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Issue 13, 2018
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Computed thermodynamic stabilities of silylium Lewis base adducts

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Abstract

We report a computational study of the transfer of silylium from phosphine to heteroatom containing Lewis bases including ethers, phosphines, and amines. The relative free energies of these compounds are compared to develop a thermodynamic scale of stabilities that can help to interpret the chemoselectivity observed with complex natural products and biomass-derived sugars. Both the choice of silane and the phosphine Lewis base impact the thermodynamics of this transfer.

Graphical abstract: Computed thermodynamic stabilities of silylium Lewis base adducts

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Publication details

The article was received on 09 Feb 2018, accepted on 07 Mar 2018 and first published on 07 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00354H
Citation: Org. Biomol. Chem., 2018,16, 2318-2323
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    Computed thermodynamic stabilities of silylium Lewis base adducts

    C. A. Roselli and M. R. Gagné, Org. Biomol. Chem., 2018, 16, 2318
    DOI: 10.1039/C8OB00354H

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