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U.S. Department of Energy
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(Diosmacycloalkanes as models for the formation of hydrocarbons from surface methylenes)

Technical Report ·
OSTI ID:5340063
We have developed a method for the preparation of CH{sub 3}CD(OTf){sub 2} and CD{sub 3}CD(OTf){sub 2}, and have used them for the preparation of Os{sub 2}(CO){sub 8}({mu}-CDCH{sub 3}) and Os{sub 2}(CO){sub 8}({mu}-CDCD{sub 3}). We have examined the mechanism of the extrusion of propene from a diosmacyclobutane. It is clear that the majority of the product is formed by the expected {beta} elimination. However, the formation of a significant amount of CH{sub 3}CD=CHD shows that, contrary to the conventional wisdom, some {alpha} elimination is occurring. We investigating the mechanism of olefin and acetylene exchange with diosmacyclobutanes. We have also discovered a novel allenyl Claisen'' rearrangement while exploring the reactions of an 1(3) reagent with triple bonds. Finally, we have learned that a side chain ether oxygen can control the regioselectivity with which the reagent adds to triple bonds. 2 refs.
Research Organization:
Colorado State Univ., Fort Collins, CO (United States)
Sponsoring Organization:
DOE; USDOE, Washington, DC (United States)
DOE Contract Number:
FG02-84ER13299
OSTI ID:
5340063
Report Number(s):
DOE/ER/13299-7; ON: DE91017854
Country of Publication:
United States
Language:
English