Publications

EDUCATION

BS, cum laude, Brigham Young University (2005)
PhD, University of Wisconsin-Madison (2009)
NIH Postdoctoral Fellow, Stanford University (2010-2013)

Curriculum Vitae

PUBLICATIONS

60) Koppaka, A.; Chen, S.-S.; Yang, D.; Marchenko, A.; Mohammadzadeh Koumleh, S.; Periana, R. A.; Michaelis, D. J.; Ess, D. H. Computational and experimental evidence for Sb(v) metal mediated C–H activation and oxidative functionalization of arenes. Chem. Sci., 2025, 16, 11058–11066. https://doi.org/10.1039/D5SC02048D

59) Bangerter, A. L.; Corey, J. L.; Stratton, T. O.; Gearhart, R. J.; Burt, S. R.; Smith, S. J.; Michaelis, D. J. Synthesis and Reactivity of Bimetallic 2-Phosphinoimidazole Complexes of Pt at the Pt(I/I), Pt(I/III), and Pt(III/III) Oxidation States. Organometallics, 2025, 44, 1119–1123. https://doi.org/10.1021/acs.organomet.5c00084

58) Rodriguez Moreno, M.; Setelin, M. L.; Hansen, J. D.; Corey, J. L.; Noble, K. L.; Stillwell, L. R.; Angell, E.; Stubbs, O. A.; Kumawat, J.; Muñoz Gomez, C. S.; Ess, D. H.; Michaelis, D. J. Controlling Catalyst Speciation to Achieve Room Temperature Pd-Catalyzed Aminations with Aryl and Heteroaryl Chlorides. Adv. Synth. Catal. 2025, 367, e202401337. https://doi.org/10.1002/adsc.202401337

57) Schill, A. L.; Martinez, E. E.; Larson, A. J. S.; Richardson, E. L.; Parkman, J. A.; Forson, K. G.; Pettit, S. K. F.; Smith, S. J.; Michaelis, D. J. Synthesis and Reactivity of Monometallic and Bimetallic 2-Phosphinoimidazole Complexes of Platinum. Organometallics, 2024, 43, 443–448. https://doi.org/10.1021/acs.organomet.3c00508

56) Larson, A. J. S.; Pettit, S. K. F.; Owens, R. N.; Cole, R. J.; Odogwu, D. A.; Chartrand, C. C.; Harper, A. P.; Brown, L. M.; Michaelis, D. J. Using Common Alcohols to Transform N-H NHC-Palladium Complexes into Reactive Catalysts for the Suzuki-Miyaura Reaction with Aryl Chlorides. J. Org. Chem. 2025, 90, 2806–2810. https://doi.org/10.1021/acs.joc.4c01411

55) Rodriguez Moreno, M.; Johnson, N. C.; Stewart, C. B.; Setelin, M. L.; Wayment, A. X.; Felix, B. M.; Burt, S. R.; Michaelis, D. J. Solid-Phase Peptide Synthesis and 2D NMR Analysis of Unknown Tripeptides - an Advanced Undergraduate Synthesis and Spectroscopy Laboratory. J. Chem. Ed. 2024, 101, 2059–2064. https://doi.org/10.1021/acs.jchemed.3c01188

54) Ludlow, D. J. H.; Palmer, B. W. H.; Green, N. K.; Ho, S.-H. E.; Wayment, C. Z.; Kelleher, B. M.; Barlow, C. D.; Rollans, O. N.; Hunter, B. P.; Rader, C.; Lutz, M. J.; Manwaring, T.; Smith, S. J.; Michaelis, D. J.; Johnson, J. A. Intense THz Generation with New Organic NLO Crystal NMBA. Adv. Opt. Mater. 2024, 12, 2302402. https://doi.org/10.1002/adom.202302402

53) Holland, K. M.; Alejandro, A.; Ludlow, D. J. H.; Petersen, P. K.; Wright, M. A.; Chartrand, C. C.; Michaelis, D. J.; Johnson, J. A.; Patterson, J. E. Characterization of organic crystals for second-harmonic generation. Optics Letters 2023, 48, 5855¬¬–5858. https://doi.org/10.1364/OL.506508

