Synthesis and Kinetics of Disassembly for Silyl-Containing Ethoxycarbonyls Using Fluoride Ions

Abstract

In this study, a series of silyl-containing ethoxycarbonates and ethoxycarbamates on electron poor anilines and phenols were synthesized and their kinetics of disassembly determined in real-time upon exposure to fluoride ion sources at room temperature. The results provide a greater understanding of stability and kinetics for silyl-containing protecting groups that eliminate volatile molecules upon removal, which will allow for simplification of orthogonal protection in complex organic molecules.

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Document Details

Document Type
Technical Report
Publication Date
Dec 22, 2017
Accession Number
AD1100497

Entities

People

  • Erick B Lezzi
  • Eugene Camerino
  • Grant C. Daniels
  • James H Wynne

Organizations

  • United States Naval Research Laboratory

Tags

Communities of Interest

  • Advanced Electronics

DTIC Thesaurus Topics

  • Alkenes
  • Amines
  • Carbon Dioxide
  • Chemical Synthesis
  • Chemistry
  • Ion Sources
  • Macromolecules
  • Mass Spectrometry
  • Materials
  • Military Research
  • Molecules
  • Organic Chemistry
  • Spectra
  • Spectrometry
  • Spectroscopy
  • Visible Spectra

Fields of Study

  • Chemistry

Readers

  • Chemistry (specifically Chemical Fluorescence)
  • Environmental Engineering.
  • Surface Coatings Technology.

Technology Areas

  • Microelectronics