A method using calcium triflimide [Ca(NTf)] as a Lewis acid to activate sulfonyl fluorides toward nucleophilic addition with amines is described. The reaction converts a wide array of sterically and electronically diverse sulfonyl fluorides and amines into the corresponding sulfonamides in good yield.
A method to activate sulfamoyl fluorides, fluorosulfates, and sulfonyl fluorides with calcium triflimide and DABCO for SuFEx with amines is described. The reaction was applied to a diverse set of sulfamides, sulfamates, and sulfonamides at room temperature under mild conditions. Additionally, we highlight this transformation to parallel medicinal chemistry to generate a broad array of nitrogen-based S(VI) compounds.
A machine learning model and graph generator were able to accurately predict for the presence of nearly 1000 substructures and the connectivity of small organic molecules from experimental 1D NMR data.
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<p>A method to activate sulfamoyl fluorides, fluorosulfates, and sulfonyl fluorides with calcium triflimide, and DABCO for SuFEx with amines is described. The reaction was applied to a diverse set of sulfamides, sulfamates, and sulfonamides at room temperature under mild conditions. Additionally, we highlight the application of this transformation to parallel medicinal chemistry to generate a broad array of nitrogen-based S(VI) compounds. </p>
Semi-aromatic polyamides (SAPs) synthesized from petrochemical
diacids and diamines are high-performance polymers that often derive
their desirable properties from a high degree of crystallinity. Attempts
to develop partially renewable SAPs by replacing petrochemical diacids
with biobased furan-2,5-dicarboxylic acid (FDCA) have resulted in
amorphous materials or polymers with low melting temperatures. Herein,
we report the development of poly(5-aminomethyl-2-furoic acid) (PAMF),
a semicrystalline SAP synthesized by the polycondensation of CO2 and lignocellulose-derived monomer 5-aminomethyl-2-furoic
acid (AMF). PAMF has glass-transition and melting temperatures comparable
to that of commercial materials and higher than that of any previous
furanic SAP. Additionally, PAMF can be copolymerized with conventional
nylon 6 and is chemically recyclable. Molecular dynamics (MD) simulations
suggest that differences in intramolecular hydrogen bonding explain
why PAMF is semicrystalline but many FDCA-based SAPs are not.
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