Year: 2026
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide This laboratory session introduces undergraduate students to the principles of multicomponent reactions (MCRs) and fluorescence through the one-pot four-component synthesis of a boronic acid-derived salicylidenehydrazone (BASHY) dye from nonfluorescent precursors. The proposed experiment exemplifies the atom economy, efficiency, and structural complexity of MCRs while showcasing its potential in the development of novel fluorescent architectures with applications in bioimaging and therapeutics. By combining synthetic design, mechanistic reasoning, and spectroscopic interpretation, this activity fosters active learning and strengthens students’ knowledge of fundamental chemical concepts, including the reactivity of carbonyl and amine functional groups, and structural characterization. Overall, the BASHY synthesis provides a versatile, engaging, and conceptually rich platform for teaching modern synthetic methodologies and the molecular principles of fluorescence.
Source: Journal of Chemical Education
Institution: University of Lisbon
Language: English
Subfield: Physical and Theoretical Chemistry
Field: Chemistry
Domain: Physical Sciences
SDG: Quality education
Open Access status: hybrid
Estimated APC paid: $4,500
Awards: Instituto de Investigação do Medicamento, G6434475601, SmartBox: Desenvolvimento da primeira geração de ADCs sensíveis a ROS, HQ-BASHYs as an innovative multimodal platform for advanced Photodynamic Therapy, B-RespHonsiv: Tecnologia inovadora de ligantes responsivos a pH ácido baseado em Azaboro-oxi (AZABY)) para uso em conjugados vetor-fármaco
OpenAlex ID: W7140200263