G. A. Dushenko, I. E. Mikhailov, A. Zschunke, G. Reck, B. Schulz, V. I. Minkin, “Structure and rearrangements of 7-(1,2,3,4,5,6,7-heptaphenylcycloheptatrienyl) isocyanate, isothiocyanate and isoselenocyanate”, Mendeleev Commun., 1999, Volume 9, Issue 6,Pages <nobr>222

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Structure and rearrangements of 7-(1,2,3,4,5,6,7-heptaphenylcycloheptatrienyl) isocyanate, isothiocyanate and isoselenocyanate

G. A. Dushenko^a, I. E. Mikhailov^a, A. Zschunke^b, G. Reck^b, B. Schulz^b, V. I. Minkin^a

^a Institute of Physical and Organic Chemistry, Southern Federal University, Rostov-on-Don, Russian Federation
^b Federal Institute for Materials Research and Testing, Berlin, Germany

Abstract: In 7-(1,2,3,4,5,6,7-heptaphenylcycloheptatrienyl) isothiocyanate and isoselenocyanate, migration of isothiocyanate and isoselenocyanate groups along the perimeter of the seven-membered ring occurs via an intramolecular dissociation–recombination mechanism with high free energy barriers (ΔG298≠) of 24.3 and 22.4 kcal mol^–1, respectively.

Language: English

DOI: 10.1070/MC1999v009n06ABEH001166