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Updated: Jun 8, 2026

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
A beneficial kinetic effect of an η(5)-C5Me4H ligand
Rhett A Baillie1, Tommy Tran, Michelle E Thibault
1Department of Chemistry, The University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z1.
Abstract:
C-H activation of benzene at 26 °C by (η(5)-C(5)Me(5))W(NO)(CH(2)CMe(3))(η(3)-CH(2)CHCHMe) results after 4 h in the production of five new organometallic complexes, only two of which are isomers of the desired (η(5)-C(5)Me(5))W(NO)(C(6)H(5))(η(3)-CH(2)CHCHMe) compound. In contrast, the identical reaction involving the η(5)-C(5)Me(4)H analogue affords only the phenyl complexes during the first 24 h, thereby facilitating their isolation in good yields. This striking difference in reactivity can be attributed to the lesser steric demands of the η(5)-C(5)Me(4)H ligand that result in its complexes reacting at a significantly slower rate.
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