Publications - SZYMCZAK GROUP

45.) Wilson, J. R.; Zeller, M.; Szymczak, N. K.; Hydrogen-bonded nickel(I) complexes
Chem. Commun., 2021, 57, 753-756

44.) Wade Wolfe, M. M.; Shanahan, J. P.; Kampf, J. W.; Szymczak, N. K.; Defluorinative Functionalization of Pd(II) Fluoroalkyl Complexes
J. Am. Chem. Soc. 2020, 142, 43, 18698.

43.) Kiernicki, J. J.; Norwine, E. E.; Lovasz, M. A.; Zeller, M.; Szymczak, N. K..; Mobility of Lewis acids within the secondary coordination sphere: toward a model for cooperative substrate binding
Chem. Commun. 2020, 56, 13105-13108.

42.) Shanahan, J. P.; Szymczak, N. K..; Lewis Acid Effects on Calculated Ligand Electronic Parameters
Organometallics. 2020, 39, 23, 4297-4306.

41.) Kiernicki, J. J.; Zeller, M.; Szymczak, N. K..; Examining the Generality of Metal–Ligand Cooperativity Across a Series of First-Row Transition Metals: Capture, Bond Activation, and Stabilization
Inorg. Chem. 2020, 59, 13, 9279-9286.

40.) Shanahan, J. P.; Mullis, D. M.; Zeller, M.; Szymczak, N. K.; Reductively Stable Hydrogen-Bonding Ligands Featuring Appended CF2–H Units
J. Am. Chem. Soc. 2020, 142, 19, 8809-8817.

39.) Kiernicki, J. J.; Norwine, E. E.; Zeller, M.; Szymczak, N. K.; Tetrahedral iron featuring an appended Lewis acid: distinct pathways for the reduction of hydroxylamine and hydrazine
Chem. Commun. 2019, 55, 11896-11899.

38.) Shanahan, J. P.; Szymczak, N. K.; Hydrogen Bonding to a Dinitrogen Complex at Room Temperature: Impacts on N2Activation
J. Am. Chem. Soc. 2019, 141, 21, 8550-8556

37.) Hale, L. V. A.; Sikes, N. M.; Szymczak, N. K.; Reductive C−C Coupling from α,β‐Unsaturated Nitriles by Intercepting Keteniminates
Angew. Chem. Int. Ed 2019. DOI: 10.1002/anie.20190453

36.) Kiernicki, J. J.; Shanahan, J. P.; Zeller, M.; Szymczak, N. K.; Tuning ligand field strength with pendent Lewis acids: access to high spin iron hydrides
Chem. Sci., 2019,10, 5539-5545.

35.) Geri, J. B.; Aguilera, E. Y.; Szymczak, N. K.; Difluoromethane as a precursor to difluoromethyl borates
Chem. Commun. 2019, 55, 5119-5122.

34.) Kiernicki, J. J.; Zeller, M.; Szymczak, N. K.; Requirements for Lewis Acid-Mediated Capture and N–N Bond Cleavage of Hydrazine at Iron
Inorg. Chem. 2019, 58 (2) 1147–1154.

33.) Dahl, E. W.; Kiernicki, J. J.; Zeller, M.; Szymczak, N. K.; Hydrogen Bonds Dictate O2 Capture and Release within a Zinc Tripod
J. Am. Chem. Soc. 2018, 140 (32) 10075–10079.

32.) Geri, J. B.; Wade Wolfe, M. M.; Szymczak, N. K.; The Difluoromethyl Group as a Masked Nucleophile: A Lewis Acid/Base Approach
J. Am. Chem. Soc. 2018, 140 (30) 9404–9408.

31.) Geri, J. B.; Ciatti, J. L.; Szymczak, N.K.; Charge effects regulate reversible CO2 reduction catalysis
Chem. Commun., 2018, 54, 7790-7793.

30.) Hale, L. V. A.; Szymczak, N. K.; Hydrogen Transfer Catalysis beyond the Primary Coordination Sphere
ACS Catal. 2018, 8, 6446–6461.

29.) Dahl, E. W.; Dong, H. T.; Szymczak, N. K.; Phenylamino derivatives of tris(2-pyridylmethyl)amine: hydrogen-bonded peroxodicopper complexes
Chem. Commun. 2018, 892-895.

28.) Kiernicki, J. J.; Zeller, M.; Szymczak, N. K.; Hydrazine Capture and N–N Bond Cleavage at Iron Enabled by Flexible Appended Lewis Acids
J. Am. Chem. Soc. 2017, 139, 18194–18197.