52) Larson, A. J. S.; Cartwright, M. M.; Jones, W. D.; Luce, K.; Chen, M.-Y.; Petersen, K.; Nelson, S. V.; Michaelis, D. J.; Madsen, M. D. Slow Release of GA3 Hormone from Polymer Coating Overcomes Seed Dormancy and Improves Germination. Plants 2023, 12, 4139. https://doi.org/10.3390/plants12244139

51) Forson, K. G.; Owens, R. N.; Parkman, J. A.; Bohman, B. O.; Wayment, C. Z.; McKnight, C. E.; Davis, R. C.; Stillwell, L. R.; Smith, S. J.; Michaelis, D. J. Allene Trifluoroacetoxylation with a 2-Phosphinoimidazole-Derived Bimetallic Rh(II) Catalyst. ACS Catal. 2023, 13, 12458–12463. https://doi.org/10.1021/acscatal.3c02994

50) Parkman, J. A.; Barlow, C. D.; Sheppert, A. P.; Jacobsen, S.; Barksdale, C. A.; Wayment, A. X.; Newton, M. P.; Burt, S. R.; Michaelis, D. J. Structural Analysis of Non-Native Peptide-Based Catalysts using 2D NMR-Guided MD Simulations. J. Phys. Chem. A 2023, 127, 5602–5608. https://doi.org/10.1021/acs.jpca.3c03389

49. Claire Rader, Zachary B. Zaccardi, Sin-Hang Enoch Ho, Kylie G. Harrell, Paige K. Petersen, Megan F. Nielson, Harrison Stephan, Natalie K. Green, Daisy J.H. Ludlow, Matthew J. Lutz, Stacey J. Smith, David J. Michaelis, and Jeremy A. Johnson. A new standard in high-field terahertz generation: the organic nonlinear optical crystal PNPA. ACS Photon. 2022, 9, 3720. https://doi.org/10.1021/acsphotonics.2c01336

48) Rader, C.; Nielson, M. F.; Knighton, B. E.; Zaccardi, Z. B.; Michaelis, D. J.; Johnson, J. A. Custom terahertz waveforms using complementary organic nonlinear optical crystals. Optics Letters 2022, 47, 5985–5988. https://doi.org/10.1364/OL.474343

47) Palmer, B. W. H.; Rader, C.; Ho, E. S-H.; Zaccardi, Z. B.; Ludlow, D. J.; Green, N. K.; Lutz, M. J.; Alejandro, A.; Nielson, M. F.; Valdivia-Berroeta, G. A.; Chartrand, C. C.; Holland, K. M.; Smith, S. J.; Johnson, J. A.; Michaelis, D. J. Large Crystal Growth and THz Generation Properties of 2-Amino-5-Nitrotoluene (MNA). ACS Appl. Electron. Mater. 2022, 4, 4316–4321. https://doi.org/10.1364/OL.474343

46) Wayment, A. X.; Rodriguez Moreno, M.; Jones, C. J.; Smith, G. J.; Jarman, P.; Garcia Morin, N. J.; Coombs, M. J.; Parkman, J. A.; Barlow, C. D.; Allington Smith, S.; Burt, S. R.; Michaelis, D. J. Optimizing the Local Chemical Environment on a Bifunctional Helical Peptide Scaffold Enables Enhanced Enantioselectivity and Cooperative Catalysis. Org. Lett. 2022, 24, 2983–2988. https://doi.org/10.1021/acs.orglett.2c00857

45) Tiempos-Flores, N.; Hernández-Fernández, E.; Rico-Barragan, A.; Álvarez, J. R.; Juárez-Ramírez, I.; Garza-Navarro, M. A.; Rodríguez-Hernández, J.; Fonseca-García, A.; Michaelis, D. J.; Dávila-Guzmán, N. E. Enhanced hydrophobicity of modified ZIF-71 metal-organic framework for biofuel Purification. Polyhedron 2022, 217, 115736 https://doi.org/10.1016/j.poly.2022.115736

