Michael De Rosa

Professor, Chemistry
Office Phone: 610-892-1416
Office Location: Main Building, 312 L

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Bio

Michael De Rosa received his B.S. in Chemistry from the City College of New York of the City University of New York, and his Ph.D. in Organic Chemistry from Brooklyn College of the City University of New York. Dr. De Rosa’s research on the chemistry of pyrroles and NMR substituent effects have been published in a number of peer reviewed journals. Since 1989, he has supervised 35 undergraduate research students at Penn State-Brandywine, and a number of them have appeared with him as co-authors of publications and conference presentations. These student research opportunities have been funded by four grants from the National Science Foundation, with additional support from Penn State (RDG) and American Cyanamid. In recognition of his work with undergraduates and their research, Dr. De Rosa was presented with the Commonwealth College Outstanding Research Accomplishment Award (2002-03) and the Distinguished Service Award of the Eberly College of Science Alumni Society (2005).

Michael De Rosa was also awarded Fulbright Fellowships twice, in Ghana (1997-1998) and in the Slovak Republic (2005-2006). Dr. De Rosa notes that, “Our undergraduate research program was started with the intent of having undergraduates play a central role in the discovery process—only in this fashion can undergraduate students truly learn how the science of chemistry is practiced.”

Outside interests include photography, bird watching, skiing, hiking and travel.

Current Vita

Media Consultations: Heterocyclic chemistry, chlorination and chloro compounds

Recent Publications and Presentations

(*Principal Author. Undergraduate coauthors underlined.)

De Rosa, M.*; Arnold, D.; Hartline, D., Four Mechanisms in the Reactions of 3-Aminopyrrole with 1,3,5-Triazines: Inverse Electron Demand Diels-Alder Cycloadditions vs. SNAr Reactions via Uncatalyzed and Acid-Catalyzed Pathways, J. Org. Chem., 2013, 78, 8614-8623. http://dx.doi.org/10.1021/jo4012915

De Rosa, M.*; Canudas, N.; Arnold, D.; Yennawar, H., Chlorotropy of 1-Chlorobenzimidazole, J. Org. Chem., 2013, 78, 7264-7267. http://dx.doi.org/10.1021/jo400776p

De Rosa*, M.; Kim, H.-W., Global Electrophilicity Study of the Reaction of Pyrroles with N-halo Compounds and the Rate-Determining Step, Int. J. Chem., 2013, 5, 86-92.

De Rosa*, M.; Arnold, D., Aromaticity and Aminopyrroles: Desmotropy and Solution Tautomerism of 1H-Pyrrol-3-aminium and 1H-Pyrrol-3(2H)-iminium Cation: A Stable σ-Complex, J. Org. Chem., 2013, 78,1107-1112. http://dx.doi.org/10.1021/jo302457y

De Rosa*, M.; Arnold, D., Electronic and Steric Effects on the Mechanism of the Inverse Electron Demand Diels-Alder Reaction of 2-Aminopyrroles with 1,3,5-Triazines: Identification of Five Intermediates by H, C, N and F NMR Spectroscopy, J. Org. Chem., 2009, 74, 319-328.

De Rosa*, M.; Arnold, D.; O'Hare, B., First example of tautomerism in 2-aminopyrroles: effect of structure and solvent, Tetrahedron Lett., 2009, 50, 12-14.

 

De Rosa*, M.; Arnold, D.; Medved’, M. Effect of the leaving group on the reaction of aminopyrroles with electron deficient azadienes: substitution by addition-elimination versus cycloaddition, Tetrahedron Letters, 2007, 48, 3991-3994.

De Rosa*, M.; Arnold, D., Mechanism of the inverse-electron demand Diels-Alder reaction of 2-aminopyrroles with 1,3,5-triazines: detection of an intermediate and effect of added base and acid, Tetrahedron Letters, 2007, 48, 2975-2977.

De Rosa*, M.; Arnold, D.; Blythe, E.; Farrell, M. S.; Seals, T.; Wills, K.; Medved’, M., Effect of electron-withdrawing substituents on the inverse-electron demand Diels-Alder reaction of 2-aminopyrroles and 1,3,5-triazines, Heterocyclic Communications, 2007, 13, 97-100.

Michael De Rosa, 2-Aminopyrroles: Synthesis, reactions and Tautomerism, invited lecture, 10th Annual Florida Heterocyclic and Synthetic Conference (FloHet-10), March 8-11, 2009, University of Florida, Gainesville, Fl.

Michael De Rosa* and David Arnold, Mechanism of the inverse electron demand Diels-Alder reaction of 2-aminopyrroles with 1,3,5-triazines: Identification of five intermediates by 1H, 13C, 15N and 19F NMR spectroscopy, 235th National Meeting of the American Chemical Society (ACS), April 6-10, 2008, New Orleans, LA, accepted for presentation.