Synthesis of biindole-diazo conjugates as a colorimetric anion receptor.

Org Lett

Center of Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University, Seoul 120-749, Korea.

Published: June 2010

A colorimetric anion receptor based on an indole scaffold has been synthesized by incorporating an azobenzene chromophore to the 5-position of indole. The receptor binds anions by hydrogen bonds which are effectively transmitted through resonance to the chromophore to give rise to color changes. The cyanide ion induced a pronounced color change from light yellow to reddish orange, but less intense or negligible changes were observed with the other anions examined here.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol100830bDOI Listing

Publication Analysis

Top Keywords

colorimetric anion
8
anion receptor
8
synthesis biindole-diazo
4
biindole-diazo conjugates
4
conjugates colorimetric
4
receptor colorimetric
4
receptor based
4
based indole
4
indole scaffold
4
scaffold synthesized
4

Similar Publications

Four dual-responsive probe molecules 1,5-bis(thiophene-2-carbaldehyde)carbohydrazone (R1), 1,5-bis(thiophene-2-carbaldehyde)thiocarbohydrazone (R2), 1,5-bis(indole-3-carbaldehyde)carbohydrazone (R3), and 1,5-bis(indole-3-carbaldehyde)thiocarbohydrazone (R4) were synthesized, characterized, and investigated for their sensing efficacy. The initial sensing behavior of the probes was tested by colorimetric signaling, followed by spectral and theoretical techniques, which supported the dual-sensing ability of the selected inorganic ions. The probes exhibited highly selective optical recognition for Cu/Fe cations and F/ClO anions compared to the tested cations and anions.

View Article and Find Full Text PDF

In terms of safety and emergency response, identifying hazardous gaseous acid chemicals is crucial for ensuring effective evacuation and administering proper first aid. However, current studies struggle to distinguish between different acid vapors and remain in the early stages of development. In this study, we propose an on-site monitorable acid vapor decoder, MOF-808-EDTA-Cu, integrating the robust MOF-808 with Cu-EDTA, functioning as a proton-triggered colorimetric decoder that translates the anionic components of corrosive acids into visible colors.

View Article and Find Full Text PDF

In this study, a convenient method was proposed for the synthesis of thymine-capped mesoporous silica nanoparticles (MSN) using strong hydrogen bonding in non-protonic solvent. Furthermore, application of the functionalized MSN for the recognition of mercuric ion (Hg) based on a paper-based platform with smartphone-assisted colorimetric detection was developed. The synthesized materials were characterized by techniques including X-ray diffraction (XRD), fourier-transform infrared spectroscopy (FTIR), N adsorption-desorption, particle size analysis, transmission electron microscopy (TEM), scanning electron microscopy (SEM), X-ray photoelectron spectroscopy (XPS), and thermogravimetric analysis (TGA).

View Article and Find Full Text PDF

A smartphone-integrated colorimetric sensor is introduced for the rapid detection of phenolic compounds, including 8-hydroquinone (HQ), p-nitrophenol (NP), and catechol (CC). This sensor relies on the peroxidase-mimicking activity of aspartate-based metal-organic frameworks (MOFs) such as Cu-Asp, Ce-Asp, and Cu/Ce-Asp. These MOFs facilitate the oxidation of a colorless substrate, 3,3',5,5'-tetramethylbenzidine (TMB), by reactive oxygen species (ROS) derived from hydrogen peroxide (HO), resulting in the formation of blue-colored oxidized TMB (ox-TMB).

View Article and Find Full Text PDF

A novel copper and iron doped containing chitosan and heparin sodium carbon dots (CS-Cu,Fe/HS) nanozyme was formulated through a single-step microwave digestion method. CS-Cu,Fe/HS exhibits excellent peroxidase (POD)-like activity and positive charge characteristics, and it can oxidize the negatively charged 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) in the presence of HO to produce a green compound (ox-ABTS). Furthermore, CS-Cu,Fe/HS enhances electron transfer and provides additional active sites through the valence state transformations of Fe/Fe and Cu/Cu.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!