We studied, with the RB3LYP/6-311+G(d,p) method, the mechanism of peroxyformic acid epoxidation of norbornene, norbornadiene, tetramethylethene, and anti- and syn-sesquinorbornenes. The transition structures (TSs) for the reaction of tetramethylethene and norbornene show a perfect spiro geometry (the peroxy acid plane is perpendicular to the CdC bond axis) with synchronous bond formation. Also three out of the four TSs of the norbornadiene reaction are spiro-like, but the highly asynchronous syn,endo-TS has a planar-like geometry
Planar Transition Structures in the Epoxidation of Alkenes. A DFT Study on the Reaction of Peroxyformic Acid with Norbornene Derivatives.
FRECCERO, MAURO;GANDOLFI, REMO;
2002-01-01
Abstract
We studied, with the RB3LYP/6-311+G(d,p) method, the mechanism of peroxyformic acid epoxidation of norbornene, norbornadiene, tetramethylethene, and anti- and syn-sesquinorbornenes. The transition structures (TSs) for the reaction of tetramethylethene and norbornene show a perfect spiro geometry (the peroxy acid plane is perpendicular to the CdC bond axis) with synchronous bond formation. Also three out of the four TSs of the norbornadiene reaction are spiro-like, but the highly asynchronous syn,endo-TS has a planar-like geometryFile in questo prodotto:
Non ci sono file associati a questo prodotto.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
