Synthesis of Novel, Substituted Polycyclic Cage Systems
Abstract
Studies of the synthesis and chemistry of poly carbocyclic cage hydrocarbons and polynitropolycyclic compounds are described. These compounds constitute a new class of energetic materials; the former are of interest as high energy/high density fuels, and the latter have potential application as relatively insensitivity high energy explosives. As part of this program, alkene dimers were prepared via low valent titanium-promoted reductive coupling of D3-trishomocubanone and of homocubanone. The mechanism of addition of electrophiles to the carbon=carbon double bond of each of the resulting alkene dimers (i.e., meso- and d,l-trishomocubylidene-trishomocubane and homocubylidenehomocubane, respectively) was investigated. In addition, the structures of several new cage intermediates were elucidated via single crystal X-ray crystallographic methods. Finally, ring homologations of substituted pentacycloundecanediones were studied.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jul 18, 1991
- Accession Number
- ADA239325
Entities
People
- Alan P. Marchand
Organizations
- University of North Texas