Ryan Groeneman, PhD

Ryan


  Professor of Biological Sciences
  Webster Hall 13
  ryangroeneman19@webster.edu
  (314) 968-7466

 

Education

University of Missouri
Doctor of Philosophy Degree in Chemistry, December 2000

Southern Illinois University at Edwardsville
Bachelor of Science Degree in Chemistry, May 1996

Academic Appointments

Webster University
Professor, August 2016 - Present
Associate Professor, August 2012 - July 2016 

Jefferson College
Chair Mathematics, Science and Business Division, July 2011 – June 2012
Professor, August 2009 – June 2012
Associate Professor, August 2005 – July 2009
Assistant Professor, August 2001 – July 2005

Chemistry Courses Taught

Organic Chemistry I and II
Inorganic Chemistry
Concepts in Chemistry

Publications

(22) K.M. Hutchins, K.A. Kummer, R.H. Groeneman, E.W. Reinheimer, M.A. Sinnwell, D.C. Swenson and L.R. MacGillivray, Thermal expansion properties of three isostructural co-crystals composed of isosteric components: interplay between halogen and hydrogen bonds. CrystEngComm Accepted

(21) E. Elacqua, M.A. Sinnwell, B.P. Loren, P.T. Jurgens, R.H. Groeneman, E.W. Reinheimer, and L.R. MacGillivray, Metal-Organic Coordination Versus Hydrogen Bonding: Highly-Efficient Photocycloadditions of Conformationally-Frustrated Olefinic Isomers in Templated Solid-State Reactions. ChemPlusChem 201681, 893.

(20) M.A. Sinnwell, B.J. Ingenthron, R.H. Groeneman, and L.R. MacGillivray,Stereoselective and Quantitative [2+2] Photodimerization of a Symmetrical Octafluoro Stilbene in the Solid State: Face-to-Face Stacking of the Fluorinated Rings in trans-1,2-bis(2,3,5,6-tetrafluorophenyl)ethylene. Journal of Fluorine Chemistry 2016, 188, 5.

(19) E. Elacqua, K.A. Kummer, R.H. Groeneman, E.W. Reinheimer, and L.R. MacGillivray, Post-application of dry vortex grinding facilitates a near quantitative [2+2] photocycloaddition in the solid state: overcoming static disorder in a cocrystal using mechanochemistry. Journal of Photochemistry and Photobiology A Accepted.

(18) S.P. Fisher, E.W. Reinheimer, and R.H. Groeneman, Arrays of Infinite and Discrete Non-Covalent Interactions in the Supramolecular Adduct Based upon Trimeric Perfluoro-ortho-Phenylenemercury and 9-Fluorenone. Polyhedron 2016, 114, 213. Invited Contribution “Undergraduate Research in Inorganic Chemistry”

(17) E.W. Reinheimer, A. Kohn, R.H. Groeneman, H.R. Krueger, Jr., K.A. Kantardjieff, and A.R. Johnson, Crystal Structures of D-N-(2-Adamantyl) phenylglycinol and L-N-(2-Adamantyl) diphenylphenylalinol: Chiral Amino Alcohols Utilized as Ligands for Catalytic Asymmetric Hydroamination. Molecular Crystals and Liquid Crystal 2016, 62970.

(16) S.P. Fisher, H.R. Krueger, Jr., R.H. Groeneman, and E.W. Reinheimer, Binary Supramolecular Adduct based upon Trimeric perfluoro-ortho-phenylenemercury and 4-Chlorobenzaldehyde: Enumerating the Strength of Perfluorophenyl- Perfluorophenyl Interactions. Journal of Molecular Structure 2016, 1103, 104.

(15) D.P. Ericson, Z.P. Zurfluh-Cunningham, R.H. Groeneman, E. Elacqua, E.W. Reinheimer, B.C. Noll, and L.R. MacGillivray. Regiocontrol of the [2+2] Photodimerization in the Solid State using Isosteric Resorcinols: Head-to-Tail Cyclobutane Formation via Unexpected Embraced Dimeric Assemblies. Crystal Growth and Design 2015, 15, 5744.

(14) E. Elacqua, R.H. Groeneman, E.W. Reinheimer, and L.R. MacGillivray, Photostable Co-crystals of (E)-methyl-3-(pyridin-4-yl)prop-2-enoates Involving Isosteric Resorcinols: Effects of Secondary Interactions Involving Templates. Transactions of the American Crystallographic Association 2015, 45, 1.

(13) S.P. Fisher, R.H. Groeneman, and E.W. Reinheimer, Structural and Spectroscopic Analyses of a Ternary Supramolecular Complex [(o-C6F4Hg)3(o-Me2TTF)•CH3CN]: Elucidating and Validating Non-Covalent Interactions in the Solid State. Journal of Coordination Chemistry 2015, 68, 3589.

