title: Novel Fluorinated Phosphorus-Sulfur Heteroatom Compounds: Synthesis and Characterization of Ferrocenyl- and Aryl-Phosphonofluorodithioic Salts, Adducts, and Esters.
abstract: A series of novel ferrocenyl- and aryl-phosphonofluorodithioic salts, adducts, and esters has been prepared. The reaction of 2,4-diferrocenyl-1,3,2,4-diathiadiphosphetane 2,4-disulfide {[FcP(μ-S)S]2, FcLR} with dry KF or tetrabutylammonium fluoride (TBAF) led to the corresponding potassium and tetrabutylammonium salts of ferrocenyldithiofluorophosphinic acids. Treating potassium ferrocenyldithiofluorophosphinic acid with an equimolar amount of tetraphenylphosphonium chloride readily yielded the corresponding organic adducts, and with mono- and di-halogenated alkanes generated a series of the corresponding esters of ferrocenylphosphonofluoridodithioates. Similarly, using 1,3-epithionaphtho[1,8-cd][1,2,6] oxadiphosphinine 1,3-disulfide or Belleau's Reagent in place of FcLR resulted in the corresponding novel salts, adducts, and ester derivatives. All new compounds have been characterized by means of multi-NMR (1H, 13C, 31P, 19F) spectroscopy and accurate mass measurement in conjunction with single crystal X-ray crystallography of four structures.
authors.affiliation: EaStCHEM School of Chemistry, University of St. Andrews, St Andrews, Fife KY16 9ST, UK. gh15@st-and.ac.uk.
authors.forename: Guoxiong
authors.initials: G
authors.lastname: Hua
authors.affiliation: EaStCHEM School of Chemistry, University of St. Andrews, St Andrews, Fife KY16 9ST, UK. jd83@st-and.ac.uk.
authors.forename: Junyi
authors.initials: J
authors.lastname: Du
authors.affiliation: EaStCHEM School of Chemistry, University of St. Andrews, St Andrews, Fife KY16 9ST, UK. basurgenor@gmail.com.
authors.forename: Brian A
authors.initials: BA
authors.lastname: Surgenor
authors.affiliation: EaStCHEM School of Chemistry, University of St. Andrews, St Andrews, Fife KY16 9ST, UK. amzs@st-and.ac.uk.
authors.forename: Alexandra M Z
authors.initials: AM
authors.lastname: Slawin
authors.affiliation: EaStCHEM School of Chemistry, University of St. Andrews, St Andrews, Fife KY16 9ST, UK. jdw3@st-andrews.ac.uk.
authors.forename: J Derek
authors.initials: JD
authors.lastname: Woollins
mesh_terms: D004952:Esters; D005296:Ferrous Compounds / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D000075163:Metallocenes; D010758:Phosphorus / Q000737:chemistry*; D012492:Salts; D013455:Sulfur / Q000737:chemistry*
chemical_list: D004952:Esters; D005296:Ferrous Compounds; D000075163:Metallocenes; D012492:Salts; D010758:Phosphorus; D005461:Fluorine; D013455:Sulfur; C004998:ferrocene
keywords: 2,4-diferrocenyl-1,3,2,4-diathiadiphosphetane 2,4-disulfide; esters of phenylphosphono-fluoridodithioates; mono- and di-halogenated alkanes; salts of phenyldithio- fluorophosphinic acids