44) Valdivia-Berroeta, G. A.; Zaccardi, Z. B.; Pettit, S. K. F.; Ho, S. H.; Palmer, B. W.; Lutz, M. J.; Rader, C.; Hunter, B. P.; Green, N. K.; Barlow, C.; Wayment, C. Z.; Harmon, D. J.; Petersen, P.; Smith, S. J.; Michaelis, D. J.; Johnson, J. A. Data Mining for Terahertz Generation Crystals. Adv. Mater. 2021, 34, 2107900. https://doi.org/10.1002/adma.202107900

43) Forson, K. G.; Bohman, B. O.; Wayment, C. Z.; Owens, R. N.; McKnight, C. E.; Davis, R. C.; Stillwell, L. R.; Smith, S. J.; Michaelis, D. J. Medium and Large N-Heterocycle Formation via Allene Hydroamination with a Bimetallic Rh(I) Catalyst. J. Am. Chem. Soc. 2022, 144, 63–68 (later retracted due to product miss-assignment). https://doi.org/10.1021/jacs.2c02451

42) Zaccardi, Z. B.; Tangen, I. C.; Valdivia-Berroeta, G. A.; Bahr, C. B.; Kenney, K. C.; Rader, C.; Lutz, M. J.; Hunter, B. P.; Michaelis, D. J.; Johnson, J. A. Enabling high-power, broadband THz generation with 800-nm pump wavelength. Optics Express 2021, 29, 38084-38094.

41) Tangen, I. C.; Valdivia-Berroeta, G. A.; Heki, L. K.; Zaccardi, Z. B.; Jackson, E. W.; Bahr, C. B.; Michaelis, D. J.; Johnson, J. A. Comprehensive characterization of terahertz generation with the organic crystal BNA. J. Opt. Soc. Am. B 2021, 38, 2780-2785.

40) Parkman, J. A.; Barksdale, C. A.; Michaelis, D. J. CAN: A new program to streamline preparation of molecular coordinate files for molecular dynamics simulations. J. Comp. Chem. 2021, 42, 2031–2035.

39) Nava-Ramírez, J. C.; Santana-Krímskaya, S. E.; Franco-Molina, M. A.; Ortega-Villarreal, A. S.; López, I.; Michaelis, D. J.; Hernández-Fernández, E.; Synthesis of α, β-Unsaturated Benzotriazolyl-1,3,4-Oxadiazole Derivatives: Anticancer Activity, Cytotoxicity, and Cell Imaging. IEEE Transactions on Nanobioscience, 2021, in press. https://doi.org/10.1109/TNB.2021.3100888.

38) Valdivia-Berroeta, G. A.; Tangen, I. C.; Bahr, C. B.; Kenney, K. C.; Jackson, E. W.; DeLagange, J.; Michaelis, D. J.; Johnson, J. A. Crystal Growth, Tetrahertz Generation, and Optical Characterization of EHPSI-4NBS. J. Phys. Chem. C 2021, 125, 16097–16102.

37) Valdivia-Berroeta, G. A.; Kenney, K. C.; Jackson, E. W.; Zaccardi, Z.; Tangen, I. C.; Bahr, C. B.; Ho, S.-H.; Rader, C.; Smith, S. J.; Michaelis, D. J.; Johnson, J. A. Terahertz generation of two methoxy stilbazolium crystals: MBST and MBSC. Opt. Mat. 2021, 117, 111119.

36) Davis, J. T.; Martinez, E. E.; Clark, K. J.; Kwon, D.-H.; Talley, M. R.; Michaelis, D. J.; Ess, D. H.; Asplund, M. C.; Time-Resolved Ultraviolet–Infrared Experiments Suggest Fe–Cu Dinuclear Arene Borylation Catalyst Can Be Photoactivated. Organometallics 2021, 40, 1859-1865.

