B.Sc. University of Western Ontario, 1983.
Ph.D. McMaster University, 1988 (w/ John Warkentin).
NSERC PDF: State Univ. of N.Y. at Albany, 1988-89 (w/ Eric Block).
Appointed to faculty of the University of Guelph in the Department of Chemistry and Biochemistry, July 1989.
Named Fellow of the Chemical Institute of Canada (FCIC), June 2009.
Currently Professor in the Department of Chemistry.
An active member of the Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry (GWC)2.
Former and inaugural Editor of the Journal of Sulfur Chemistry
By day, a mild-mannered professor. However, whenever malodourous
compounds threaten the peace and tranquility of humanity, a new super-hero responds
to the hue and cry that is raised. Just
Current Research Program: FUN ORGANIC CHEMISTRY
Please apply through the Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry (GWC)2
FUNdamental FUNctional Group Chemistry The ability to develop new chemical transformations is a key element of organic chemistry. To this end our group has been pursuing both new reactions and the chemistry of newly discovered functional groups. This approach allows us to study cycloaddition chemistry, strained heterocycles, reactive intermediates and asymmetric synthesis. Our focus of study has been organosulfur chemistry for a number of years, but current investigations have spread to aromatic metallations, nitrogen heterocycles and organophosphorus chemistry pertaining to lipid synthesis. Funding comes or has come from the Natural Sciences and Engineering Research Council and from the Petroleum Research Fund, administered by the American Chemical Society.
FUNctional Chemistry The Schwan group provides synthetic expertise (and pure compounds!!) to a number of colleagues through collaborative interactions. These compounds serve a function for further study in a number of areas. For instance, we contribute to the research program of Prof. Robert Notter of the Department of Pediatrics at the University of Rochester by preparing new phopholipids for lung surfactant replacement therapy. Funding for lipid chemistry comes from the U.S. National Institutes of Health (NIH). We also collaborate with Prof. A. Rod Merrill of the Dept. of Molecular and Cellular Biology at U of G., contributing expertise and compounds to further the study of a key enzymic reaction pertaining to cystic fibrosis. We are also developing expertise in the synthesis of surface active compounds for monolayer nanoscience.
General Coworkers in the Schwan group are part of a team in which each member contributes to the goals of the research program. The workplace is a comfortable atmosphere with a relaxed air and plenty of humour. Group meetings and conference presentations supplement the overall experience. Former coworkers are employed in the pharmaceutical, petrochemical, fine chemicals, publishing, drug research and cosmetics industries and in chemical education.
Lab Equipment: GC; GC/MS; React IR in situ reaction monitoring spectrometer; benchtop IR; HPLC with chiral columns; preparative HPLC in addition to 300 MHz, 400 MHz and two 600 MHz NMR spectrometers available in the Department/College.
1. Stefan C. Söderman and Adrian L. Schwan 2013 Sulfenate Substitution as a Complement and Alternative to Sulfoxidation in the Diastereoselective Preparation of Chiral b-Substituted b-Amino Sulfoxides J. Org. Chem. Vol 78, doi.org/10.1021/jo302769b
2. Stefan C. Söderman and Adrian L. Schwan 2012 1,2-Dibromotetrachloroethane: An Ozone-Friendly Reagent for the in-situ Ramberg-Bäcklund Rearrangement and its Use in the Formal Synthesis of E-Resveratrol J. Org. Chem. Vol 77, pp. 10978–10984.
3. Adrian L. Schwan, Suneel P. Singh, Jason A. Davy, Alan J. Waring, Larry M. Gordon, Frans J. Walther, Zhengdong Wang and Robert H. Notter 2011 Synthesis and activity of a novel diether phosphonoglycerol in phospholipase-resistant synthetic lipid:peptide lung surfactants Med. Chem. Commun. Vol. 2, pp 1167 – 1173. DOI: 10.1039/C1MD00206.
4. M. Selim Hossain and Adrian L. Schwan, 2011, Separate Deprotonation Reactions Converge Mechanistically for a New Cyclization of Benzyl 1-Alkynyl Sulfones, Org. Lett. Vol. 13, pp. 5330-5333.
5. Suneel P. Singh, Alex Michaelides, A. Rod Merrill, and Adrian L. Schwan, 2011, A Microwave-Assisted Synthesis of (S)-N-Protected Homoserine g-Lactones from l-Aspartic Acid J. Org. Chem. Vol. 76, pp. 6825–6831.
