34670-52-5Relevant articles and documents
A new tricomponent reaction for the synthesis of symmetric and asymmetric alkyl bisphosphoramidates
Franco-Pérez, Marco,Castrejón-Flores, José Luis,González-González, Stephany,Landa, Israel Bonilla,Zamudio-Medina, Angel
, p. 929 - 935 (2021)
A novel three-component one-pot reaction procedure was designed for the synthesis of symmetric and asymmetric bisphosphoramidate derivatives. Our key reactants were a set of four aliphatic diamines, which individually react with two different phosphoryl chloride derivatives (N,N,N′,N′-tetramethylphosphorodiamide chloride and diphenyl phosphoryl chloride). A total of 10 products, six of them none reported before, were synthetized. The proposed experimental procedure does not involve any catalyst and proceeds under routine experimental conditions (room temperature and 1 atm). Each synthesized compound was characterized by NMR (1H, 13C, and 31P) spectroscopy and mass spectrometry.
Characterizing the thermal degradation mechanism of two bisphosphoramidates by TGA, DSC, mass spectrometry and first-principle theoretical protocols
Castrejón-Flores, José Luis,Flores-Martinez, Yazmin M.,Franco-Pérez, Marco,García-Ventura, María Isabel,Reyna-Luna, Julieta,Zamudio-Medina, Angel
, (2020/07/16)
The present investigation describes a combined experimental-theoretical strategy to assess the thermal resistance features of two symmetric bisphosphoramidates, tetraphenyl ethane-1,2-diylbis (phosphoramidate) 1 and tetraphenyl propane-1,3-diylbis (phosphoramidate) 5. Therefore, their structural reluctance to thermal decomposition through differential scan calorimetric (DSC) and thermogravimetric (TGA) experiments was evaluated. Then, their molecular degradation path was followed by analysing recorded data from mass spectrometry measurements performed at different temperature conditions. Their corresponding thermal degradation mechanism was then established by searching plausible transition states interconnecting the intermediaries found in our mass spectrometry records using a quantum theoretical protocol based on Coupled-Cluster calculations. Through this strategy, key intermediaries of the two bisphosphoramidates studied during their molecular degradation mechanism were identified, although compound 5 displayed the highest resistance to heat decomposition.