Novel fluorinated phosphorus–sulfur heteroatom compounds : synthesis and characterization of ferrocenyl- and aryl-phosphonofluorodithioic salts, adducts, and esters
Date
03/07/2015Author
Grant ID
EP/K503940/1
EP/K031252/1
EP/K039210/1
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Show full item recordAbstract
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.
Citation
Hua , G , Du , J , Woollins , J D , Surgenor , B A & Slawin , A M Z 2015 , ' Novel fluorinated phosphorus–sulfur heteroatom compounds : synthesis and characterization of ferrocenyl- and aryl-phosphonofluorodithioic salts, adducts, and esters ' , Molecules , vol. 20 , no. 7 , pp. 12175-12197 . https://doi.org/10.3390/molecules200712175
Publication
Molecules
Status
Peer reviewed
ISSN
1420-3049Type
Journal article
Rights
© 2015 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
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