35) Martinez, E. E.; Larson, A. J. S.; Fuller, S. K.; Petersen, K. M.; Smith, S. J.; Michaelis, D. J. 2-Phosphinoimidazole Ligands: N–H NHC or P–N Coordination Complexes in Palladium-Catalyzed Suzuki–Miyaura Reactions of Aryl Chlorides. Organometallics 2021, 40, 1560–1564.

34) Martinez, E. E.; Rodriguez Moreno, M.; Barksdale, C. A.; Michaelis, D. J. Effect of Precatalyst Oxidation State in C–N Cross-Couplings with 2-Phosphinoimidazole-Derived Bimetallic Pd(I) and Pd(II) Complexes. Organometallics 2021, 40, 2763–2767.

33) Hernández-Fernández, E.; Ortega-Villarreal, A. S.; García-López, M. C.; Chan-Navarro, R.; Garrard, S.; Valdivia-Berroeta, G. A.; Smith, S. J.; Christensen, K. A.; Michaelis, D. J. Synthesis and characterization of benzotriazolyl acrylonitrile analogs-based donor-acceptor molecules: Optical properties, in vitro cytotoxicity, and cellular imaging. Dye Pigm. 2021, 189, 109251.

31) Ence, C. C.; Nazari, S. H.; Rodriguez, M.; Kulka, S.; Gassaway, K.; Valdivia-Berroeta, G. A.; Michaelis, D. J. “Experiment and Theory of Bimetallic Pd-Catalyzed α-Arylation and Annulation for Naphthalene Synthesis.” ACS Catal. 2021, 11, 10394–10404.

30) Valdivia-Berroeta, G. A.; Kenney, K. C.; Jackson, E. W.; Bloxham, J. C.; Wayment, A. X.; Brock, D. J.; Smith, S. J.; Johnson, J. A.; Michaelis, D. J. 6MNEP: a molecular cation with large hyperpolarizability and promise for nonlinear optical applications. J. Mater. Chem. C, 2020, 8, 11079–11087.

29) Martinez, E. E.; Jensen, C. A.; Larson, A. J. S.; Kenney, K. C.; Clark, K. J.; Nazari, S. H.; Valdivia-Berroeta, G. A.; Smith, S. J.; Ess, D. H.; Michaelis, D. J.; “Monosubstituted, Anionic (Imidazolyl) N-Heterocyclic Carbene Complexes of Palladium and Their Activity in Cross-Coupling Reactions.” Adv. Synth. Catal 2020,362, 2876–2881.

28) Bahr, C. B.; Green, N. K.; Heki, L. K.; McMurray, E.; Tangen, I. C.; Valdivia-Berroeta, G. A.; Jackson, E. W.; Michaelis, D. J.; Johnson, J. A. Heterogeneous layered structures for improved terahertz generation. Opt. Lett. 2020, 45, 2054–2057.

27) Asay, S.; Graham, A.; Hollingsworth, S.; Barnes, B.; Oblad, R.; Michaelis, D. J.; Kenealey, J. “γ-tocotrienol and ɑ-tocopherol ether acetate enhance docetaxel activity in drug-resistant prostate cancer cells. Molecules 2020, 25, 398.

26) Valdivia-Berroeta, G. A.; Jackson, E. W.; Kenney, K. C.; Wayment, A. X.; Tangen, I. C.; Bahr, C. B.; Smith, S. J.; Michaelis, D. J.; Johnson, J. A. “Designing Non‐Centrosymmetric Molecular Crystals: Optimal Packing May Be Just One Carbon Away.” Adv. Funct. Mat. 2020, 30, 1904786.

25) Nazari, S. H.; Forson, K. G.; Martinez, E. E.; Hansen, N. J.; Gassaway, K. J.; Lyons, N. M.; Kenney, K. C.; Valdivia-Berroeta, G. A.; Smith, S. J.; Michaelis, D. J. “Boron-Templated Dimerization of Allylic Alcohols To Form Protected 1,3-Diols via Acid Catalysis.” Org. Lett. 2019, 21, 9589–9593.