(12) E.W. Reinheimer, I. Hodzic, N.P. Rath, and R.H. Groeneman, Varying the Extended Packing of Silver(I) Ladder-Like Coordination Polymers by Modifying  the Organic Group of Various Organosulfonate Anions. Polyhedron 2015, 98, 105.

(11) K.M. Hutchins, R.H. Groeneman, E.W. Reinheimer, D.C. Swenson, and L.R. MacGillivray, Achieving dynamic behavior and thermal expansion in the organic solid state via co-crystallization. Chemical Science 2015, 6, 4717.

(10) D. Kimball, J. Starnes, R.H. Groeneman, H.R. Krueger, Jr., and E.W. Reinheimer, Two-dimensional sheet based upon C-H∙∙∙N hydrogen bonds within an organic co-crystal: a crystallographic, spectroscopic, and theoretical study. Supramolecular Chemistry 2015, 27, 465.

(9)   E. Elacqua, R.H. Groeneman, E.W. Reinheimer, D.-K. Bučar, and L.R. MacGillivray, Organosulfonates Aid Argentophilic Forces in the Crystal Engineering of [2+2] Photodimerizations: Reactivity Involving 3-Pyridyl Groups. Supramolecular Chemistry 2014, 26, 207.

(8)   E. Elacqua, P. Kaushik, R.H. Groeneman, D.-K. Bučar, J.C. Sumrak, and L.R. MacGillivray, A Supramolecular Protecting Group Strategy Introduced to the Organic Solid State: Enhanced Reactivity through Molecular Pedal Motion. Angewandte Chemie International Edition 2012, 51, 1037.

(7)   H.He, J.E. Morley, B.Twamley, R.H. Groeneman, D.-K. Bučar, L.R. MacGillivray, and P.D. Benny, Investigation of the Coordination Interactions of S-(Pyridin-2-ylmethyl)-L-Cysteine Ligands with M(CO)3+ (M= Re, 99mTc). Inorganic Chemistry 2009, 48, 10625.

(6)   R.H. Groeneman and J.L. Atwood, Controlling Aromatic Inclusion within Nonaqueous Copper Iodide Coordination Polymers. Supramolecular Chemistry 2001, 12, 353.

(5)   R.H. Groeneman and J.L. Atwood, Self-Assembly of a Novel One-Dimensional Zigzag Coordination Polymer. Supramolecular Chemistry 2000, 11, 251.

(4)   R.H. Groeneman and J.L. Atwood, Terephthalate Bridged Coordination Polymers of Group Two Metals. Crystal Engineering, 1999, 2, 241.

(3)   R.H. Groeneman, L.R. MacGillivray, and J.L. Atwood, One-Dimensional Coordination Polymers Based upon Bridging Terephthalate Ions. Inorganic Chemistry 1999, 38, 208.

(2)   R.H. Groeneman, L.R. MacGillivray, and J.L. Atwood, Aromatic Inclusion within a Neutral Cavity-Containing Rectangular Grid.  Chemical Communications 1998, 2735.

(1)   L.R. MacGillivray, R.H. Groeneman, and J.L. Atwood, Design and Self-Assembly of Cavity Containing Rectangular Grids.  Journal of the American Chemical Society  1998, 120, 2676.

Recent Presentations

-International Conference on the Chemistry of the Organic Solid State

  • R.H. Groeneman, E.W. Reinheimer, E. Elacqua, and L.R. MacGillivray, Dynamic Disorder of Olefins in Photoreactive Co-crystals at Oxford, England, August 7, 2013.

-Gordon Research Conference - Crystal Engineering

  • R.H. Groeneman, Varying the Regiochemistry of a [2+2] Cycloaddition Reaction in the Organic Solid State by using Isosteric Resorcinols at Stowe, Vermont, June 28, 2016.

  • R.H. Groeneman, D.P. Ericson, M.A. Sinnwell, and L.R. MacGillivray, Supramolecular Protecting Group Strategies Applied to [2+2] Photocycloadditions Conducted in the Solid State at Waterville Valley, New Hampshire, June 2, 2014.

-National Meeting of the American Chemical Society

  • R.H. Groeneman and K.A. Kummer, Overcoming static disorder within photoreactive co-crystals by vortex grinding, 249th at Denver, March 23, 2015.
  • R.H. Groeneman, K.A. Kummer, E.W. Reinheimer, K.M. Hutchins, and L.R. MacGillivray, Structure and Dynamic Disorder of Organic Co-crystals Containing Azobenzene Derivatives, 247th at Dallas, March 19, 2014.

-Canadian Chemistry Conference

  • R.H. Groeneman, Utilizing Arene-Arene Interactions and Non-conventional Hydrogen Bonds to Produce Photoreactive Solids, 99th at Halifax Nova Scotia, June 8, 2016. 

