Contacts

Hyland 260 300Dr Chris Hyland

PhD, Imperial College, London, 2004
MSc., Imperial College, London, 2000

Email:      chris_hyland@uow.edu.au
Phone:   +61 2 42 21 4953
Office:      B18.126

Position
  • Senior Lecturer

Research Interests

Synthesis, Catalysis and Medicinal Chemistry

My group is interested in developing new transition metal-catalysed reactions for the synthesis of small organic molecules.  We aim to develop tools for chemists to build complex molecules that may be used in new pharmaceuticals or materials.  There is a particular focus on developing reactions that are efficient and selective so as to reduce waste and energy consumption.  Through collaborations we also aim to harness synthetic chemistry to learn more about biological systems and develop potential new therapeutics.


Representative Publications

Searchable RIS publications from 2000 to date

  • Medicinal Organometallic Chemistry - an Emerging Strategy for the Treatment for Neglected Tropical Diseases. Brown, R. B.; Hyland, C. J. T. MedChemComm., 2015, 6, 1230-1243.
  • Ring-Opening of Vinylcyclopropane-1,1-dicarboxylates by Boronic Acids under Ligandless Palladium Catalysis in Neat Water. Yin, J.; Hyland, C. J. T. J. Org. Chem., 2015, 80, 6529. Cover Article
  • Unusual (Z)-Selective Palladium(II)-Catalysed Addition of Aryl Boronic Acids to Vinylaziridines. Yin, J.; Mekelburg, T.; Hyland, C. J. T. Org. Biomol. Chem., 2014, 12, 9113.
  • Synthesis of Nitrogen-Substituted Methylenecyclopropanes by Strain-Driven Overman Rearrangement of Cyclopropenylmethyl Trichloroacetimidates. Howard, J. K.; Amin, C.; Lainhart, B.; Smith, J. A.; Rimington, J.; Hyland, C. J. T.  J. Org. Chem., 2014, 79, 8462.
  • Deans, RM, Gardiner, MG, Horne, J,  Hung, AC, Hyland, C, Just, J, Smith, JA, Yin, JY, 'Isolation and characterization of 1β-Acetoxypolygodial from Tasmannia Lanceolata', Asian J. Org. Chem., 2014, 3, 1193.
  • 3-(Oxazolo[4,5-b]pyridin-2-yl)anilides as a novel class of potent inhibitors for the kinetoplastid Trypanosoma brucei, the causative agent for human African trypanosomiasis. Ferrins, L.; Rahmani, R.; Sykes, M. L.; Jones, A.; Avery, V. M.; Teston, E.; Almohaywi, B.; Yin, J.; Smith, J.; Hyland, C. J. T.; White, K. L.; Ryan, E.; Campbell, M.; Charman, S. A.; Kaiser, M.; Baell, J. B. Eur. J. Med. Chem. 2013, 66, 450
  • Theoretical Study on the Ring-Opening Reactions of Cyclopropenes Mediated by a AuI Complex. Rajabi, N. A.; Atashgah, M. J.; BabaAhmadi, R.; Hyland, C.; Ariafard, A. J. Org. Chem. 2013, 78, 9553.
  • Synthetic methods Part (ii) Oxidation and reduction methods. Gee, Y. S.; Abd El Kader, K. F.; Hyland, C. J. T. Annu. Rep. Prog. Chem., Sect. B: Org. Chem. 2013, 109, 103-125.  
  • Controlled Oxidation of Pyrroles: Synthesis of Highly Functionalized γ-Lactams: Howard, J. K.; Hyland, C. J. T.; Just, J.; Smith, J. A. Org. Lett. 2013, 15, 1714.
  • Synthetic methods Part (ii) Oxidation and reduction methods. Howard J. K.; Hyland, C. J. T. Annu. Rep. Prog. Chem., Sect. B: Org. Chem., 2012, 108, 29.
  • Theoretical Investigation into the Palladium-Catalyzed Silaboration of Pyridines, Yates, B.; Ariafard, A.; Hyland, C. J. T.; Monfared, A.; Assar, S. Organometallics 2012, 31, 1680.
  • Ryan, J. H.; Hyland, C.; Meyer, A.; Smith, J. A.; Yin, JieXiang. Seven-Membered Rings.  Progress in Heterocyclic Chemistry; Elsevier: Great Britain, 2012; Volume 24, pp 493.
  • Ryan, J. H.; Smith, J. A.; Hyland, C.; Green, J. Seven-Membered Rings.  Progress in Heterocyclic Chemistry; Elsevier: Great Britain, 2011; Volume 23, pp 465.
  • Chemoselective Reduction of 2-Acyl-N-sulfonylpyrroles: Synthesis of 3-Pyrrolines and 2-Alkylpyrroles, Smith, J. A.; Molesworth, P. P.; Hyland, C.; Howard, J.; Just, J. J. Org. Biomol. Chem., 2011, 9, 3948.
  • Theoretical Investigation into the Mechanism of Reductive Elimination from Bimetallic Palladium Complexes. Ariafard, A.; Hyland, C.; Sharma, M.; Brookes, N.; Yates, B.; Canty, A. Inorganic Chemistry. 2011, 50, 6449.
  • A Titanium-Mediated Rearrangement of Cyclopropenylmethyl Acetates to (E)-Halodienes. Gallego, G.; Ariafard. A.; Tran, K.; Sandoval, D.; Choi, L. Chen, Y-H.; Yates, B. F.; Tao, F-M.; Hyland, C. J. T. Org. Biomol. Chem., 2011, 9, 3359.
  • Ligand Effects in Bimetallic High-Oxidation State Palladium Systems. Ariafard, A.; Hyland, C.; Sharma, M.; Brookes, N.; Yates, B.; Canty, A. Inorganic Chemistry. 2010, 49, 11249.
  • Smith, J. A.; Molesworth, P. P.; Hyland, C.; Ryan, J. H. Seven-Membered Rings.  Progress in Heterocyclic Chemistry; Elsevier: Great Britain, 2010; Volume 22, pp 491-536.
  • Gold-Catalyzed Rearrangement of Cyclopropenylmethylacetates to Z-Acetoxydienes. Seraya, E.; Slack, E.; Ariafard. A.; Yates, B.; Hyland, C. J. T. Org. Lett. 2010, 12, 4768.
  • Highly Regioselective Ring-Opening of Trisubstituted Aziridines by Sulfur-Stabilised Carbanions. Carballares, S.; Craig, D.; Hyland, C. J. T.; Lu, P.; Mathie, T.; White, A. J. P. Chem. Comm. 2009, 4, 451.
  • Syntheses and Reactions of Optically Active α-Aminoallenylstannanes and α-Aminopropargylboranes. Hegedus, L.; Ranslow, P.; Achmatowicz, M.; De Los Rios, C.; Hyland, C.; Garcia-Frutos, E. M.; Salman, S. Pure Appl. Chem. 2006, 78, 333.
  • Gold Catalyzed and N-Iodosuccinimide-Mediated Cyclizations of Allenylcarbinols. Hyland, C. J. T; Hegedus, L. J. Org. Chem. 2006, 71, 8658.
  • Stereoselective Synthesis of Allenylcarbinols via Propargylic Boranes. Hyland, C. J. T; Hegedus, L. J. Org. Chem. 2005, 70, 8628.
  • Stereoselective Synthesis of (–)-Trachelanthamidine via Intramolecular Palladium-Catalysed Allylation. Hyland, C. J. T.; Craig, D.; Ward S. Synlett. 2006, 2142.
  • Stereoselective g-Lactam Synthesis via Intramolecular Palladium Allylation. Hyland, C. J. T.; Craig, D.; Ward S. Chem. Comm. 2005, 3439. 
  • Cyclisations of Allylic Substrates via Palladium Catalysis. Hyland, C. J. T. Tetrahedron 2005, 61, 3457.

