Über Fluorphosphorverbindungen, I

Abstract

Darstellung und einige Reaktionen von Verbindungen der allgemeinen Formel XP(O, S)(Cl, Br)F werden beschrieben. Hierbei hat X die Bedeutung von —OR, —NHR, —NR2, —NHAr.

1‐Halogenoalkyl Isocyanates

“…W . Wischnewskij, and G. I. Derkatsch [*I In our studies of organic isocyanates 111 I-Halogenoalkyl isocyanates ( 2 ) are very reactive. We have studied their reactions with water, alcohols, ammonia, primary and secondary amines, alkoxides, silver cyanate.…”

Synthesis and characterisation of trimethylsilyl phosphorohalidates: Me3SiOP(O)FX (X = Cl, Br) and (Me3SiO)2P2O3F2

“…However, in contrast to the esters mentioned above, no trimethylsilyl phosphorodihalidate with two different halogens was so far reported. Nevertheless, in view of the existence of fairly stable alkyl esters ROP(O)FCl and ROP(O)FBr [10], a sufficient stability of the corresponding trimethylsilyl esters could be expected. Since POFCl 2 and POFBr 2 are the only readily available derivatives of HOP(O)FCl and HOP(O)FBr, respectively, their reactions with hexamethyldisiloxane were selected for the syntheses of the esters.…”

“AquaF” Building Blocks for Water-Compatible SN2 18F-Fluorination of Small-Molecule Radiotracers

“…Establishing a dedicated hydrophilic labeling site on a separable precursor for 18 F-fluorination in water would produce high molar activity (A m ) and eliminate radioactivity and time losses associated with dissolving inherently water-soluble [ 18 F]F − in aprotic media. 21−27 The high predicted bond dissociation energy of 602 kJ/ mol, 28 high stability in the presence of nucleophiles (amines, anilines, and alkoxides) or reductants, 29,30 and capacity to enhance hydrophilicity and modulate drug metabolic pathways through the P�O moiety 31 underscore the significant potential of P(O)−F motifs as hydrophilic building blocks. Despite advancements in bulky alkyl-substituted P(O)− 18 F building blocks, achieving high A m values has proven challenging, whether through water-compatible 18 F/ 19 Fexchange 21,32 or Cu(II)-mediated 18 F-dehydrofluorination.…”

“…The high predicted bond dissociation energy of 602 kJ/mol, high stability in the presence of nucleophiles (amines, anilines, and alkoxides) or reductants, , and capacity to enhance hydrophilicity and modulate drug metabolic pathways through the PO moiety underscore the significant potential of P­(O)–F motifs as hydrophilic building blocks. Despite advancements in bulky alkyl-substituted P­(O)– 18 F building blocks, achieving high A m values has proven challenging, whether through water-compatible 18 F/ 19 F-exchange , or Cu­(II)-mediated 18 F-dehydrofluorination .…”