24) Ence, C.; Walker, W. K.; Martinez, E.; Stokes, R. W.; Sarager, S.; Smith, S. J.; Michaelis, D. J. “Synthesis of Chiral Titanium-Containing Ligands for Enantioselective Heterobimetallic Catalysis.”Tetrahedron, 2019, 75, 3341–3347. Tetrahedron Young Investigator Award 2019, A Special Issue in Honor of Professor Ryan Shenvi.

23) Valdivia-Berroeta, G. A.; Hekia, L. K.; Jackson, E. W.; Tangen, I. C.; Bahr, C. B.; Smith, S. J.; Michaelis, d. J.; Johnson, J. A. “Terahertz generation and optical characteristics of (E)-2-(4-(dimethylamino)styryl)-1,1,3-trimethyl-1H-benzo[e]indol-3-ium iodide (P-BI).”Opt. Lett. 2019 44, 4279–4282.

22) Mohl, G.; Liddle, N.; Nygaard, J.; Dorius, A.; Lyons, N.; Hodek, J. Weber, J.; Michaelis, D. J.; Busath, D. D. “Novel Influenza Inhibitors Designed to Target PB1 Interactions with Host Importin RanBP5.” Antiviral Res. 2019, 164, 81–90.

21) Valdivia-Berroeta, G. A.; Heki, L. K.; McMurray, E. A.; Foote, L. A.; Nazari, H. S.; Serafin, L.; Smith, S. J.; Michaelis, D. J.; Johnson, J. A. “Alkynyl Pyridinium Crystals for THz Generation.” Adv. Opt. Mater. 2018, 6, 1800383.

20) Nazari, S. H.; Bourdeau, J. E.; Talley, M. R.; Valdivia-Berroeta, G. A.; Smith, S. J.; Michaelis, D. J. “Nickel-Catalyzed Suzuki Cross Couplings with Unprotected Allylic Alcohols Enabled by Bidentate NHC/Phosphine Ligands.” ACS Catal. 2018, 8, 86–89.

19) Kinghorn, M. J.; Valdivia-Berroeta, G. A.; Chantry, D. R.; Smith, M. S.; Ence, C. C.; Draper, S. R. E.; Duval, J. S.; Masino, B. M.; Cahoon, S. B.; Flansburg, R. R.; Conder, C. J.; Price, J. L.; Michaelis, D. J. “Proximity-Induced Reactivity and Selectivity with a Rationally Designed Bifunctional Helical Peptide Catalyst.” ACS Catal. 2017, 7, 7704–7708.

18) Tyler, J. H.; Patterson, R. H.; Nazari, S. H.; Udumula, V.; Smith, S. J.; Michaelis, D. J. Synthesis of N-Aryl “Hydroxylamines via Stalled Nitro Reductions with Soluble Ruthenium Nanoparticle Catalysts.” Tetrahedron Lett. 2017, 58,82–86.

17) Talley, M. R.; Stokes, R. W.; Walker, W. K.; Michaelis, D. J. “Electrophilic Activation of Alkynes for Enyne Cycloisomerization Reactions with In Situ Generated Early/Late Heterobimetallic Pt–Ti Catalysts.” Dalton Trans. 2016, 45, 9770–9773.

16) Udumula, V.; Nazari, S. H.; Burt, S. R.; Alfindee, M. N.; Michaelis, D. J. “Chemo- and Site-Selective Alkyl and Aryl Azide Reductions with Heterogeneous Nanoparticle Catalysts.” ACS Catal. 2016, 6, 4423–4427.

15) Udumula, V.; Tyler, J. H.; Davis, D. A.; Wang, H.; Linford, M. R.; Minson, P. S.; Michaelis, D. J. “A Dual Optimization Approach to Bimetallic Nanoparticle Catalysis: Impact of M1:M2 Ratio and Supporting Polymer Structure on Reactivity.” ACS Catal. 2015, 5, 3457–3462.

