Multicomponent Synthesis of Luminescent Iminoboronates

Abstract

A family of iminoboronates was prepared through a one-pot multicomponent reaction, starting from boronic acid, anthranilic acid, and different salicylaldehydes. Their synthesis was straightforward and the complexes were obtained in good to excellent yields. Their photophysical properties were assessed in a diluted solution, and the complexes proved to be faintly luminescent. These chelates demonstrated remarkable Aggregation-Induced Emission Enhancement, which was rationalized using crystal structures.

Targeted delivery of oxytetracycline to the epidermal cell junction and stomata for crop protection

“…It has been reported that the optical properties of OTC (absorption and emission) change when it is complexed with divalent metal cations (M 2+ ). [80][81][82][83] It is also reported that borate and boronic acids react to form borate complexes with 1,2 and 1,3 diols, carboxylic acids, amines, and imines, among others, [84][85][86][87][88] leading to changes in spectroscopic properties. Such changes in the spectroscopic properties formed the basis for developing chemical sensors 87,[89][90][91] and quantifying analytes of interests.…”

New luminescent organoboron esters based on damnacanthal: one-pot multicomponent synthesis, optical behavior, cytotoxicity, and selectivity studies against MDA-MBA-231 breast cancer cells

“…Despite the pharmacological relevance, the design and study of boron-containing compounds with potential biomedical application is still scarce. 26,27…”

“…Despite the pharmacological relevance, the design and study of boron-containing compounds with potential biomedical application is still scarce. 26,27 In light of this, in this work, we describe the usage of a onepot multicomponent reaction (3-MCRs) for the synthesis of two new fluorescent nitro-substituted organoboron esters based on damnacanthal (4a and 4b) isolated from the roots of Morinda panamensis Seem. Both compounds were fully characterized by NMR ( 1 H, 13 C, and 11 B), vibrational absorption analysis, UV-vis absorption, fluorescence spectroscopy, and high-resolution mass spectrometry.…”