Douglas B. Grotjahn: Publications
1. Kouvetakis, J.; Grotjahn, D. B.; Becker, P.; Moore, S.; Dupon, R. "Synthesis of Ethynyl-substituted Precursors to Carbon-Nitrogen-Sulfur Extended Structures: Reactions of C3N3F3 and C2N2SCl2 with Alkali-Metal Trimethylsilylacetylides," Chem. Materials 1994, 6, 636-639.
2. Grotjahn, D. B.; Groy, T. L. "Formation of Coordinatively Unsaturated Cp*Ir-Amino Acid Complexes and Their Highly Diastereoselective Reactions," J. Am. Chem. Soc. 1994, 116, 6969-6970.
3. Grotjahn, D. B. "Transition Metal Alkyne Complexes: Transition Metal Catalyzed Cyclotrimerization," In Comprehensive Organometallic Chemistry II; Hegedus, L. S., Ed.; Pergamon: Oxford, 1995; Volume 12, pp 741-770.
4. Grotjahn, D. B.; Joubran, C. "Coordination of Chiral Amines to Coordinatively Unsaturated Cp*Ir-Amino Acid Complexes Allows Determination of Enantiomeric Purity," Tetrahedron: Asymmetry 1995, 6, 745-752.
5. Grotjahn, D. B.; Groy, T. L. "Formation and Structure of Coordinatively Unsaturated Cp*Ir-Amino Acid Complexes. Kinetic and Thermodynamic Control in Highly Diastereoselective Reactions," Organometallics 1995, 14, 3669-3682.
6. Grotjahn, D. B.; Joubran, C. "Facile Oxidative Addition of Rh(I) to the Acyl-Oxygen Bond of 2-(Diphenylphosphinomethyl)quinolin-8-ol Acetate," Organometallics 1995, 14, 5171-5176.
7. Grotjahn, D. B.; Lo, H. C. "Fragmentation of 2-Pyridyl Esters Gives Both h2-(C,O)- and h2-(C,C)-Bound Ketene Ligands on ClIr[P(i-Pr)3]2," Organometallics 1995, 14, 5463-5465.
8. Grotjahn, D. B.; Zhang, X., "Aqueous Media in the Intramolecular Heck Reaction," Aqueous Organometallic Chemistry and Catalysis (NATO ASI Series); Horvath, I. and Joó, F., Eds.; Kluwer: Dordrecht, 1995; pp 123-125.
9. Grotjahn, D. B.; Lo, H.; Groy, T. L. "Chlorohydrido[2(1H)pyridinonato-N,O]bis[tris(1-methylethyl)phosphine]iridium," Acta Cryst., Sect. C 1996, 300-302.
10. Grotjahn, D. B.; Lo, H. C. "Reactivity of h2-(C,O)-Bound Ir-Ketene Complexes: a 1,3-Hydride Shift is a Hydride Walk by way of an Enol Complex," J. Am. Chem. Soc., 1996, 118, 2097-2098.
11. Grotjahn, D. B.; Joubran, C.; Hubbard, J. L. "Highly Stereoselective Formation of Cp*IrCl Complexes of N,N-Dimethylamino Acids ," Organometallics 1996, 15, 1230-1235.
12. Grotjahn, D. B.; Lo, H. C.; Groy, T. L. "Chloro(propionyl-C)[2(1H)pyridinonato-N,O]bis[tris(1-methylethyl)phosphine]iridium," Acta Cryst., Sect. C 1996, 516-519.
13. Grotjahn, D. B.; Lo, H. C. "Ruthenium Alkoxycarbene Complexes from an Acetal Function by C-O Bond Cleavage and Alcohol Elimination," Organometallics 1996, 15, 2860-2862.
14. Grotjahn, D. B.; Zhang, X. "Favoring Alkene Insertion over b-Hydride Elimination: Aqueous Media and Ligands Enable Tandem Heck Reaction on a Substrate for Which b-Hydride Elimination is Possible," Journal of Molecular Catalysis A: Chemical 1997, 116, 99-107.
15. Lo, H. C.; Grotjahn, D. B. "Selective C-C Bond Formation on the First Ketene-Alkyne Complex," J. Am. Chem. Soc. 1997, 119, 2958-2959.
16. Grotjahn, Douglas B.; Pesch, T.; Xin, J.; Ziurys, L. M. "Structure of Solvent-Free, Monomeric CH3Li and CH3Na," J. Am. Chem. Soc. 1997, 119, 12368-12369.
17. Grotjahn, Douglas B.; Apponi, A. J.; Brewster, M. A.; Xin, J.; Ziurys, L. M. "Structure of Solvent-Free, Monomeric LiCCH, NaCCH, and KCCH," Angewandte Chemie, 1998, 110, 2824-2827; Angewandte Chemie, Int. Ed. Engl. 1998, 37, 2678-2681.