14) Walker, W. K.; Kay, B. M.; Michaelis, S. A.; Anderson, D. L.; Smith, S. J.; Ess, D. H.; Michaelis, D. J. “Origin of Fast Catalysis in Allylic Amination Reactions Catalyzed by Pd–Ti Heterobimetallic complexes.” J. Am. Chem. Soc. 2015, 137, 7371–7378.

13) Walker, W. K.; Anderson, D. L.; Stokes, R. W.; Smith, S. L.; Michaelis, D. J. “Allylic Aminations with Hindered Secondary Amine Nucleophiles Catalyzed by Heterobimetallic Ti–Pd Complexes.” Org. Lett. 2015, 17, 752–755.

PUBLICATIONS FROM GRADUATE AND POSTDOC CAREER

12) Williamson, K. S.; Michaelis, D. J.; Yoon, T. P. "Advances in the Chemistry of Oxaziridines." Chem. Rev. 2014, 114, 8016-8036.

11) Trost, B. M.; Michaelis, D. J.; Malhotra, S. “Total Synthesis of (–)-18-epi-peloruside A: An Alkyne Linchpin Strategy.” Org. Lett. 2013, 15, 5274–5277.

10) Trost, B. M.; Michaelis, D. J.; Truica, M. “Dinuclear Zinc–ProPhenol-Catalyzed Enantioselective α-Hydroxyacetate Aldol Reaction with Activated Ester Equivalents.” Org. Lett. 2013, 15, 4516–4519.

9) Trost, B. M.; Michaelis, D. J.; Charpentier, J.; Xu, J. “Palladium-catalyzed asymmetric allylic alkylation of carboxylic acid derivatives: N-acyloxazolinones as ester enolate equivalents.” Angew. Chem., Int. Ed. 2012, 54, 204–208.

8) Trost, B. M.; Lehr, K.; Michaelis, D. J.; Xu, J.; Buckl, A. K. “Palladium-catalyzed asymmetric allylic alkylation of 2-acylimidazoles as ester enolate equivalents.” J. Am. Chem. Soc. 2010, 132, 8915–8917.

7) Michaelis, D. J.; Williamson, K. S.; Yoon, T. P. “Oxaziridine-mediated enantioselective aminohydroxylation of styrenes catalyzed by copper(II) bis(oxazoline) complexes.” Tetrahedron 2009, 65, 5118–5124, invited symposium in print. PMID: 20161136 [PubMed].

6) Michaelis, D. J.; Dineen, T. “Ring-opening of aziridines with o-halophenyllithium reagents: synthesis of 2-substituted chiral indolines.” Tetrahedron Lett. 2009, 50, 1920–1923.

5) Michaelis, D. J.; Ischay, M. A.; Yoon, T. P. “Activation of N-sulfonyl oxaziridines using copper(II) catalysts: aminohydroxylations of styrenes and 1,3-dienes.” J. Am. Chem. Soc. 2008, 130, 6610–6615.

4) Michaelis, D. J.; Shaffer, C. J.; Yoon, T. P. “Copper(II)-catalyzed aminohydroxylation of olefins.” J. Am. Chem. Soc. 2007, 129, 1866–1867.

3) Parent, A. A.; Anderson, T. M.; Michaelis, D. J.; Jiang, G.; Savage, P. B.; Linford, M. R. “Direct ToF-SIMS analysis of organic halides and amines on TLC plates.” Applied Surface Science 2006, 252, 6746–6749.

2) Bronson, R. T.; Michaelis, D. J.; Lamb, R. D.; Husseini, G. A.; Farnsworth, P. B.; Linford, M. R.; Izatt, R. M.; Bradshaw, J. S.; Savage, P. B. “Construction of a surface bound metal ion sensor for Cadmium.” Org. Lett. 2005, 7, 1105–1108.

1) Ward, R. K.; Michaelis, D. J.; Murdoch, R.; Roberts, B.; Blixrud. “Widespread academic efforts address the scholarly communication crisis.” J. C&RL News 2003, 64(4), 382–383.