Influence of MgCl2 on Grignard reagent composition in tetrahydrofuran. III |
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| Affiliation: | 1. College of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, PR China;2. Northwest Institute of Plateau Biology, Chinese Academy of Science, Xining 810008, Qinghai, PR China;1. School of Chemical Engineering and Technology, Tianjin University, Tianjin, 300354, China;2. Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300072, China;3. Department of Chemistry and Biochemistry and the Materials Technology Center, Southern Illinois University Carbondale, IL 62901, United States;4. Tianjin Engineering Research Center of Functional Fine Chemicals, Tianjin, 300354, China;5. School of Science, Tianjin University, Tianjin, 300354, China;1. College of Science, Northwest A&F University, 22 Xinong Road, Shaanxi, Yangling, 712100, China;2. Department of Natural Products Chemistry, School of Pharmacy Fudan University, 826 Zhangheng Road, Shanghai 201203, China;1. Department of Chemistry, Youngstown State University, Youngstown, OH 44555, USA;2. Instituto de Química Médica (IQM-CSIC), Juan de la Cierva, 3, E-28006 Madrid, Spain;1. Department of Biological Sciences, California State University Los Angeles, Los Angeles, CA 90032, USA;2. Department of Chemistry and Biochemistry, California State University East Bay, Hayward, CA 94542, USA;3. Department of Chemistry and Biochemistry, California State University Los Angeles, Los Angeles, CA 90032, USA;1. Laboratory of Theoretical Chemistry, Department of Chemistry, University of Maragheh, P.O. Box 5513864596, Maragheh, Iran;2. Department of Chemistry, Faculty of Sciences, Arak University, Arak 38156-8-8349, Iran |
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| Abstract: | Reaction of [MgCl2(THF)2] with [NBu4][BF4] yields the compounds [NBu4][MgCl4] (IV) and [Mg(THF)6][BF4]2 (V). After addition of dioxane the reaction equilibrium shifts in the opposite direction. The formation of [MgCl2(C4H8O2)2] in solution does not require the presence of MgCl2. This compound may be formed in the reaction of dioxane with the ionic or molecular species formed by the magnesium atom in solution. The [NBu4][BF4] salt also reacts with the Grignard reagent to produce compound IV which confirms that there is a new equilibrium between [Mg(R)X(THF)n] and [MgR2(THF)2], [MgCl4]2− and [Mg(THF)6]2+. Bis(tetrahydrofuran)magnesium dichloride, because of its reactivity is only stable in Grignard reagent. For that reason the composition of the Grignard reagent in solution is best described as an equilibrium between [Mg(R)X(THF)n] and [(THF)4Mg(μ-Cl)2MgR2] and [RMg2(μ-Cl)3(THF)5] rather than as a Schlenk equilibrium. |
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