Synthesis of New Polynitropolyhedranes

Abstract

A significant portion of our overall research program has been concerned with the synthesis and chemistry of novel, strained polycyclic 'cage' hydrocarbon systems. The objective of our AFOSR-sponsored research program is to extend our earlier interests in the pentacyclo 5.4.0.02,6.03,10.05,9 undecane (PCUD) and pentacyclo 5.4.0.02,5,03,9.04,8 decane (1,3-bishomocubane) ring systems to include the syntheses of new polynitro derivatives of these molecules. We seek new ways to incorporate increasing numbers of NO2 groups into novel cage molecules with the ultimate goal of synthesizing a fully penitrated cage molecule, Cn(NO2)m. Our approach to these syntheses involves introducing increasing numbers of NO2 groups into a given cage system by employing a logical progression of increasingly functionalized synthetic intermediates. Thus, we are able to gauge the cumulative effects of increasing substitution (particularly NO2 substitution) upon product stability and upon the relative ease of product-forming reactions in a gradual and orderly fashion. Importantly, such approaches represent entirely new synthetic methodology for incorporating large numbers of NO2 substituents into novel, strained systems. Keywords: Cyclic compounds, Cubanes, Decanes.

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Document Details

Document Type
Technical Report
Publication Date
Jul 08, 1988
Accession Number
ADA198320

Entities

People

  • Alan P. Marchand

Organizations

  • University of North Texas

Tags

Communities of Interest

  • Biomedical
  • Energy and Power Technologies
  • Weapons Technologies

DTIC Thesaurus Topics

  • Air Force
  • Alkanes
  • Carbon Monoxide
  • Chemical Engineering
  • Chemical Synthesis
  • Chemistry
  • Dielectric Gases
  • Energetic Materials
  • Explosives
  • Hydrocarbon Fuels
  • Hydrocarbons
  • New York
  • Organic Chemistry
  • Plastic Explosives
  • Spectra
  • United States
  • United States Military Academy

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Quantum Chemistry
  • Systems Analysis and Design