16518-62-0Relevant articles and documents
Synthesis and application of a ratiometric probe for hydrogen peroxide
Yin, Ruwen,Fang, Yuan,Zhou, Xinqi,Stains, Cliff I.
, p. 23 - 36 (2020)
Molecular imaging of biological analytes provides detailed insights into signaling processes. Ratiometric probes are particularly attractive due to the ability to quantify analyte production. However, design strategies for ratiometric probes can be hinder
Photoresponsive transformation from spherical to nanotubular assemblies: Anticancer drug delivery using macrocyclic cationic gemini amphiphiles
Dey, Subhasis,Chatterjee, Soumya,Patel, Anjali,Pradhan, Nirmalya,Srivastava, Diship,Patra, Niladri,Bhattacharyya, Arindam,Manna, Debasis
, p. 4646 - 4649 (2021)
We developed NIR-light-responsive macrocyclic cationic gemini amphiphiles, one of which displayed various favorable properties of lipids. The NIR-light-mediated cleavage of the strained dioxacycloundecine ring led to the conversion of the spherical to a n
m-(N,N,N,-trimethylammonio)trifluoroacetophenone: A femtomolar inhibitor of acetylcholinesterase
Nair, Haridasan K.,Lee, Keun,Quinn, Daniel M.
, p. 9939 - 9941 (1993)
m-(N,N,N,-Trimethylammonio)trifluoroacetophenone is a potent, reversible, time-dependent inhibitor of acetylcholinesterases. The respective second-order rate constants (kon) for binding of the ketone to enzymes from Electrophorus electricus and
Trialkylammonium salt degradation: Implications for methylation and cross-coupling
Assante, Michele,Baillie, Sharon E.,Juba, Vanessa,Leach, Andrew G.,McKinney, David,Reid, Marc,Washington, Jack B.,Yan, Chunhui
, p. 6949 - 6963 (2021/06/02)
Trialkylammonium (most notably N,N,N-trimethylanilinium) salts are known to display dual reactivity through both the aryl group and the N-methyl groups. These salts have thus been widely applied in cross-coupling, aryl etherification, fluorine radiolabelling, phase-transfer catalysis, supramolecular recognition, polymer design, and (more recently) methylation. However, their application as electrophilic methylating reagents remains somewhat underexplored, and an understanding of their arylation versus methylation reactivities is lacking. This study presents a mechanistic degradation analysis of N,N,N-trimethylanilinium salts and highlights the implications for synthetic applications of this important class of salts. Kinetic degradation studies, in both solid and solution phases, have delivered insights into the physical and chemical parameters affecting anilinium salt stability. 1H NMR kinetic analysis of salt degradation has evidenced thermal degradation to methyl iodide and the parent aniline, consistent with a closed-shell SN2-centred degradative pathway, and methyl iodide being the key reactive species in applied methylation procedures. Furthermore, the effect of halide and non-nucleophilic counterions on salt degradation has been investigated, along with deuterium isotope and solvent effects. New mechanistic insights have enabled the investigation of the use of trimethylanilinium salts in O-methylation and in improved cross-coupling strategies. Finally, detailed computational studies have helped highlight limitations in the current state-of-the-art of solvation modelling of reaction in which the bulk medium undergoes experimentally observable changes over the reaction timecourse. This journal is
Silicon incorporation in polymethine dyes
Pengshung, Monica,Neal, Patrick,Atallah, Timothy L.,Kwon, Junho,Caram, Justin R.,Lopez, Steven A.,Sletten, Ellen M.
supporting information, p. 6110 - 6113 (2020/06/10)
Methods to red-shift fluorophores have garnered considerable interest due to the broad utility of low energy light. The incorporation of silicon into xanthene and coumarin scaffolds has resulted in an array of visible and near-infrared fluorophores. Here,
