”