27.) Geri, J. B.; Wade Wolfe, M. M.; Szymczak, N. K.; Borazine-CF3- Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation
Angew. Chem. Int. Ed. 2018, 1381-1385.
***Featured in Chemical & Engineering News, 2018, 96, 6.
***Featured in Synform 2018/05, A77–A81.

26.) Geri, J. B.; Szymczak, N. K.; Recyclable Trifluoromethylation Reagents from Fluoroform
J. Am. Chem. Soc. 2017, 139, 9811-9814.
***Featured in JACS Spotlights 2017, 139, 10587.

25.) Geri, J. B.; Shanahan, J. P.; Szymczak, N. K.; Testing the Push–Pull Hypothesis: Lewis Acid Augmented N2 Activation at Iron
J. Am. Chem. Soc. 2017, 139, 5952–5956

24.) Dahl, E. W.; Louis-Goff, T.; Szymczak, N. K.; Second sphere ligand modifications enable a recyclable catalyst for oxidant-free alcohol oxidation to carboxylates
Chem. Commun. 2017, 53, 2287-2289.

23.) Hale, L. V. A.; Szymczak, N. K.; Stereoretentive Deuteration of α-Chiral Amines with D2O
J. Am. Chem. Soc. 2016, 138, 13489-13492.

22.) Tseng, K. T.; Kampf, J. W.; Szymczak, N. K.; Modular Attachment of Appended Boron Lewis Acids to a Ruthenium Pincer Catalyst: Metal–Ligand Cooperativity Enables Selective Alkyne Hydrogenation
J. Am. Chem. Soc. 2016, 138, 10378–10381.
Correction: DOI: 10.1021/jacs.7b09662

21.) Hale, L. V. A.; Malakar, T.; Tseng, K. T.; Zimmerman, P. M.; Paul, A.; Szymczak, N. K.; The Mechanism of Acceptorless Amine Double Dehydrogenation by N,N,N-Amide Ruthenium(II) Hydrides: A Combined Experimental and Computational Study
ACS Catal. 2016, 6, 4799-4813.

20.) Moore, C. M.; Bark, B. Szymczak, N. K.; Simple Ligand Modifications with Pendent OH Groups Dramatically Impact the Activity and Selectivity of Ruthenium Catalysts for Transfer Hydrogenation: The Importance of Alkali Metals.
ACS Catal. 2016, 6, 3, 1981-1990

19.) Dahl, E. W.; Szymczak, N. K.; Hydrogen Bonds Dictate the Coordination Geometry of Copper: Characterization of a Square-Planar Copper(I) Complex.
Angew. Chem. Int. Ed. 2016, 55, 3101 –3105.

18.) Tseng, K. T.; Lin, S.; Kampf, J. W.; Szymczak, N. K.; Upgrading Ethanol to 1-Butanol with a Homogeneous Air-Stable Ruthenium Catalyst.
Chem. Commun. 2016, 52, 2901-2904.
***Featured in Chemistry World January 13, 2016

17.) Geri, J. B.; Szymczak, N. K.; A Proton-Switchable Bifunctional Ruthenium Complex That Catalyzes Nitrile Hydroboration.
J. Am. Chem. Soc. 2015, 137, 12808-12814.

16.) Carter, T. J.; Heiden, Z. M.; Szymczak, N. K.; Discovery of Low Energy Pathways to Metal Mediated B=N Bond Reduction Guided by Computation and Experiment.
Chem. Sci. 2015, 6, 7258-7266.

15.) Tseng, K. T.; Kampf, J. W.; Szymczak, N. K.; Mechanism of N,N,N,-Amide Ruthenium(II) Hydride Mediated Acceptorless Alcohol Dehydrogenation: Inner-Sphere b-H Elimination versus Outer-Sphere Bufunctional Metal-Ligand Cooperativity.
ACS Catal. 2015, 5, 5468-5485.

14.) Moore, C. M.; Szymczak, N. K.; Nitrite reduction by copper through ligand-mediated proton and electron transfer.
Chem. Sci. 2015, 6, 3373-3377.

13.) Moore, C. M.; Dahl, E. W.; Szymczak, N. K.; Beyond H2: exploiting 2-hydroxypyridine as a design element from [Fe]-hydrogenase for energy-relevant catalysis.
Current Opinion in Chemical Biology 2015, 25, 9-17.

12.) Tseng, K. T.; Kampf, J. W.; Szymczak, N. K.; Regulation of Iron-Catalyzed Olefin Hydroboration by Ligand Modifications at a Remote Site.
ACS Catal. 2015, 5 (1), 411-415.

