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U.S. Department of Energy
Office of Scientific and Technical Information

(Free radical and rearrangement reactions in coal liquefactions)

Technical Report ·
OSTI ID:6170731

Studies on rearrangement reactions in coal liquefaction have continued. The pyrolysis of 5-methylenespiro (3,5) nonane results in a retro 2+2 cleavage and a 1,3-shift to {triangle}{sup 1,2}- octalin in a 1:2 ratio, respectively. This is in contrast to a 2:1 ratio usually observed for conformationally unbiased vinylcyclobutanes. 5-Methylenespiro (3,5) nona-1-ene was prepared, and its thermal rearrangement to {triangle}{sup 1-2,3}-hexalin was examined. Also formed is a triene resulting from cyclobutene ring opening. Work continues on developing a force-field appropriate to organometallic systems. The model is extremely simple. It assumes that all metal ligand bond distances are a function of a ligand and the covalent radius of the metal. The model ignores bond angle and torsion potentials at the metal so that steric size and electrostatics determine geometry.

Research Organization:
Indiana Univ., Bloomington, IN (USA). Dept. of Chemistry
Sponsoring Organization:
DOE; USDOE, Washington, DC (USA)
DOE Contract Number:
FG02-86ER13616
OSTI ID:
6170731
Report Number(s):
DOE/ER/13616-5; ON: DE91009672
Country of Publication:
United States
Language:
English