B.Sc. Adelaide 1995, B.Sc. (Hons) Australian National University 1996, Ph.D. Australian National University 2000.
Associate Professor, Director of Teaching (School of Chemistry)
Phone: (02) 9385 4692
Fax: (02) 9385 6141
Room 223, Dalton Building
UNSW, Kensington 2052
Research Group Website
Born 1974. Undergraduate work carried out at the University of Adelaide (B.Sc. 1995) and in The Faculties, Australian National University (B.Sc.(Hons) 1996). Shell Australia Postgraduate Scholar, Research School of Chemistry, Australian National University (Ph.D. 2000). C. J. Martin Postdoctoral Fellow, University Chemical Laboratory, Cambridge (2000-2002). Associate Lecturer, The Open University in East Anglia (2001). Appointed Lecturer (2002-2006) Senior Lecturer (2007-2015) and Associate Professor (2016-). SSP at Boston College (2009).
Our research is focussed on understanding how organic processes happen and what affects reaction outcomes. Particularly this encompasses examining how structural features in both the reagents themselves and the solvent used can change how a reaction proceeds. This knowledge can then be applied to a range of fields, including bioorganic, synthetic, analytical and environmental chemistry. Being particularly interdisciplinary, there is extensive opportunity for collaboration and this is currently underway in the areas of catalysis, reaction kinetics, synthesis and molecular dynamics simulations.
The major areas of research are:
Ionic liquid effects on organic reactions: getting the reaction outcomes you want
(in collaboration with Dr Anna Croft, University of Nottingham, UK; Dr Ron Haines, University of New South Wales; and Dr James Hook, Mark Wainwright Analytical Centre)
Solvent-solute interactions in ionic liquids: can we design better solvents?
(in collaboration with Drs Leigh Aldous and Ron Haines, University of New South Wales; and Dr Anna Croft, University of Nottingham, UK)
We have previously made use of molecular dynamics simulations to understand interactions between a solute and the components of an ionic liquid; this can be used to explain why benzene is so soluble in ionic liquids and why certain reactions proceed faster on moving to ionic solvents. This project aims to extend this and to model - both with simple compounds and simulations – which ionic liquid would be better solvents for a given solute. In order to do this both physical measurements of solubility and molecular dynamics are being undertaken to highlight key solute-solvent interactions. The outcome would be a better understanding of what interactions are required to confer good solubility giving us the opportunity to 'design' appropriate properties into ionic liquids – and these could then be made and used!
Catalysis using N-heterocyclic carbenes: understanding structure/activity relationships
(in collaboration with Assoc. Prof. Marcus Cole, University of New South Wales)
Non-planar aromatic hydrocarbons: different reactivity based on structure
(in collaboration with Prof. Lawrence Scott, Boston College, USA)
Aromatic hydrocarbons are meant to be planar – right? Yet the synthesis of carbon nanotubes and related structures relies on the reactivity of curved aromatic systems. This project focuses on the different reactivities of these systems relative to 'normal' aromatics and how it might be controlled and exploited. It predominantly involves synthesis and reactivity of systems, such as those shown below, along with the opportunity for some kinetic
For more information on all of these research projects and where they sit in the ongoing scheme of the research group, please see the Harper Group Site.
- Keaveney, S. T.*; Haines, R. S.; Harper, J. B.: "Ionic liquid solvents: the importance of microscopic interactions in predicting organic reaction outcomes", Pure and Applied Chemistry, accepted 25th November 2016.
- Keaveney, S. T.; Haines, R. S.; Harper, J. B.*: "Reactions in Ionic Liquids" in Encyclopedia of Physical Organic Chemistry, Volume 2 (Volume editor U. Wille), Wiley, 2017: Online ISBN: 9781118468586.
- Keaveney, S. T.; Haines, R. S.; Harper, J. B.*: "Investigating solvent effects of an ionic liquid on pericyclic reactions through kinetic analyses of simple rearrangements", ChemPlusChem, 2017, 82, 449-457.
