Functionalization of P4 using a Lewis acid stabilized bicyclo[1.1.0]tetraphosphabutane anion

Jaap E. Borger, Andreas W. Ehlers, Martin Lutz, J. Chris Slootweg, Koop Lammertsma

Research output: Contribution to journalArticlepeer-review

66 Citations (Scopus)

Abstract

Reacting white phosphorus (P4) with sterically encumbered aryl lithium reagents (aryl=2,6-dimesitylphenyl or 2,4,6-tBu3C6H2) and B(C6F5)3 gives the unique, isolable Lewis acid stabilized bicyclo[1.1.0]tetraphosphabutane anion. Subsequent alkylation of the nucleophilic site of the RP4 anion gives access to non-symmetrical disubstituted bicyclic tetraphosphorus compounds. This novel method enables P-C bond formation in a controlled fashion using white phosphorus as starting material. Controlling P4 transformations: Reacting P4 with congested aryl lithium reagents and B(C6F5)3 gives unique, Lewis acid stabilized bicyclo[1.1.0]tetraphosphabutane anions. Alkylating their nucleophilic site results in a non-symmetrical disubstituted bicyclic tetraphosphorus compound. This method enables the formation of P-C bonds in a controlled fashion using white phosphorus as the starting material.

Original languageEnglish
Pages (from-to)12836-12839
Number of pages4
JournalAngewandte Chemie - International Edition
Volume53
Issue number47
DOIs
Publication statusPublished - 1 Nov 2014
Externally publishedYes

Keywords

  • alkali metals
  • anions
  • nucleophilic addition
  • phosphorus
  • white phosphorus

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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