55236-56-1Relevant articles and documents
New look into the synthesis of polyhalogenoarylphosphanes
Nycz, Jacek E.
experimental part, p. 2605 - 2612 (2010/08/06)
The present study shows new aspects of the synthesis of polyhalogenoarylphosphanes. The sterically hindered anions Ph(R)P-Y- (1a-c, Y = O, lone pair; R = Ph, But) have been used to show the complexity of the reaction between phosphorus nucleophiles and hexahalogenobenzenes or 9-bromofluorene (E3). The Ph(But)P-O-(1a) anion reacts with hexachlorobenzene (E1), hexafluorobenzene (E2), or E3 to give Ph(R)P(O)X (4a-c, X = F, Cl, Br) with the release of the corresponding carbanion as a nucleofuge, followed by side reactions. In contrast, the lithium phosphides Ph(R)PLi (1b,c) react with hexahalogenobenzenes to give the corresponding diphosphanes 5a,b as the main product and traces of P-arylated products, i.e., Ph(R)P-C6X 5 (10a,b, X = Cl, F). Unexpectedly, Ph(But)PLi (1b) reacts with an excess of 9-bromofluorene to give only halogenophosphane Ph(Bu t)P-X. Taylor & Francis Group, LLC.
Fluorination of Trimethylsilyl Phosphites and their Structural Analogues by Sulfuryl Chloride Fluoride: Simple Preparation of Phosphorofluoridates and Related Compounds, including Deoxynucleoside Phosphorofluoridates
Dabkowski, Wojciech,Cramer, Friedrich,Michalski, Jan
, p. 1447 - 1452 (2007/10/02)
Trimethylsilyl esters of general formula RR'POSiMe3 react in a quantitative and fully chemoselective way with sulfuryl chloride fluoride, ClSO2F, under extremely mild conditions to give phosphorofluoridates RO(R'O)P(O)F of high purity.This work provides easy access to all type of fluoridates from non-toxic starting materials.The synthetic usefulness of this method is illustrated by the synthesis of 3'- and 5'-mononucleoside phosphorofluoridates 10 and 3',5'-dinucleoside phosphorofluoridates 11 from the corresponding nucleoside trimethylsilyl phosphites.
CHEMISTRY OF S-TRIFLUOROMETHYL ORGANOPHOSPHOROTHIOATES AND THEIR STRUCTURAL ANALOGS A CONVENIENT SYNTHESIS OF ORGANOPHOSPHORUS FLUORIDATES
Lopusinski, Andrzej
, p. 137 - 144 (2007/10/02)
New organophosphorus compounds containing one or two different S-trifluoromethyl functionalities are synthesized in the reaction between the tri-coordinate phosphorus esters and bis-(trifluoromethane) disulfide.The catalytic effect exerted by the nucleoph