Reactivity of elemental tin and zinc toward organophosphonic acid dialkyl esters: a new one-pot recipe for the synthesis of coordination assemblies derived from o-alkylorganophosphonate ligands

Ravi Shankar, Swati Mendiratta, Nisha Singla, Gabriele Kociok-Kohn, Michael Lutter, Klaus Jurkschat

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A new recipe for the synthesis of diorganotin bis(O-alkylorganophosphonate)s, R1 2Sn{O- (P)(O)(OR1)R}2 [R = R1 = methyl (1); R1 = ethyl and R = methyl (2), allyl (3), 2-thienyl (4), benzyl (5)], has been developed from the direct reaction of elemental tin (powder) with organophosphonic acid dialkyl esters, RP(O)(OR1)2, in the presence of a catalytic amount of potassium iodide under ambient conditions (130 °C, 18-20 h). The key steps in the proposed catalytic cycle involve the monodealkylation of phosphonate diester and in situ generation of a R1SnI or R1 2SnI2 intermediate via the oxidative addition of alkyl iodide on tin. Evidence in support of the formation of organotin species comes from the isolation of Me2Sn{O(P)(O)(OiPr)Me}2 (6) from the direct reaction of tin metal with MeP(O)(OiPr)2 in the presence of methyl iodide. The method has also been extended to isolate Zn{OP(O)(OMe)Me}2 (7) using metallic zinc as the precursor. All of the compounds have been characterized by IR and NMR studies as well as X-ray crystallography for 2, 4, 6, and 7.

Original languageEnglish
Pages (from-to)721-724
Number of pages4
JournalInorganic Chemistry
Volume56
Issue number2
DOIs
Publication statusPublished - 17 Jan 2017

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