18. Allen, M. D.; Pesch, T. C.; Robinson, J. S.; Apponi, A. J.; Grotjahn, D. B.; Ziurys, L. M. "The Pure Rotational Spectrum of LiCH3 (X1A)," Chem. Phys. Lett. 1998, 293, 397-404.
19. Grotjahn, Douglas B.; Joubran, Camil; Combs, David; Brune, Daniel C. "High Arenophilicity and Water Tolerance in Direct Derivatization of Peptides and Proteins by Metal p-Coordination," J. Am. Chem. Soc. 1998, 120, 11814-11815.
20. Grotjahn, D. B. "Arene-Selective Peptide and Protein Derivatization," Coord. Chem. Rev. 1999, 190-192, 1125-1141 (special issue covering presentations at 33rd International Coordination Chemistry Conference).
21. Grotjahn, D. B.; Joubran, C.; Combs, D. "Controlled Oxidative Additions of Amino Acid Esters to Rh(I)," J. Organomet. Chem. 1999, 589, 115-121 (invited contribution to issue on bio-organometallic chemistry).
22. Grotjahn, Douglas B.; Bikzhanova, Galina A.; Hubbard, John L. "Phosphine Loss from Bis(phosphine)rhodium(I) h2-(C,O)-Diphenylketene Complexes Leads to h4-(C4) Coordination and Fluxionality of the Ketene," Organometallics 1999, 18, 5614-5619.
23. Amouri, H.; Vaissermann, J.; Rager, M. N.; Grotjahn, D. B., "Stable o-Quinone Methide Complexes of Iridium: Synthesis, Structure, and Reversed Reactivity Imparted by Metal Complexation," Organometallics 2000, 19, 1740-1748.
24. Grotjahn, Douglas B.; Combs, David; Van, Sang; Aguirre, Gerardo; Ortega, Fernando "Synthesis and Structure of Isomeric Palladium(II)-Pyrazole Chelate Complexes With and Without an N-H Group as Hydrogen Bond Donor," Inorg. Chem. 2000, 39, 2080-2086.
25. Grotjahn, Douglas B.; Pesch, T. C.; Brewster, M. A.; Ziurys, L. M., "Synthesis of CH3K in the Gas Phase: Structural and Mechanistic Trends for Monomeric, Unsolvated CH3M and HCCM (M = Li, Na, K)," J. Am. Chem. Soc. 2000, 122, 4735-4741.
26. Grotjahn, Douglas B.; Bikzhanova, Galina A.; Collins, Laura S. B.; Concolino, Thomas; Lam, Kin-Chung; Rheingold, Arnold L., "Controlled, Reversible Conversion of a Ketene Ligand to Carbene and CO Ligands on a Single Metal Center," J. Am. Chem. Soc. 2000, 122, 5222-5223. [See below for three places in which this paper received press coverage.]
27. Grotjahn, Douglas B.; Lo, H. Christine; Dinoso, Jason; Adkins, Charles D.; Li, Chunbang; Nolan, Steven P.; Hubbard, John L. "Synthetic and Thermochemical Studies of Coordinative Unsaturation in Chelate Complexes Cp*IrL2 (L2 = TsNCH2CH2NTs, TsNCH2CO2, CO2CO2)," Inorg. Chem. 2000, 39, 2493-2499.
28. Grotjahn, Douglas B.; Albers, Ronald J.; Beckman, Jacob, "Preparation of Iminium Salts from Acetals," Synlett, 2000, 633-634.
29. Amouri, Hani; Rager, Marie Noelle; Vaissermann, Jacqueline; Grotjahn, Douglas B., "Rhodium Stabilized o-Quinone Methides: Synthesis, Structures and Comparative Study with their Iridium Congeners," Organometallics, 2000, 19, 5143-5148.
30. Grotjahn, D. B.; Van, S.; Combs, D.; Kassel, W. S.; Rheingold, A. L., "Hydrogen Bonding in the Crystal Structure of Bis{3-[(thiomethyl)methyl]pyrazole}copper(II) Perchlorate," J. Inorg. Biochem., 2001, 85, 61-65.
31. Grotjahn, Douglas B.; Sheridan, P.; Al Jihad, I.; Ziurys, L. M., "The First Synthesis and Structural Determination of a Monomeric, Unsolvated Lithium Amide, LiNH2," J. Am. Chem. Soc., 2001, 123, 5489-5494.
32. Grotjahn, Douglas B.; Collins, Laura S. B.; Wolpert, Marcus; Bikzhanova, Galina A.; Lo, H. C.; Combs, David; Hubbard, John L., "First Direct Structural Comparison of Complexes of the Same Metal Fragment to Ketenes in both C,C- and C,O-Bonding Modes," J. Am. Chem. Soc., 2001, 123, 8260-8270.
