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Metalation Of The Di- And Tri-Methoxybenzenes, Phillip Shelton
Metalation Of The Di- And Tri-Methoxybenzenes, Phillip Shelton
Masters Theses & Specialist Projects
Hydrocarbon solvents are known to be unreactive towards organolithium reagents and also to afford little support for ortho-metalation reactions. In contrast, both m- and odimethoxybenzene afford 80% "ion-multiple specific" monometalation in hydrocarbon solvent (n-hexane, cyclohexane, toluene) without the addition of any catalyst (ether or amine). These observations are, in part, attributed to the 1,2- and 1,3- formation of the n-BuLi dimer, the most reactive form of n-BuLi. In other words these substrates are acting in a "substrate-catalyzed" manner. Extensions of these concepts to 1,2,3-, 1,2,4- and 1,3,5-trimethoxybenzenes have led to further unusual observations. In particular, the 1,2,3-system affords an interesting …
Ua66/7/2 Hilltopper News, Wku Chemistry
Ua66/7/2 Hilltopper News, Wku Chemistry
WKU Archives Records
Newsletter created by and about the WKU Chemistry department.