~Most Recent Publications~

 
 

~Complete List of Publications~

 

Book Contributions


“Hydrogen Bromide”  Breton, G. W.; Kropp, P. J. in the Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A.,Ed.; Wiley:  New York, 1995, p 2704.


“Hydrogen Chloride”  Breton, G. W.; Kropp, P. J. in the Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A., Ed.; Wiley:  New York, 1995, p 2707.


“Hydrogen Iodide”  Breton, G. W.; Kropp, P. J.; Harvey, R. G. in the Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A., Ed.; Wiley:  New York, 1995, p 2728.


“Hydrazoic Acid”  Breton, G. W.; Kropp, P. J. in the Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A., Ed.; Wiley: New York, 1995, p 2685



Scholarly Research Articles


                 “An ab initio Study of the Effect of Substituents on the n → π* Interactions between 7-Azaindole and 2,6-Difluorosubstituted Pyridines” Singh, S. K.; Das, A.; Breton, G.

                  W. Journal of Physical Chemistry A 2016


Intermediacy of a Persistent Urazole Radical and an Electrophilic Diazenium Species in the Acid-Catalyzed Reaction of MeTAD with Anisole” Breton, G. W.; Suroviec, A. H. Journal of Organic Chemistry 2016, 81, 206-214.


Substituted 2-(Dimethylamino)biphenyl-2′-carboxaldehydes as Substrates for Studying n→π* Interactions and as a Promising Framework for Tracing the Bürgi–Dunitz Trajectory” Breton, G. W.; Crasto, C. J. Journal of Organic Chemistry 2015, 80, 7375-7384.

“Unexpected Sigma Bond Rupture during the Reaction of N‐Methyl-1,2,4- triazoline-3,5-dione with Acenaphthylene and Indene” Breton. G. W.; Hughes, J. S.; Pitchko, T. J.; Martin, K. L.; Hardcastle, K. Journal of Organic Chemistry 2014, 79, 8212-8220.


“Alternative Synthetic Routes to N-Methyl-1,2,4-triazoline-3,5-dione (MeTAD) and other Triazolinedione derivatives” Breton, G. W.; Turlington, M. Tetrahedron Letters 2014, 55, 4661-4663.


“Convenient Synthesis of Monobenzylated Hydrazides via Aqueous Zinc-Mediated Addition Reactions” Breton, G. W. Synthetic Communications 2014, 44, 1128-1136.


“Application of Radical Cation Spin Density Maps toward the Prediction of Photochemical Reactivity between N-Methyl-1,2,4-triazoline-3,5-dione and Substituted Benzenes” Breton, G. W.; Hoke, K. R. Journal of Organic Chemistry, 2013, 78, 4697-4707.


“Acid-Catalyzed Reactions of N-Methyl-1,2,4-Triazoline-3,5-Dione (MeTAD) with Some Polyaromatic Hydrocarbons” Breton, G. W. Advanced Chemistry Letters, 2013,1, 68-73.


“Synthesis of Monoaryl Hydrazides via the BF3 Catalyzed Reaction of Diethyl Azodicarboxylate with Substituted Benzenes” Breton, G. W.; Grigalunas, M. J.; Hughes, J. S. American Journal of Organic Chemistry, 2012, 26, 132-135.


                 “One-Pot Synthesis of Novel 2,3-Dihydro-1H-indazoles” Breton, G. W.; Lepore, A. J. Molecules, 2011, 16, 9553-9561.


                 “Acid•Catalyzed Reaction of 4-Methyl-1,2,4-triazoline-3,5-dione (MeTAD) with Substituted Benzenes”  Breton, G. W.  Tetrahedron Letters, 2011, 52, 733-735.


                 “Thermal Decomposition of meso- and d,l-3,4-diethyl-3,4-dimethyldiazetine-N,N’-dioxide”  Breton, G. W.; Nickerson, J. E.; Greene, A. M.; Oliver, L. H. Organic Lett.  

                  2007, 9, 3005-3008.


                  “Synthesis of a Stereochemically Defined 1,2-Diazetine-N,N’-Dioxide and a Study of Its Thermal Decomposition” Breton, G. W.; Oliver, L. H.; Nickerson, J. E. J.

                   Org. Chem. 2007, 72, 1412-1416.


“Thermal Decomposition of a Series of 1,2–Diazetines” Breton, G. W.; Shugart, J. H. J. Org. Chem. 2003, 68, 8643-8649.


“Are 1,2-Dihydrodiazetes Aromatic? An Experimental and Computational Investigation” Breton, G. W.; Martin, K. L. J. Org. Chem. 2002, 67, 6699–6704.


“Seed Chemistry of Sophora chrysophylla (Mamane) in Relation to Diet of Specialist Avain Seed Predator Loxioides bailleui (Palila) in Hawaii” Banko, P. C.; Cipollini, M. K.; Breton, G. W.; Pauk, E.; Wink M.; Izhaki, I. J. Chem. Ecol. 2002, 28, 1393–1410.


“Synthesis of 1,2-Diazetines via a Diels-Alder Cycloaddition Approach”  Breton, G. W.; Shugart, J. H.; Hughey, C. A.; Perala, S. M.; Hicks, A. D. Organic Letters 2001, 3, 3185–3187.