- Keaveney, S. T.; Greaves, T. L.; Kennedy, D. F.; Harper, J. B.*: "Understanding the Effect of Solvent Structure on Organic Reaction Outcomes when Using Ionic Liquid / Acetonitrile Mixtures ", Journal of Physical Chemistry B, 2016, 120, 12687–12699.
- Keaveney, S. T.Keaveney, S. T.; Schaffarczyk McHale, K. S.; Stranger, J. W.; Ganbold, B.; Prices, W. S.; Harper, J. B.*: "NMR diffusion measurements as a simple method to examine solvent – solvent and solvent – solute interactions in mixtures of the ionic liquid [Bmim][N(SO2CF3)2] and acetonitrile", ChemPhysChem, 2016, 17, 3853-3862.
- Butler, B. J.; Harper, J. B.*: "The effect of the structure of the cation of an ionic liquid on the rate of reaction at a phosphorus centre ", Journal of Physical Organic Chemistry, 2016, 29, 700-708.
- Gondosiswanto, R.; Gunawan, C. A.; Hibbert, D. B.; Harper, J. B.; Zhao, C.*: "Microcontact Printing of Thiol-Functionalized Ionic Liquids Microarrays for “Membrane-less” and “Spill-less” Gas Sensors" ACS Applied Materials & Interfaces, 2016, 8, 31368-31374.
- Mallo, N.; Brown, P. T.; Iranmanesh, H.; MacDonald, T. S. C.; Teusner, M. J.; Harper, J. B.; Ball, G. E.; Beves, J. E.*: "Photochromic Switching Behaviour of Donor-Acceptor Stenhouse Adducts in Organic Solvents" Chemical Communications, 2016, 52, 13576-13579.
- Francis, D. V.; Harper, J. B.; Read, R. W.*: "Titration Characteristics of Fluorous 1,2,3-Triazol-4-ylmethyl Ethers, Bis(1,2,3-Triazol-4-ylmethyl) Ethers and Bis(1,2,3-Triazol-4-ylmethyl)Amines" Journal of Fluorine Chemistry, 2016, 192, 86-97.
- George, S. R. D.; Scott, L. T.; Harper, J. B.*: "Synthesis of 1-substituted fluorenones", Polycyclic Aromatic Compounds, 2016, 36, 697-715.
- Schaffarczyk McHale, K. S.; Hawker, R. R.; Harper, J. B.*: "Nitrogen versus phosphorus nucleophiles – how changing the nucleophilic heteroatom affects ionic liquid solvent effects in bimolecular nucleophilic substitution processes", New Journal of Chemistry, 2016, 40, 7437-7445
- Blümel, M.; Crocker, R.; Harper, J. B.; Enders, D.; Nguyen, T. V.*: "N-Heterocyclic Olefins as Efficient Phase-Transfer Catalysts for Base-Promoted Alkylation Reactions", Chemical Communications, 2016, 52, 7958-7961.
- Hawker, R. R.; Panchompoo, J.; Aldous, L.; Harper, J. B.*: "Novel chloroimidazolium-based ionic liquids: synthesis, characterisation and behaviour as solvents to control reaction outcome", ChemPlusChem, 2016, 81, 574-583.
- Butler, B. J.; Thomas, D. S.; Hook, J. M.; Harper, J. B.*: "NMR spectroscopy to follow reaction progress in ionic liquids", Magnetic Resonance in Chemistry, 2016, 54, 423-428.
- Keaveney, S. T.; White, B. P.; Haines, R. S.; Harper, J. B.*: "The effects of an ionic liquid on unimolecular substitution processes: the importance of the extent of transition state solvation", Organic and Biomolecular Chemistry, 2016, 14, 2572-2580.
- Francis, D. V.; Harper, J. B.; Gioia, S.; Lamb, R. N.; Read, R. W.*: "Defining Surface Properties of Fluorous 1H-1,2,3-Bistriazoles", Journal of Fluorine Chemistry, 2016, 183, 36-43.