Current Students
  • Melanie Pearsall (1st Year PhD): Transition-metal catalysed radiolabelling reaction development and synthesis of heterocycles from cyclopropenes,
  • Ronald Brown (1st Year PhD): Medicinal chemistry of neglected tropical diseases and copper catalysed aziridine ring-opening reactions
  • Farzad Zamani (1st Year PhD, joint with Prof Steve Pyne): Synthesis and reactivity of highly functionalised allenes
  • Yi Sing Gee (2nd Year PhD): Synthesis of LSD1 inhibitors and the synthesis and reactivity of N-substitututed cyclopropanes
  • Dan Rivinoja (2nd Year PhD, joint with Dr Jack Ryan, CSIRO Manufacturing Flagship): Dearomatisation reactions for the synthesis of novel heterocycles.
  • JieXiang Yin (3rd Year PhD): Development of organotransition metal-catalysed reactions for the synthesis and reactivity of small molecules

Abbreviated CV

Qualifications

  • PhD, Imperial College, London, 2004.
  • MSc., Imperial College, London, 2000.

Positions Held

  • Senior Lecturer, School of Chemistry, University of Wollongong.  2012 - present
  • Assistant Professor, Department of Chemistry and Biochemistry, California State University, Fullerton.  2006-2012.
    (on leave at the University of Tasmania as a Lecturer from 2010-2012).
  • Postdoctoral Fellow, Department of Chemistry, Colorado State University
    (Group of Professor Louis Hegedus), 2004-2006
Last reviewed: 10 July, 2015