Cyclooctane metathesis catalyzed by silica supported tungsten pentamethyl (≡SiO)W(Me)5: distribution of macrocyclic alkanes

N. Riache, E. Callens, M. Samantaray, N. Kharbatia, M. Atiqullah, J.-M. Basset
Chem. Eur. J., 20, 15089-15094, (2014)

Cyclooctane metathesis catalyzed by silica supported tungsten pentamethyl (≡SiO)W(Me)5: distribution of macrocyclic alkanes

Keywords

Alkanes, NMR spectroscopy, Macrocycles, Metathesis, Tungsten

Abstract

​Metathesis of cyclic alkanes catalyzed by the new surface complex [([TRIPLE BOND]SiO)W(Me)5] affords a wide distribution of cyclic and macrocyclic alkanes. The major products with the formula CnH2n are the result of either a ring contraction or ring expansion of cyclooctane leading to lower unsubstituted cyclic alkanes (5≤n≤7) and to an unprecedented distribution of unsubstituted macrocyclic alkanes (12≤n≤40), respectively, identified by GC/MS and by NMR spectroscopies.

Code

DOI: 10.1002/chem.201403704

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