Professor Ann O'Donoghue's Outputs (4)

Synthesis, applications and mechanistic investigations of C2 symmetric guanidinium salts (2015)
Journal Article
Allingham, M., Bennett, E., Davies, D., Harper, P., Howard-Jones, A., Mehdar, Y., …O’Donoghue, A. (2016). Synthesis, applications and mechanistic investigations of C2 symmetric guanidinium salts. Tetrahedron, 72(4), 496-503. https://doi.org/10.1016/j.tet.2015.11.058

A range of guanidinium catalysts was prepared in six or seven synthetic steps and applied to the phase transfer alkylation of a glycinate Schiff's base in 21–86% ee as well as the phase transfer epoxidation of some chalcones in 85–94% ee. Using a spe... Read More about Synthesis, applications and mechanistic investigations of C2 symmetric guanidinium salts.

Homogeneous Acid Catalysis in Nonasymmetric Synthesis (2015)
Book Chapter
Maguire, O., & O'Donoghue, A. (2015). Homogeneous Acid Catalysis in Nonasymmetric Synthesis. In M. North (Ed.), Sustainable catalysis : without metals or other endangered elements. Part 1 (38-64). Royal Society of Chemistry. https://doi.org/10.1039/9781782622093-00038

Homogeneous acid catalysis of nonasymmetric reactions continues to be an area of significant focus, and this chapter concentrates on recent relevant advances within a green chemistry context. The developments in acid catalysis are viewed through a nu... Read More about Homogeneous Acid Catalysis in Nonasymmetric Synthesis.

Understanding Thio-Effects in Simple Phosphoryl Systems: Role of Solvent Effects and Nucleophile Charge (2015)
Journal Article
Carvalho, A., O’Donoghue, A., Hodgson, D., & Kamerlin, S. (2015). Understanding Thio-Effects in Simple Phosphoryl Systems: Role of Solvent Effects and Nucleophile Charge. Organic and Biomolecular Chemistry, 13(19), 5391-5398. https://doi.org/10.1039/c5ob00309a

Recent experimental work (J. Org. Chem., 2012, 77, 5829) demonstrated pronounced differences in measured thio-effects for the hydrolysis of (thio)phosphodichloridates by water and hydroxide nucleophiles. In the present work, we have performed detaile... Read More about Understanding Thio-Effects in Simple Phosphoryl Systems: Role of Solvent Effects and Nucleophile Charge.

Rate and Equilibrium Constants for the Addition of N-Heterocyclic Carbenes into Benzaldehydes: A Remarkable 2-Substituent Effect (2015)
Journal Article
Collett, C., Massey, R., Taylor, J., Maguire, O., O'Donoghue, A., & Smith, A. (2015). Rate and Equilibrium Constants for the Addition of N-Heterocyclic Carbenes into Benzaldehydes: A Remarkable 2-Substituent Effect. Angewandte Chemie International Edition, 54(23), 6887-6892. https://doi.org/10.1002/anie.201501840

Rate and equilibrium constants for the reaction between N-aryl triazolium N-heterocyclic carbene (NHC) precatalysts and substituted benzaldehyde derivatives to form 3-(hydroxybenzyl)azolium adducts under both catalytic and stoichiometric conditions h... Read More about Rate and Equilibrium Constants for the Addition of N-Heterocyclic Carbenes into Benzaldehydes: A Remarkable 2-Substituent Effect.