Tetrahedron Letters p. 6025 - 6028 (1993)
Update date:2022-08-11
Topics:
Moss, Robert A.
Liu, Weiguo
Krogh-Jespersen, Karsten
The experimental α-secondary kinetic isotope effect for the rearrangement of (2,2-dideuteriocylopropyl)chlorocarbene, 2-d2, to chlorocyclobutenes, 4 and 5, is kH/kD = 1.20 at 21° C. The corresponding value calculated by ab initio electronic structure methods is 1.12. The isotope effect very largely originates in hybridization changes at the migrating carbon atom.
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