4.6 Article

One-stage synthesis of FcP(O)(OC2H5)(2) from ferrocene and alpha-hydroxyethylphosphonate

Journal

RSC ADVANCES
Volume 6, Issue 48, Pages 42701-42707

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ra04480h

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Funding

  1. Russian Science Foundation [14-23-00016]

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A new approach is proposed for ferrocene phosphorylation using alpha-hydroxylalkylphosphonate as a masked phosphorylating agent, by electrochemical reduction of a ferrocene and (Me)(2)C(OH) P(O)(OC2H5)(2) mixture at 50 degrees C. The method makes it possible to obtain the product of diethyl ferrocenyl phosphonate with a high yield (87-89%) and 100% conversion of the initial phosphonate in one stage. It is evidenced with experiments that ferrocene reduction is carried out with preservation of the iron charge in the ferrocene fragment and with the formation of a cyclopentadienyl ligand radical anion at -3.3 V ref. Ag/AgCl (at -50 degrees C).

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