I. E. Mikhailov, G. A. Dushenko, A. V. Kisin, C. Muegge, A. Zschunke, V. I. Minkin, “1,5-Sigmatropic Shifts of Chlorine in the Cyclopentadiene Ring”, Mendeleev Commun., 1994, Volume 4, Issue 3,Pages <nobr>85

This article is cited in 10 papers

1,5-Sigmatropic Shifts of Chlorine in the Cyclopentadiene Ring

I. E. Mikhailov^a, G. A. Dushenko^a, A. V. Kisin^b, C. Muegge^c, A. Zschunke^d, V. I. Minkin^a

^a Institute of Physical and Organic Chemistry, Southern Federal University, Rostov-on-Don, Russian Federation
^b State Scientific Research Institute of Chemistry and Technology of Organoelement Compounds, Moscow, Russian Federation
^c Department of Chemistry, Humboldt University, Berlin, Germany
^d Federal Institute for Materials Research and Testing, Berlin, Germany

Abstract: Intramolecular rearrangement due to successive 1,5-sigmatropic shifts of chlorine over a five-membered ring were found to occur in 5-chloro-1-alky1-2,3,4,5-tetramethoxycarbonylcyclopentadienes with energy barriers to chlorine migration falling in the range 26.0–27.3 kcal mol^–1.

Language: English

DOI: 10.1070/MC1994v004n03ABEH000358