33. Urtel, H.; Bikzhanova, G. A.; Grotjahn, D. B.; Hofmann, P. "Reversible Carbon-Carbon Double Bond Cleavage of a Ketene Ligand at a Single Iridium(I) Center: A Density Functional and QM/MM Study," Organometallics, 2001, 20, 3938-3949.
34. Grotjahn, D. B.; Incarvito, C. D.; Rheingold, A. L. "Combined Effects of Metal and Ligand Capable of Accepting a Proton or Hydrogen Bond Catalyze anti-Markovnikov Hydration of Terminal Alkynes," Angew. Chem., Int. Ed. Engl., 2001, 40, 3884-3887.
35. Grotjahn, D. B.; Brewster, M. A.; Ziurys, L. M., " The First Precise Molecular Structure of a Monomeric Transition Metal Cyanide, Copper(I) Cyanide," J. Am. Chem. Soc., 2002, 124, 5895-5901.
36. Grotjahn, Douglas B.; Van, Sang; Combs, David; Lev, Daniel; Schneider, Christian; Rideout, Marc; Meyer, Christoph; Hernandez, Genaro; Mejorado, Lupe, "New Flexible Synthesis of Pyrazole Ligands with Different, Functionalized Substituents at C3 and C5," J. Org. Chem., 2002, 67, 9200-9209.
37. Grotjahn, Douglas B.; Van, Sang; Combs, David; Lev, Daniel; Schneider, Christian; Incarvito, Christopher; Lam, Kim-Chung; Rossi, Gene; Rheingold, A. L.; Rideout, Marc; Meyer, Christoph; Hernandez, Genaro; Mejorado, Lupe, "Substituent Control of Hydrogen Bonding in Palladium(II)-Pyrazole Complexes, Inorg. Chem., 2003, 42, 3347-3355.
38. Grotjahn, Douglas B.; Hoerter, Justin M.; Hubbard, John L., “Double C-H Activation during Functionalization of Phenyl(methyl)ketene on Iridium(I) Using Alkynes. Synthesis of 1,4-Dien-3-ones,” J. Am. Chem. Soc., 2004, 126, 8866-8867.
39. Amouri, H.; Caspar, R.; Gruselle, M.; Guyard-Duhayon, C.; Boubekeur, K.; Lev, D. A.; Collins, L. S. B.; Grotjahn, D. B., “Chiral Recognition and Resolution Mediated by - Interactions: Synthesis and X-ray Structure of trans-[(Sp,Sp)-bis(Cp*Ru)-carbazolyl][-Trisphat],” Organometallics, 2004, 23, 4338-4341.
40. Grotjahn, Douglas B.; Lev, Daniel A., “A General Bifunctional Catalyst for the Anti-Markovnikov Hydration of Terminal Alkynes to Aldehydes Gives Enzyme-Like Rate and Selectivity Enhancements,” J. Am. Chem. Soc., 2004, 126, 12232-12233. [see also “Organometallic catalysts are enzyme-like,” Science and Technology Concentrates section of Chemical and Engineering News, 4 October 2004 issue, page 31.]
41. Grotjahn, Douglas B.; Halfen, DeWayne T.; Ziurys, Lucy M.; Cooksy, Andrew L., “Gas-Phase Synthesis, Submillimeter Spectra, and Precise Structure of Monomeric, Solvent-Free CuCH3,” J. Am. Chem. Soc., 2004, 126, 12621-12627.
42. Grotjahn, Douglas B.; Joubran, Camil, “Oxidative addition of the C-O bond of amino acid esters to Rh(I) forming chelating acyl complexes,” Inorg. Chim. Acta, 2004, 357, 3047-3056.
43. Douglas B. Grotjahn and Daniel A. Lev, “Enzyme-like Acceleration in Catalytic Anti-Markovnikov Hydration of Alkynes to Aldehydes,” Catal. Org. React., 2005, 104, 227-236.
44. Daniel A. Lev and Douglas B. Grotjahn, "An Enzyme-Like Mechanism Involving Bifunctional Ruthenium Catalysts," Catal. Org. React., 2005, 104, 237-242.
45. Grotjahn, Douglas B., “Bifunctional Organometallic Catalysts involving Proton Transfer or Hydrogen Bonding,” invited Concepts piece for Chemistry – a European Journal, 2005, 11, 7147-7153.
46. Lev, Daniel A.; Grotjahn, Douglas B.; Amouri, Hani, “Reversal of Reactivity in Diene-complexed ortho-Quinone Methide Complexes: Insights and Explanations from ab initio Density Functional Theory Calculations, Organometallics, 2005, 24, 4232-4240.
