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π-Electron systems containing Si=Si double bonds.

Tsukasa Matsuo1, Naoki Hayakawa1

  • 1Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University, Osaka, Japan.

Science and Technology of Advanced Materials
|February 23, 2018
PubMed
Summary

Sterically protected silicon-silicon double bonds (disilenes) are stabilized by bulky groups. Recent advances explore the synthesis, characterization, and applications of these unique π-conjugated systems.

Keywords:
104 Carbon and related materials20 Organic and soft materials (colloids, liquid crystals, gel, polymers)Siliconbulky protecting groupsconjugationdisilenesπ-electron systems

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Area of Science:

  • Organosilicon Chemistry
  • Materials Science
  • Synthetic Chemistry

Background:

  • Sterically demanding substituents are crucial for stabilizing reactive low-coordinate compounds.
  • The kinetic protection of silicon-silicon double bonds (disilenes) was pioneered by West et al. in 1981 using bulky mesityl groups.
  • Exploration of disilene π-electron systems remained limited until the development of oligo(p-phenylenedisilenylene)s (Si-OPVs) around 2007.

Purpose of the Study:

  • To review recent advancements in the chemistry of π-electron systems featuring silicon-silicon double bonds.
  • To highlight the synthesis, characterization, and potential applications of these disilene compounds.
  • To focus on donor-free π-conjugated disilenes developed primarily in the last decade.

Main Methods:

  • Literature review of studies published in the last decade.
  • Focus on synthetic strategies for creating sterically hindered disilenes.
  • Characterization techniques for unsaturated silicon compounds.

Main Results:

  • Successful isolation and characterization of various sterically protected disilenes.
  • Development of novel synthetic routes to access these compounds.
  • Exploration of the unique electronic properties arising from Si=Si π-bonds.

Conclusions:

  • Steric protection is key to accessing and studying disilene chemistry.
  • Recent research has significantly expanded the scope and understanding of π-conjugated disilenes.
  • These compounds hold potential for future materials science applications.