Cyclo-oligomerization of isocyanates with Na(PH2) or Na(OCP) as “P” anion sources

Dominikus Heift, Zoltán Benkő, Hansjörg Grützmacher, Andrew R. Jupp, Jose M. Goicoechea

Research output: Contribution to journalArticlepeer-review

45 Citations (Scopus)
19 Downloads (Pure)

Abstract

We show that the 2-phosphaethynolate anion, OCP, is a simple and efficient catalyst for the cyclotrimerization of isocyanates. This process proceeds step-wise and involves five-membered heterocycles, namely 1,4,2-diazaphospholidine-3,5-dionide anions and spiro-phosphoranides as detectable intermediates, both of which were also found to be involved in the catalytic conversion. These species can be considered as adducts of a phosphide anion with two and four isocyanate molecules, respectively, demonstrating that the OCP anion acts as a formal “P” source. The interconversion between these anionic species was found to be reversible, allowing them to serve as reservoirs for unique phosphorus-based living-catalysts for isocyanate trimerization.
Original languageEnglish
Pages (from-to)1017-4024
Number of pages8
JournalChemical Science
Volume6
Issue number7
Early online date13 May 2015
DOIs
Publication statusPublished - 1 Jul 2015

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