ESIPT-AIE active Schiff base based on 2-(2′-hydroxyphenyl)benzo-thiazole applied as multi-functional fluorescent chemosensors

Abstract

Three AIE (Aggregation-induced emission) - ESIPT (excited-state intramolecular proton transfer) active 2-(2-hydroxyphenyl)benzothiazole derivatives, HL1, HL2 and HL3 with one, two and three rotatable phenyl groups, were obtained and characterized. Their...

Tuning ESIPT-coupled luminescence by expanding π-conjugation of a proton acceptor moiety in ESIPT-capable zinc(ii) complexes with 1-hydroxy-1H-imidazole-based ligands

“…In this context, the application of ESIPT-fluorophores for a plethora of sensing purposes has become one of the mainstream interdisciplinary directions fusing together analytical, organic and physical chemistry. [56][57][58][59][60][61][62][63][64][65][66][67][68] Although the molecules of ESIPT-fluorophores can bind metal ions (which is used for the detection of metals), this phenomenon is typically coupled with their deprotonation and the disappearance of ESIPT in the metal complex molecules (Scheme 2, top). [69][70][71][72][73][74][75][76] Nevertheless, the purposeful design of specific sites for metal coordination in the molecules of ESIPT-fluorophores paves the way toward metal ion binding without the deprotonation of ESIPT-fluorophores (Scheme 2, bottom).…”

Samarium(ii) iodide-mediated reactions applied to natural product total synthesis

“…In 2011, Tu and coworkers 65 reported the first total synthesis of (±)-alopecuridine·TFA 104 and a biomimetic synthesis of (±)-sieboldine A 105 through the known iodide 98 in 13 and 15 steps, respectively. Key steps contain a semipinacol rearrangement of a medium-sized ring and a SmI 2 -mediated intramolecular pinacol coupling.…”

N-Hydroxy–N-oxide photoinduced tautomerization and excitation wavelength dependent luminescence of ESIPT-capable zinc(ii) complexes with a rationally designed 1-hydroxy-2,4-di(pyridin-2-yl)-1H-imidazole ESIPT-ligand

“…This makes ESIPT-fluorophores an appealing platform for various sensing applications. [43][44][45][46][47][48][49][50][51][52][53][54][55][56] Their interaction with metal ions typically leads to the deprotonation of the ESIPT site (Scheme 2) due to the coordination of metal ions. This causes alterations in the fluorescence response of the fluorophore molecule, allowing the use of ESIPT-fluorophores as fluorescent probes for the detection of metals.…”