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Selective ring-opening reactions of

Jakle1, Berenbaum, Lough

  • 1Department of Chemistry, University of Toronto, ON, Canada.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|September 14, 2000
PubMed
Summary

This study explores the reactions of ferrocenophanes with boron halides, creating novel ferrocene derivatives with boron centers. These compounds can be incorporated into polymers, expanding their applications.

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Area of Science:

  • Organometallic Chemistry
  • Boron Chemistry
  • Ferrocene Derivatives

Background:

  • Strained [1]ferrocenophanes offer unique reactivity profiles.
  • Boron halides are versatile reagents in organic synthesis.

Purpose of the Study:

  • To investigate the reactivity of [1]ferrocenophanes with boron halides.
  • To develop a facile pathway to novel ferrocene derivatives functionalized with Lewis acidic boron centers.
  • To explore the potential of these derivatives in polymer synthesis.

Main Methods:

  • Reaction of [1]ferrocenophanes (silicon- and tin-bridged) with various boron halides (RBX2).
  • Characterization of products using multinuclear NMR spectroscopy, mass spectrometry, and X-ray diffraction.
  • Reduction of functionalized ferrocenylboranes and their use in polymerization.

Main Results:

  • Selective cleavage of Si-Cp bonds in silicon-bridged ferrocenophanes by boron halides, yielding functionalized mono- or diferrocenylboranes.
  • Formation of 1-stannyl-1'-borylferrocenes from tin-bridged ferrocenophanes.
  • Successful incorporation of ferrocenylborane units into poly(ferrocenylsilane) main chains.

Conclusions:

  • A new synthetic methodology for preparing ferrocene derivatives with Lewis acidic boron centers has been established.
  • The developed compounds serve as valuable building blocks for advanced materials, including polymers.
  • The study highlights the versatility of ferrocenophanes in organoboron chemistry.

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