An easy and practical synthetic route to electron rich water soluble ligands: α-aminomethylation of trishydroxymethylphosphine

Jürgen G.E. Krauter, Matthias Beller

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

Hydrophilic aminomethylphosphines 6a-e were prepared in excellent yield by the condensation of P(CH2OH)3 (THP) with a variety of easily accessible water soluble secondary amines, such as sarcosine (5a), N-methyltaurine (5b), N-methylethanolamine (5c), diethanolamine (5d) and 3-(N- butylamino)propanesulfonic acid sodium salt (5e). All products 6 are highly water soluble and are stable in air as well as under a wide pH range. The basic character of 6a-e has been proven by titration and by infrared analysis of the v(CO) A1 frequencies of their corresponding nickel complexes 7a-e of the type Ni(CO)3L.

Original languageEnglish
Pages (from-to)771-774
Number of pages4
JournalTetrahedron
Volume56
Issue number5
DOIs
StatePublished - 28 Jan 2000
Externally publishedYes

Keywords

  • Amino acids
  • Aminomethylphosphines
  • P, N-ligands
  • Trishydroxymethylphosphine

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