-National Meeting of the American Crystallographic Association

  • E.W. Reinheimer, L.R. MacGillivray, K.M. Hutchins and R.H. Groeneman, Using Template-Directed Co-Crystallization to Facilitate Dynamic Molecular Motion and Thermal Expansion in the Organic Solid State, at Philadelphia, July 27, 2015.
  • E.W. Reinheimer, S. Fisher, and R.H. Groeneman, Non-covalent Interactions within Complexes Containing Trimeric Perfluoro-ortho-phenylenemercury, at Philadelphia, July 27, 2015.
  • E.W. Reinheimer, D.P. Ericson, Z.P. Zurfluh-Cunningham, R.H. Groeneman, and L.R. MacGillivray, The Effect of Template Switching on the Stereochemical Selectivity of Photoactivated [2+2] Cycloaddition Reactions, at Albuquerque, May 27, 2014.

-Regional Meeting of the American Chemical Society

  • R.H. Groeneman, Incorporating organic functionality within photoreactive olefins that undergo [2+2] cycloaddition reactions within solids, 49th Midwest at Columbia, November 14, 2014.
  • H.R. Krueger, Jr., R.H. Groeneman, E.W. Reinheimer, Crystal structures based upon C-H∙∙∙N hydrogen bonding: A crystallographic and computational study, 49th Midwest at Columbia, November 14, 2014.

-Midwest Organic Solid State Chemistry Symposium

  • E.W. Reinheimer, J. Clay, and R.H. Groeneman, Urea and Thiourea Directed [2+2] Cycloaddition Reactions in the Organic Solid State, 24th at Iowa City, Iowa, June 13, 2014.

Presentations By Undergraduate Research Students

-American Association for the Advancement of Science Annual Meeting

  • D.P. Ericson, Z.P. Zurfluh-Cunningham, R.H. Groeneman, and L.R. MacGillivray, Controlling the Photoproduct of a [2+2] Cycloaddition Reaction in the Organic Solid State by Template Switching, Chicago, February 16, 2014.
  • K.A. Kummer, R.H. Groeneman, E.W. Reinheimer, K.M. Hutchins, and L.R. MacGillivray, Investigating Dynamic Disorders within Organic Co-crystals due to Pedal-Like Motion, Chicago, February 16, 2014.

-Regional Meeting of the American Chemical Society

  • K.L. Parrish, J. Clay, and R.H. Groeneman, Solution and solid state synthesis of photoreactive urea and thiourea co-crystals, 49th Midwest at Columbia, November 12, 2014.
  • K.N. Aslan, R.H. Groeneman, M.A. Sinnwell, and L.R. MacGillivray, Silver complexes involving a 2-pyridyl group that undergo a [2+2] cycloaddition reaction in the solid state, 49th Midwest at Columbia, November 13, 2014.
  • P.M. Truong, R.H. Groeneman, M.A. Sinnwell, and L.R. MacGillivray, Metal-organic frameworks based upon photoproducts from a [2+2] cycloaddition reaction, 49th Midwest at Columbia, November 13, 2014.
  • D.P. Ericson, R.H. Groeneman, M.A. Sinnwell, and L.R. MacGillivray, Templated [2+2] cycloaddition reactions involving acetoxy-containing olefin in the organic solid state, 49th Midwest at Columbia, November 13, 2014.
  • D.P. Ericson, Z.P. Zurfluh-Cunningham, R.H. Groeneman, and L.R. MacGillivray, Photoreactive Organic Co-crystals Containing 3-Pyridyl Ester Derivatives, 48th Midwest at Springfield, October 17, 2013.
  • P.W. Foster, J.M. Wood, J.D. Augspurger, R.H. Groeneman, E. Elacqua, and L.R. MacGillivray, Molecular Mechanics and Density Functional Theory Calculations of the Activation Energies of Pedal Motion within Organic Co-crystals, 47th Midwest at Omaha, October 25, 2012.

-Midwest Organic Solid State Chemistry Symposium

  • Z.P. Zurfluh-Cunningham, D.P. Ericson, R.H. Groeneman, E.W. Reinheimer, and L.R. MacGillivray, Directing the Stereochemistry of a [2+2] Photoreaction within the Organic Solid State by Template Switching, 24th at Iowa City, Iowa, June 13, 2014.  Awarded Best Undergraduate Poster Presentation.
  • J.L. Callahan, R.H. Groeneman, E.W. Reinheimer, K.M. Kester, and L.R. MacGillivray, Employing Argentophilic Forces to Direct the Solid-State Reactivties of Dienes, 24th at Iowa City, Iowa, June 13, 2014.
  • D.P. Ericson, R.H. Groeneman, M.A. Sinnwell, and L.R. MacGillivray, Incorporating Acetoxy Functionality within Photoactive Solids that undergo [2+2] Cycloaddition Reactions, 24th at Iowa City, Iowa, June 13, 2014.