11.) Moore, C. M.; Szymczak, N. K.; Redox-induced fluoride ligand dissociation stabilized by intramolecular hydrogen bonding.
Chem. Commun. 2015, 51, 5490-5492.

10.) Tseng, K. T.; Szymczak, N. K.; Dehydrogenative Oxidation of Primary Amines to Nitriles.
Synlett 2014, 25, 2385-2389

9.) Moore, C. M.; Szymczak, N. K. Appended Functionality in Pincer Ligands.
In Pincer and Pincer-Type Complexes: Application in Organic Synthesis and Catalysis. Szabó, K. J.; Wendt, O. F., Eds.; Wiley-VCH: Weinheim, Germany, 2014; pp 117-147

8.) Carter, T. J.; Wang, J. Y.; Szymczak, N. K.; Manganese-Mediated Hydride Delivery to a Borazine by Stepwise Reduction and Protonation.
Organometallics 2014, 33 (7), 1540–1543.

7.) Moore, C. M.; Quist, D. A.; Kampf, J. W.; Szymczak, N. K.; A 3-Fold-Symmetric Ligand Based on 2-Hydroxypyridine: Regulation of Ligand Binding by Hydrogen Bonding.
Inorg. Chem. 2014, 57 (3), 3278–3280

6.) Tseng, K. T.; Rizzi A. M.; Szymczak, N. K.; Oxidant-Free Conversion of Primary Amines to Nitriles.
J. Am. Chem. Soc. 2013, 135, 16352-16355.

5.) Tseng, K. T.; Kampf, J. W.; Szymczak, N. K.; Base-Free, Acceptorless, and Chemoselective Alcohol Dehydrogenation Catalyzed by an Amide-Derived NNN-Ruthenium(II) Hydride Complex.
Organometallics 2013, 32 (7), 2046–2049.
***Top 10 Most Read Articles: April-June 2013

4.) Tutusaus-Santandreu, O.; Ni, C.; Szymczak, N. K.; A Transition Metal Lewis Acid/Base Triad System for Cooperative Substrate Binding.
J. Am. Chem. Soc. 2013, 135 (9), 3403–3406.
***Featured in Chemical & Engineering News, 2013, 91, 29.

3.) Moore, C. M.; Szymczak, N. K.; 6,6’-Dihydroxy terpyridine: A proton-responsive bifunctional ligand and its application in catalytic transfer hydrogenation of ketones.
Chem. Commun. 2013, 49 (4), 400-402.

2.) Carter, T. J.; Szymczak, N. K.; Reduction of Borazines Mediated by Low-Valent Chromium Species.
Angew. Chem. Int. Ed. 2012, 51, 13168-13172.***Featured in Advances in Engineering, April 2013.

1.) Moore, C. M.; Szymczak, N. K.; A tris(2-quinolylmethyl)amine scaffold that promotes hydrogen bonding within the secondary coordination sphere.
Dalton Trans. 2012, 41, 7886-7889
***Invited contribution for “New Talent: The Americas.”

Graduate and Postdoctoral Publications
17.) McCrory, C. C. L.; Szymczak, N. K.; Peters, J. C.; Evaluating Activity for Hydrogen-Evolving Cobalt and Nickel Complexes at Elevated Pressures of Hydrogen and Carbon Monoxide.
Electrocatalysis 2016, 7, 87-96

16.) Bayram, E.; Linehan, J. C.; Fulton, J. L.; Szymczak, N. K.; Finke, R. G.; Determination of the Dominant Catalyst Derived from the Classic [RhCp*Cl2]2 Precatalyst System: Is it Single-Metal Rh1Cp*-Based, Subnanometer Rh4 Cluster-Based, or Rh(0)nNanoparticle-Based Cyclohexene Hydrogenation Catalysis at Room Temperature and Mild Pressures?
ACS Catal. 2015, 5, 3876-3886.

15.) Ercan, B.; Linehan, J.; Fulton, J.; Roberts, J.; Szymczak, N.; Smurthwaite, T.; Ozkar, S.; Balasubramanian, M.; Finke, R. Is It Homogeneous or Heterogeneous Catalysis Derivedfrom [RhCp*Cl2]2? In Operando-XAFS, Kinetic and Crucial Kinetic Poisoning Evidence for Subnanometer Rh4 Cluster-Based Benzene Hydrogenation Catalysis.
J. Am. Chem. Soc. 2011, 133, 18889-18902.