“Use of Cyclic Allylic Bromides in the Zinc-Mediated Aqueous Barbier-Grignard Reaction”  Breton, G. W.; Shugart, J. H.; Hughey, C. A.; Conrad, B. P.; Perala, S. M. Molecules 2001, 6, 655-662.


“Further Studies of the Thermal and Photochemical Diels-Alder Reactions of N–Methyl–1,2,4–triazoline-3,5–dione (MeTAD) with Naphthalene and Some Substituted Naphthalenes” Breton, G. W.;  Newton, K. A. J. Org. Chem. 2000, 65, 2863–2869.


“Surface–Mediated Reactions.  8.  Oxidation of Sulfides and Sulfoxides with tert-Butyl Hydroperoxide and OXONE”  Kropp, P. J.; Breton, G. W.; Fields, J. D.; Tung, J. C.; Loomis, B. R. J. Am. Chem. Soc. 2000, 122, 4280–4285.


“Acetylation of Unsymmetrical Diols in the Presence of Al2O3” Breton, G. W.; Kurtz, M. J.; Kurtz, S. L. Tetrahedron Lett. 1997, 38, 3825–3828.


“Selective Monoacetylation of Unsymmetrical Diols using SiO2 Supported Sodium Hydrogen Sulfate” Breton, G. W. J. Org. Chem. 1997, 62, 8952–8954.


“Surface–Mediated Reactions.  5.  Oxidation of Sulfides, Sulfoxides, and Alkenes with tert–Butyl Hydroperoxide”  Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825.


“Surface–Mediated Reactions.  6.  Effects of Silica Gel and Alumina on Acid–Catalyzed Reactions”  Kropp, P. J.; Breton, G. W.; Craig, S. L.; Crawford, S. D.; Durland, W. F.; Jones, III, J. E.; Raleigh, J. S. J. Org. Chem.  1995, 60, 4146.


“Surface–Mediated Reactions.  3.  Hydrohalogenation of Alkenes” Kropp, P. J.; Daus, K. A.; Tubergen, M. W.; Kepler, K. D.; Wilson, V. P.; Craig, S. L.; Baillargeon, M. M.; Breton, G. W.  J. Am. Chem. Soc. 1993, 115, 3071.




Scholarly Educational Articles



                  “The Synthesis of Isoamyl Acetate (Banana Oil) via an SN2 Reaction”  Breton, G. W. Chemical Educator, 2011, 16, 6-8.


                  “Electrophilic Aromatic Chlorination:  Synthesis of the Fungicide Chloroneb”  Breton, G. W. Chemical Educator, 2011, 16, 89-90.


“Free Radical Bromination of 2-Methylbutane and Analysis by 1H NMR Spectroscopy” Breton, G. W. Chemical Educator 2005, 10, 298-299.


“Multi-Week Synthesis of a Sunscreen Agent for the Organic Chemistry Laboratory” Breton, G. W.; Belk, M. K. Chemical Educator 2004, 9, 27-29.


"A Heated Cuvette Holder for Fiber-Optic Ultraviolet-Visible Spectrophotometers" Breton, G. W.; Kinzer, D.; Shugart, J. H. Chemical Educator 2003, 8, 199-200.


“Using Writing to Enhance the Undergraduate Research Experience”  Bressette, A. R.; Breton, G. W. Journal of Chemical Education 2001, 78, 1626–1627.


“Student–Determined Values for the Calculation of Chemical Shifts of Methylene Protons in Different Chemical Environments” Breton, G. W. Journal of Chemical Education 2000, 77, 81–83.


                 “An Inexpensive Commercially Available Analog-to-Digital Converter”  Breton, G. W. Journal of Chemical Education 2000, 77, 262.


“Investigating a Reaction of N–Methyltriazolinedione” Breton, G. W. The Chemical Educator 1999, Vol. 4, No. 4.


“A Grignard–Like Organic Reaction in Water” Breton, G. W.;Hughey, C. A. Journal of Chemical Education 1998,75, 85–86.


“Photodimerization of Anthracene.  A [4p+4p] Photochemical Cycloadddition” Breton, G. W.; Vang, X. Journal of Chemical Education 1998,75,81–82.


“Generation and Observation of Cyclopentadienyl Anion” Breton, G. W. The Chemical Educator 1997, Vol. 2, No. 6.


“The Wittig Reaction:  Generation, Observation and Reactivity of a Phosphorous Ylide Intermediate.  An Experiment for the Advanced Organic Chemistry Laboratory Course” Breton, G. W. Journal of Chemical Education. 1997, 74, 114–115.

  1. Substituted 2-(Dimethylamino)biphenyl-2′-carboxaldehydes as Substrates for Studying n→π* Interactions and as a Promising Framework for Tracing the Bürgi–Dunitz Trajectory

Gary W. Breton and Chiquito J. Crasto

  1. Intermediacy of a Persistent Urazole Radical and an Electrophilic Diazenium Species in the Acid-Catalyzed Reaction of MeTAD with Anisole

Gary W. Breton and Alice H. Suroviec

  1. An ab initio Study of the Effect of Substituents on the n → π* Interactions between 7-Azaindole and 2,6-Difluorosubstituted Pyridines


Santosh K. Singh, Aloke Das, Gary W. Breton