Novel Ylidic Phosphoryl Compounds from Halogenated Furan-2,5-Diones with Trivalent Phosphorus Esters: Application of this Approach to New Trisphosphonates Containing a Geminal Bisphosphonate Unit

D. Vaughan Griffiths, David M. Benoit, Yuen-Ki Cheong, Philip Duncanson, Xiao Han

Research output: Contribution to journalArticlepeer-review

Abstract

The reactions of trivalent phosphorus esters, including trialkyl phosphites, dialkyl phosphonites, and alkyl phosphinites, with 3-halo- and 3,4-dihalo-furan-2,5-diones has been shown to lead to the formation of novel phosphorus ylides possessing additional phosphoryl-containing groups. For the reaction of 3,4-dihalo-furan-2,5-diones with trialkyl phosphites, the products are trialkoxyphosphonium ylides containing an adjacent geminal bisphosphonate unit. These can be used to provide a convenient route to novel 2,3,3-tris(dialkoxyphosphoryl)-substituted propionate esters which can be hydrolyzed to give the corresponding novel trisphosphonic monocarboxylic acid.
Original languageEnglish
Pages (from-to)1013-1027
Number of pages15
JournalPhosphorus, Sulfur, and Silicon and the Related Elements
Volume189
Issue number7-8
DOIs
Publication statusPublished - 3 Aug 2014

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