14.) Neiner, D.; Karkamamkar, A.; Bowden, M.; Choi, Y. J.; Luedtke, A.; Holladay, J.; Fisher, A.; Szymczak, N.; Autrey, T. Kinetic and Thermodynamic Investigation of Hydrogen Release from Ethane 1,2-Di-Amineborane.
Energy Environ. Sci. 2011, 4, 4187-4193.

13.) Szymczak, N. K.; Berben, L. A.; Peters, J. C. Redox-Rich Dicobalt Macrocycles as Templates for Multi-Electron Transformations.
Chem. Commun. 2009, 6729-6731.

12.) Szymczak, N. K.; Braden, D. A.; Crossland, J. L.; Turov, Y.; Zakharov, L. N.; Tyler, D. R. Aqueous Coordination Chemistry of H2. Why is Coordinated H2 Inert to Substitution by Water in trans-Ru(P2)2(H2)H+-type Complexes (P2 = a Chelating Phosphine)?
Inorg. Chem. 2009, 48, 2976-2984.

11.) Yelle, R. B.; Crossland, J. C.; Szymczak, N, K.; Tyler, D. R. Theoretical Studies of N2 Reduction to Ammonia in Fe(dmpe)2N2.
Inorg. Chem. 2009, 48, 861-871.

10.) Pons, V; Baker, R. T.; Szymczak, N. K.; Heldebrant, D. J.; Linehan, J. C.; Matus, M. H.; Grant, D. J.; Dixon, D. A. Coordination of Aminoborane, NH2BH2, Dictates Selectivity and Extent of H2 Release in Metal-Catalysed Ammonia Borane Dehydrogenation.
Chem. Commum. 2008, 48, 6597-599.

9.) Shaw, W. J; Linehan, J. C.; Szymczak, N. K.; Heldebrant, D. J.; Yonker, C.; Baker, R. T.; Autrey, T. In Situ Multinuclear NMR Spectroscopic Studies of the Thermal Decomposition of Ammonia Borane in Solution.
Angew. Ch., Int. Ed. 2008, 120, 7603-7606.

8.) Szymczak, N. K.; Tyler, D. R. Aspects of Dihydrogen Coordination Chemistry Relevant to Reactivity in Aqueous Solution.
Coord. Chem. Rev. 2008, 252(1-2), 212-230.

7.) Fulton, J. L.; Linehan, J. C.; Autrey, T.; Balasubramanian, M.; T.;Chen, Y.; Szymczak, N. K.. When is a Nanoparticle a Cluster? An Operando EXAFS Study of Amine Borane Dehydrocoupling by Rh4-6 Clusters.
J. Am. Chem. Soc. 2007, 129, 11936-11949.

6.) Gilbertson, J. D.; Szymczak, N, K.; Crossland, J. C.; Miller, W. K.; Lyon, D. K.; Foxman, B. M.; Davis, J.; Tyler, D. R. Water-Soluble Transition Metal Phosphine Complexes: Investigation of the Aqueous Binding and Activation of H2 and N2 in trans-FeII(P2)2X2-type Complexes (P2 = a Chelating Phosphine).
Inorg. Chem. 2007, 46, 1205-1214.

5.) Szymczak, N. K.; Zakharov, L. N.; Tyler, D. R. Solution Chemistry of a Water-Soluble n2-H2 Complex: Evidence for H2 acting as a Hydrogen Bond Donor.
J. Am. Chem. Soc. 2006, 128, 15830-15835.

4.) Szymczak, N. K.; Oelkers, A. B.; Tyler, D. R. Detection of Hydrogen Bonding in Solution: A 2H Nuclear Magnetic Resonance Method Based on Rotational Motion of a Donor/Acceptor Complex.
Phys. Chem. Chem. Phys. 2006, 8, 4002-4008.

3.) Gilbertson, J. D.; Szymczak, N. K.; Tyler, D. R. Reduction of N2 to Ammonia and Hydrazine Utilizing H2 as the Reductant.
J. Am. Chem. Soc. 2005, 127, 10184-10185.

2.) Szymczak, N. K.; Han, F.; Tyler, D. R. Arrested Chloride Abstraction from trans-RuCl2(DMeOPrPE)2 with TlPF6; Formation of a 1-D Coordination Polymer having Unusual Octahedral Coordination around Thallium(I).
J. Chem. Soc., Dalton Trans. 2004, 3941-3942.

1.) Gilbertson, J. D.; Szymczak, N. K.; Tyler, D. R. H2 Activation in Aqueous Solution: Formation of trans-[Fe(DMeOPrPE)2H(H2)]+via the Heterolysis of H2 in Water.
Inorg. Chem. 2004, 43, 3341-3343.

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