Single-stage synthesis of alkyl-H-phosphinic acids from elemental phosphorus and alkyl bromides
Elemental phosphorus (red or white) reacts with alkyl bromides at 60–62 °C in the phase-transfer catalytic system KOH/H2O/PhMe/Et3BnNCl to afford alkyl-H-phosphinic acids in up to 47% yield.
Gusarova, Nina K.,Sutyrina, Anastasiya O.,Kuimov, Vladimir A.,Malysheva, Svetlana F.,Belogorlova, Natalia A.,Volkov, Pavel A.,Trofimov, Boris A.
p. 328 - 330
(2019/06/13)
Spectroscopic identification of tri-n-octylphosphine oxide (TOPO) impurities and elucidation of their roles in cadmium selenide quantum-wire growth
Tri-n-octylphosphine oxide (TOPO) is the most commonly used solvent for the synthesis of colloidal nanocrystals. Here we show that the use of different batches of commercially obtained TOPO solvent introduces significant variability into the outcomes of CdSe quantum-wire syntheses. This irreproducibility is attributed to varying amounts of phosphorus-containing impurities in the different TOPO batches. We employ 31P NMR to identify 10 of the common TOPO impurities. Their beneficial, harmful, or negligible effects on quantum-wire growth are determined. The impurity di-n-octylphosphinic acid (DOPA) is found to be the important beneficial TOPO impurity for the reproducible growth of high-quality CdSe quantum wires. DOPA is shown to beneficially modify precursor reactivity through ligand substitution. The other significant TOPO impurities are ranked according to their abilities to similarly influence precursor reactivity. The results are likely of general relevance to most nanocrystal syntheses conducted in TOPO.
Wang, Fudong,Tang, Rui,Kao, Jeff L.-F.,Dingman, Sean D.,Buhro, William E.
supporting information; experimental part
p. 4983 - 4994
(2009/09/30)
A novel approach to phosphonic acids from hypophosphorous acid
A novel access to phosphonic acids via Pd-catalyzed tandem carbon-phosphorus bond formation-oxidation processes was developed. The procedures involve atom-economical and environmentally friendly functionalization reactions of hypophosphorous acid (H3PO2) and H-phosphinic acids [RP(O)(OH)(H)].
Bravo-Altamirano, Karla,Montchamp, Jean-Luc
p. 5755 - 5759
(2008/02/09)
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