Diazonium salts as grafting agents and efficient radical-hydrosilylation initiators for freestanding photoluminescent silicon nanocrystals

Ignaz M.D. Höhlein, Julian Kehrle, Tobias Helbich, Zhenyu Yang, Jonathan G.C. Veinot, Bernhard Rieger

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

The reactivity of diazonium salts towards freestanding, photoluminescent silicon nanocrystals (SiNCs) is reported. It was found that SiNCs can be functionalized with aryl groups by direct reductive grafting of the diazonium salts. Furthermore, diazonium salts are efficient radical initiators for SiNC hydrosilylation. For this purpose, novel electron-deficient diazonium salts, highly soluble in nonpolar solvents were synthesized. The SiNCs were functionalized with a variety of alkenes and alkynes at room temperature with short reaction times. Surface grafting: Diazonium salts are used as grafting agents and radical hydrosilylation initiators on freestanding photo-luminescent silicon nanocrystals (SiNCs). Novel, electron-deficient and organic soluble diazonium salts were synthesized that allow hydrosilylation reactions at room temperature with short reaction times. The SiNCs were modified with a variety of alkenes and alkynes in this way (see scheme).

Original languageEnglish
Pages (from-to)4212-4216
Number of pages5
JournalChemistry - A European Journal
Volume20
Issue number15
DOIs
StatePublished - 7 Apr 2014

Keywords

  • diazo compounds
  • hydrosilylation
  • silicon nanocrystals
  • surface grafting

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