Synthesis and structure of cyclic phosphine-boranes

Hubert Schmidbaur, Marcus Sigl, Annette Schier

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29 Scopus citations

Abstract

In a search for cyclic phosphine-boranes, which can be expected to undergo ring opening polymerisation, or decomposition, to leave boron phosphide, the hydroboration reaction of ω-alkenyl-diphenylphosphines with boranes was investigated. Addition of one equivalent of borane (introduced as its tetrahydrofuran adduct) to phosphines H2C=CH-(CH2)n-PPh2 (n = 0, 1, 2) gave the corresponding phosphine-boranes H2C=CH-(CH2)n-PPh2BH3 without any further cyclisation. With an excess of (thf)BH3, hydroboration of the olefinic function occurred, but again no ring closure. Treatment of the alkenylphosphines with 9-borabicyclononane gave the expected cyclic phosphine-boranes (C8H14)B-(CH2)n-PPh2 (n = 3, 4) in good yield as crystalline products. The structures of the two heterocycles have been determined by X-ray diffraction methods. They show the expected strain-free ring systems with short P-B bonds, comparable with the isoelectronic Si-C systems.

Original languageEnglish
Pages (from-to)323-327
Number of pages5
JournalJournal of Organometallic Chemistry
Volume529
Issue number1-2
DOIs
StatePublished - 15 Feb 1997
Externally publishedYes

Keywords

  • 1,2-Boraphosphacycloalkanes
  • Alkenylphosphines
  • Borabicyclononane
  • Hydroboration
  • Phosphine-boranes

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