10.1016/j.jorganchem.2008.11.032
The research focuses on the palladium-catalyzed direct heteroarylation of chloropyridines and chloroquinolines, aiming to develop a sustainable and efficient method for the coupling of aryl chlorides with heteroarenes. The study explores the use of PdCl(dppb)(C3H5) as a catalyst for the C–H bond activation/functionalization reaction with a variety of substrates, yielding heteroaryl derivatives in low to high yields. The experiments involved the reaction of chloropyridines or chloroquinolines with heteroarenes such as benzoxazole, benzothiazole, thiophene, and thiazole derivatives, among others, under different reaction conditions. The position of the chloro substituent on pyridines and the nature of the heteroaryl derivative were investigated for their influence on the reaction yields. The analyses used to characterize the products included techniques such as 1H and 13C NMR spectroscopy, as well as elemental analysis, providing detailed information on the structure and composition of the synthesized compounds.
10.1016/j.poly.2011.08.012
The research focuses on the synthesis and coordination chemistry of specific phosphinoylmethyl-substituted oxazole and benzoxazole ligands with lanthanide ions. The study involves the development of ligands such as [(diphenylphosphinoyl)methyl]-4,5-dihydrooxazole (2) and [(diarylphosphinoyl)methyl]benzoxazoles with various aryl groups. These ligands were characterized using spectroscopic methods and single crystal X-ray diffraction. The coordination chemistry with Nd(NO3)3 and Yb(NO3)3 was examined, resulting in the formation of various complexes whose structures were determined. The ligands demonstrated both monodentate and bidentate coordination modes depending on the conditions, providing insights into their potential use in forming complexes with f-block metal ions.
10.1039/b800813b
The study focuses on the development of a benzoxazole-based organogel that exhibits fluorescence enhancement upon gelation and can be used for the naked-eye detection of fluoride anions. The benzoxazole derivative gelator 1, which contains 2-(20-hydroxyphenyl)benzoxazole (HPB) units, urea groups, and long alkyl chains, forms a stable DMF/toluene cosolvent gel. This gel shows significantly enhanced fluorescence emission compared to its parent solution and changes from a translucent colorless gel to a strongly greenish fluorescent solution in the presence of fluoride anions, indicating the disruption of the gel structure. The chemicals used in the study serve multiple purposes: the HPB unit facilitates π-π interactions and intramolecular proton transfer, the urea groups engage in hydrogen bonding and anion binding, and the long alkyl chains contribute to the stability of the gel through van der Waals forces. The organogel's fluorescence properties and its response to fluoride anions make it a potential candidate for optical sensors and anion detection in biological and industrial systems.
10.1055/s-1986-31727
The research focuses on the reaction of benzoxa(thia)zoles with allenylmagnesium bromide, aiming to synthesize propargylbenzothiazolines and dipropargylalkyl-o-aminophenols. The study explores the reactivity of these heterocycles with organometallic reagents, specifically the allenyl(propargyl) Grignard reagent, which is expected to behave as an allylic Grignard due to its ambident nature. The researchers found that benzoxazoles could be readily converted to dipropargylalkyl-o-aminophenols, while benzothiazoles reacted to form propargylbenzothiazolines and, in one case, a 2-allenylbenzothiazole. The reactions were proposed to proceed via an S_N2' mechanism, with the formation of intermediate benzoxa(thia)zoline, which could then lead to ring-opened products or further react with the Grignard reagent. Key chemicals used in the process include benzoxazoles (2a-e), benzothiazole (4a), allenylmagnesium bromide (1), and 2-methoxybenzothiazole (8). The study concludes with the successful synthesis of these novel compounds, which could be used for the synthesis of tricyclic dienes and phenols fused with S-membered rings.