Mechanistic insights into catalytic linear cross-dimerization between conjugated dienes and styrenes by a ruthenium(0) complex

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Abstract

The mechanistic studies for linear cross-dimerization between 2,3-dimethylbuta-1,3-diene and styrene by a Ru(0) complex, Ru(η<sup>6</sup>-naphthalene)(η<sup>4</sup>-1,5-COD) (1), are performed both by kinetic and computational studies. This reaction is basically zero-order to both of the diene and styrene concentrations and first-order to the catalyst concentration. The Hammett plot using p-substituted styrenes gives a linear relationship with a positive slope (ρ = +0.482). The deuterium isotope experiment clearly shows the present reaction being a formal 1,4-addition of a C-H bond in styrene to cisoid-1,3-diene. These kinetic studies show the reaction proceeding via oxidative coupling mechanism that is also supported by the DFT calculations.

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Hirano, M., Ueda, T., Komine, N., Komiya, S., Nakamura, S., Deguchi, H., & Kawauchi, S. (2015). Mechanistic insights into catalytic linear cross-dimerization between conjugated dienes and styrenes by a ruthenium(0) complex. Journal of Organometallic Chemistry, 797, 174–184. https://doi.org/10.1016/j.jorganchem.2015.08.022

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