186689-45-2Relevant academic research and scientific papers
Aryl substituent effects on the thermal interconversion of cyclobutenediones and 1,2-bisketenes
Liu, Ronghua,Tidwell, Thomas T.
, p. 2757 - 2762 (1996)
The rates and activation parameters are reported for ring closure of 1,2 bisketenes O=C=C(C6H4X)C(SiMe3)=C=O (7), generated by photolysis of the corresponding cyclobutenediones 6. The rates at 70°C are correlated with the
Reactive iron carbonyl reagents via reaction of metal alkoxides with Fe(CO)5 or Fe2(CO)9: Synthesis of cyclobutenediones via double carbonylation of alkynes
Beesu, Mallesh,Periasamy, Mariappan
experimental part, p. 543 - 549 (2011/04/16)
Alkoxy bases such as t-BuOK react with Fe(CO)5 to give reactive iron carbonyl intermediates that in turn react with alkynes at 70 °C in THF to give 1,2-cyclobutenediones in 70-93% yields after CuCl2· 2H2O oxidation. A novel 1,2-diacyloxyferrole derivative was isolated in the reaction of diphenylacetylene with Fe(CO)5/t-BuOK in the presence of acetyl chloride in contrast to the formation of a 1,4-diacyloxyferrole complex formed in the reaction using Fe(CO) 5/Me3NO. The Fe2(CO)9/t-BuOK reagent system also converts the alkynes to corresponding cyclobutenediones in 63-90% yields under similar reaction conditions.
