Graham Murphy carries out research in organic chemistry. His research is based on the development of hypervalent iodine reagents. Whether it's developing new methods for carbene formation, C-C bond formation or α-carbonyl functionalization, hypervalent iodine is the key. He is using this chemistry to develop designer electrolytes for battery technologies and to target natural products.
- Organic synthesis
- Medicinal chemistry
- Synthetic methodology
- Hypervalent iodine
Given the prevalence of fluorine in pharmaceuticals (~20%), agrochemicals (~30%) and industrial chemicals (eg. Teflon®), new methods of incorporating fluorine into organic scaffolds is of utmost importance. Graham Murphy has recently discovered a new approach to incorporating fluorine and chlorine into organic materials, using hypervalent iodine reagents as halogen transfer agents. This chemistry holds broad appeal to a wide community, and is continuously being expanded to include structural scaffolds of industrial, medicinal and societal importance.
Although lithium-ion batteries are the state-of-the-art rechargeable power source for portable electronics, achieving the same level of efficacy in large-scale systems (eg. hybrid electric vehicles) requires fundamental innovation in materials. Graham Murphy’s experience in target-oriented synthesis and in fluorination methodologies is being applied to devising new, oxidatively stable organic electrolytes for use in large-scale rechargeable batteries.
Graham Murphy teaches both undergraduate and graduate courses. Course offerings have included topics in natural products synthesis, basic organic chemistry and organic spectroscopy.
Recent publications include
- Zhensheng Zhao, Avery J. To and Dr. Graham K. Murphy*, "Difluorinative Ring Expansions of Benzo-Fused Carbocycles and Heterocycles are Achieved with p-(Difluoroiodo)toluene" Chem. Commun. 2019, 55, 14821.
Tristan Chidley, Islam Jameel, Shafa Rizwan, Philippe A. Peixoto, Dr. Laurent Pouységu, Dr. Stéphane Quideau,* Dr. W. Scott Hopkins* and Dr. Graham K. Murphy*, "Blue LED Irradiation of Iodonium Ylides Gives Diradical Intermediates for Efficient Metal-ˇfree Cyclopropanation with Alkenes" Angew. Chem. Int. Ed., 2019, 58, 16959. (Cover Art)
Zhengsheng Zhao, Kevin C.Y. Ma, Dr. Claude Y. Legault* and Dr. Graham K. Murphy*, "Denitrogenative Hydrotrifluoromethylation of Benzaldehyde Hydrazones: Synthesis of (2,2,2-Trifluoroethyl)arenes" Chem. Eur. J., 2019, 25, 11240.
Zhengsheng Zhao, Islam Jameel and Graham K. Murphy*, "Vicinal Dichlorination of o-Vinylbiphenyls and the Synthesis of 9-(Arylmethyl)fluorenes via Tandem Friedel-Crafts Alkylations" Synthesis, 2019, 51, 2648.
Jason Tao and Graham K. Murphy*, "A Practical, Large-Scale Synthesis of p-(Difluoroiodo)toluene (p-TolIF2)" Synthesis, 2019, 51, 3055.
Kusuoku, Hiroshi; Shibuya, Yusuke; Ohashi, Sachihiro; Takagi, Yutaka; Okubo, Koji “Macrocarpals and ceramide formation promoters containing them” JP 2001055325, Feb 27, 2001.
Awards and Distinctions
- Early Researcher Award, Province of Ontario, 2016
- CNC-IUPAC Travel Award 2016 (For attending ICOS21, Bombay, India, Dec. 2016)
- Tetrahedron Letters: Top 10 reviewer for 2014 (Received February 2015)
- Outstanding Performance Award, 2014
- Chem Club Periodic Table of Teaching Excellence Award 2014
- Tetrahedron Letters: Top 10 reviewer for 2013 (Received February 2014)
- Thieme Chemistry Journal Award, 2014
- Tetrahedron Letters: Top 10 reviewer for 2012 (Received February 2013)
- NSERC Post-Doctoral Fellowship, 2008–2010
- Oral Presentation award, 89th CSC National Meeting, 2006
- JSPS Post-Doctoral Fellowship, 2006–2007
- Novartis Pharmaceuticals Inc. Graduate Scholarship, 2004
- NSERC PGS D2, 2004–2006
- Walter H. Johns Graduate Fellowship, 2004–2006
- Alberta Heritage Foundation for Medical Research Graduate Studentship, 2002–2007
- Province of Alberta Graduate Scholarship, 2002
- University of Alberta Entrance Award, 2001
- NSERC USRAs, 2001, 2001, 1998
University of Waterloo Affiliations
- Member of the Waterloo Institute for Nanotechnology
Professional Associations and Service
- Faculty Association, University of Waterloo, Chemistry representative, 2011–present
- Chemistry Awards Committee, 2014–15
- Science Faculty Council, Chemistry representative, 2012–14
- Chemistry/Science Strategic Planning Initiative, Co-operative Education, 2012
- Co-op strategic research panel, 2012
The following news stories have featured Graham Murphy's research:
2001 BSc Chemistry, University of Victoria, BC
2006 PhD Organic Synthesis, University of Alberta, AB