Modulating fluorescence sensing properties of excited-state intramolecular proton transfer (ESIPT)-based metal organic frameworks (MOFs) by metal polarization

Abstract

Al3+, Ga3+, In3+ and ligand 2,5-dihydroxyterephthalic acid (DHBDC) are used to construct MIL-53 structure, which shows the sensing process based on the mechanism of excited state intramolecular proton transfer (ESIPT)....

Dual emission of ESIPT-capable 2-(2-hydroxyphenyl)-4-(1H-pyrazol-1-yl)pyrimidines: interplay of fluorescence and phosphorescence

“…Electronic properties of ESIPT-capable molecules and therefore the ESIPT and GSIPT abilities of such molecules can be tuned through introducing various substituents or heteroatoms, expanding the p-system, [37][38][39][40] binding metal ions, [41][42][43][44][45][46][47][48][49][50][51][52][53][54] protonation/deprotonation, [55][56][57][58][59][60][61][62][63][64] solvent effects, [65][66][67][68][69] etc. The synthetic flexibility of such molecules is based on established synthetic methods of organic chemistry and provides researchers with almost unlimited options for the rational design and modification of various ESIPT-capable scaffolds.…”

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

“…To date, there are fewer than 30 references dealing with the synthesis and investigation of such complexes. 77–104 The ESIPT-capable ligands used for the synthesis of these complexes are various carboxylic acids (2,5-dihydroxyterepthalic acid, 3-hydroxy-2-quinoxalinecarboxylic acid), the derivatives of 2-(1 H -imidazol-2-yl)phenol, 1-(1 H -imidazo[4,5- f ][1,10]phenanthrolin-2-yl)naphthalen-2-ol, 77,78 4-(1 H -pyrazol-1-yl)-6-(2-hydroxyphenyl)pyrimidine 103,104 and 1-hydroxy-2-(pyridin-2-yl)-1 H -imidazole. 105,106 Whereas 2,5-dihydroxyterepthalic acid and the derivatives of 2-(1 H -imidazol-2-yl)phenol decorated with carboxylic groups are known to form metal–organic frameworks due to the coordination of the carboxylato groups to metal ions, other ligands feature N , N - and N , O -chelating metal binding sites which suit the formation of chelate complexes.…”

Luminescence of ESIPT-capable zinc(ii) complexes with a 1-hydroxy-1H-imidazole-based ligand: exploring the impact of substitution in the proton-donating moiety

“…, the metal binding site and the ESIPT site, paves the way toward the coordination of metal ions without the deprotonation of the ESIPT-dyes. This strategy allows one to synthesize ESIPT-capable coordination polymers 97–118 and molecular ESIPT-capable metal complexes, 118–124 which are extraordinarily rare classes of ESIPT-capable materials at the moment.…”