6. Stefan C. Sderman and Adrian L. Schwan, 2011, The Diasteroselective Alkylation of Arenesulfenate Anions using Homochiral Electrophiles Org. Lett. Vol. 13, pp. 4192-4195.
7. John M. Motto, Álvaro Castillo, Alexander Greer, Laura K. Montemayer, Erin E. Sheepwash and Adrian L. Schwan, 2011, Synthetic Scope, Computational Chemistry and Mechanism of a Base Induced 5-Endo Cyclization of Benzyl Alkynyl Sulfides Tetrahedron, Vol. 67, pp.1002-1010.
8. Suneel P. Singh, Jennifer S. O’Donnell and Adrian L. Schwan, 2010, Nucleophilic Attack of 2-Sulfinyl Acrylates: A Mild and General Approach to Sulfenic Acid Anions Org. Biomol. Chem. Vol. 8, 1712-1717.
9. Jennifer S. O'Donnell, Suneel P. Singh, Thomas A. Metcalf, Adrian L. Schwan 2009 Cesium (Z)-2-Carbomethoxyethenethiolate: A Reagent for the Preparation of (Z)-2-Carbomethoxyethenyl Thioethers Including Selected Cysteine and Homocysteine Derivatives Eur. J. Org. Chem. pp. 547-553.
10. Erin E. Sheepwash, Paul A. Rowntree and Adrian L. Schwan 2008 The Preparation of three new Partially Deuterated Hexadecanethiols for Applications in Surface Chemistry J. Label. Compd. Radiopharm. Vol. 51, 391-398.
11. Robert J. Faragher and Adrian L. Schwan 2008 New Deuterated Oligo(ethylene glycol) Building Blocks and Their Use in the Preparation of Surface Active Lipids Possessing Labeled Hydrophilic Tethers J. Org. Chem. Vol. 73, 1371-1378.
|Dr. Mohanad Shkoor PDF (PhD, Rostock)|
Dr. M. Selim Hossain, PDF (MSc, Lakehead; PhD, Guelph)
|Stefan Soderman, PhD candidate (BSc, Wilfrid Laurier)|
|Lily Ho, MSc candidate (BSc, Guelph)|
Marshall Lindner, MSc candidate (BSc, Wilfrid Laurier)
|Thomas Malig, research assistant|
|Nick Cooper, senior thesis student|
|Nadine Frost, work-study student|
|Dr. Denis Brillon, NSERC PDF, 1992-93 (PhD, I A-F, Universite du Qubec)|
|Mark Pippert, MSc, 1994 (BSc, Brandon)|
|Ting-jian Xiang, MSc, 1994 (BSc, China)|
|Dr. Mitchell Refvik, MSc, 1993; PhD, 1996 (BSc, Brandon)|
|Mark Kalin, MSc, 1996 (BSc, Guelph)|
|Dr. Jennifer Snelgrove, MSc, 1998 (BSc, Trent)|
|Dr. Yvonne Lear, PDF, 1997-99 (PhD, Ottawa)|
|Laura McConachie, MSc, 2000 (BSc, Guelph)|
|Dr. Rick Strickler, PhD, 2000 (BSc, Wilfrid Laurier)|
|Dr. Dino Alberico, MSc, 2001 (BSc, McMaster)|
|Dr. Colin Race, MSc, 2001 (BSc, Brock)|
|Dr. Pete Duspara, MSc, 2005 (BSc, Guelph)|
|Dr. John Motto, MSc, 2001; PhD, 2005 (BSc, Bucknell)|
|Dr. Jennifer O'Donnell, PhD, 2005 (BSc, Guelph)|
|Dr. Zhongyi Wang, PDF, 2004-05 (PhD, Anhui Normal University, China)|
|Dr. Robert Faragher, PhD, 2006 (BSc, Waterloo)|
|Jason Davy, MSc, 2007 (BSc, Guelph)|
Dr. Erin Sheepwash, MSc, 2008 (BSc, Guelph)
|Marcus Verdu, MSc, 2009 (BSc, Dalhousie)|
|Alex Michaelides, MSc 2009 (BSc, Guelph)|
|Chris Zuliani , MSc 2009 (BSc, Dalhousie)|
|Dr. Suneel Pratap Singh, PDF 2008-2011 (PhD IIT, Delhi)|
|Natasha Best, MSc 2012 (BSc, Guelph)|
|Irena Nikoloska, MSc 2012 (BSc, Toronto)|