47. Miranda-Soto, Valentin; Parra-Hake, Miguel; Morales-Morales, David; Toscano, Ruben A.; Boldt, Grant; Koch, Anatol; Grotjahn, Douglas B., “A Binding Pocket for Coordinated Water Formed by the Metal Center and Two Heterocyclic Nitrogens in Chelating Bis-thioethers of the Complexes {Cp*M[Im’S(CH2)2SIm’](H2O)}2+ (M = Rh, Ir; Im’ = 1-alkyl-4-tert-butylimidazol-2-yl), Organometallics, 2005, 24, 5569-5575.
48. Grotjahn, Douglas B.; Gong, Yi; Zakharov, Lev; Golen, James A.; Rheingold, Arnold L., “Changes in Coordination of Sterically Demanding Hybrid Imidazolylphosphine Ligands on Pd(0) and Pd(II),” J. Am. Chem. Soc., 2006, 128, 438-453.
49. Grotjahn, Douglas B.; Zeng, Xi; Cooksy, A. L., “Alkyne-to-vinylidene Transformation on trans-(Cl)Rh(phosphine)2: Acceleration by a Heterocyclic Ligand and Absence of Bimolecular Mechanism,” J. Am. Chem. Soc., 2006, 128, 2798-2799.
50. Miranda-Soto, Valentin; Pérez-Torrente, Jesús J.; Oro, Luis A.; Lahoz, Fernando J.; Martín, M. Luisa; Parra-Hake, Miguel; Grotjahn, Douglas B. “Effects of the heterocycle and its substituents on structure and fluxionality in Rh(I) and Ir(I) complexes with the hindered thiolates 6-tert-butylpyridine-2-thiolate and 1-alkyl-4-tert-butylimidazole-2-thiolate (alkyl = methyl and tert-butyl),” Organometallics, 2006, 25, 4374-4390.
51. Grotjahn, Douglas B.; Gong, Yi; DiPasquale, Antonio G.; Zakharov, Lev N.; Rheingold, Arnold L., “Bifunctional Imidazolylphosphine Ligands as Hydrogen Bond Donors Promote N-H and O-H Activation on Platinum,” Organometallics, 2006, 25, 5693-5695. [one of the 20 most-accessed articles in Organometallics published between September and December, 2006]
52. Grotjahn, Douglas B.; Zeng, Xi; Cooksy, Andrew L.; Kassel, W. Scott; DiPasquale, Antonio G.; Rheingold, Arnold L., "Experimental and Computational Study of the Transformation of Terminal Alkynes to Vinylidene Ligands on trans-(Chloro)bis(phosphine)Rh Fragments and Effects of Phosphine Substituents," Organometallics 2007, 26, 3385-3402.
53. Grotjahn, Douglas B.; Larsen, Casey R.; Gustafson, Jeffery L.; Nair, Reji; Sharma, Abhinandini "Extensive Isomerization of Alkenes using a Bifunctional Catalyst: An Alkene Zipper," J. Am. Chem. Soc. 2007, 129, 9592-9593. [see also "Isomerization at a distance," Science and Technology Concentrates section of Chemical and Engineering News, 23 July 2007 issue, page 29.]
54. Kragulj, Elijah J.; Gustafson, Jeffery L.; Grotjahn, Douglas B., "A Convenient Method for Regeneration of Free Thiol from a tert-Butyl Thioether," Synlett 2007, 2851-2854.
55. Moussa, J. ; Chamoreau, L.-M.; Boubekeur, K.; Amouri, H.*; Rager, M. N. ; Grotjahn, D. B., "Synthesis of the Electron-Poor Dicationic Arene Complex [Cp*Ir p-bis(difluoromethyl)benzene ][BF4]2 and Ring Attack by Hydroxide in Attempted Deprotonation: Synthesis, Structures and C-H...F Hydrogen Bonding," Organometallics 2008, 27, 67-71.
56. " Hydrogen Bond Acceptance of Bifunctional Ligands in an Alkyne-Metal p Complex," Grotjahn, Douglas B.; Miranda-Soto, Valentin; Kragulj, Elijah J.; Lev, Daniel A.; Erdogan, Gulin; Zeng, Xi; and Cooksy, Andrew L. J. Am. Chem. Soc. 2008, 130, 20-21.
57. Grotjahn, Douglas B.; Kragulj, Elijah J.; Zeinalipour-Yazdi, Constantinos D.; Miranda-Soto, Valentin; Lev, Daniel A.; and Cooksy, Andrew L. "Finding the Proton in a Key Intermediate of anti-Markovnikov Alkyne Hydration by a Bifunctional Catalyst," J. Am. Chem. Soc. 2008, 130, 10860-10861.
58. "Imidazol-2-yl Complexes of Cp*Ir as Bifunctional Ambident Reactants," Miranda-Soto, Valentin; Grotjahn, Douglas B.; DiPasquale, Antonio G.; and Rheingold, Arnold L. J. Am. Chem. Soc. 2008, 130, 13200-13201 (communication).
59. Grotjahn, Douglas B.; "Bifunctional catalysts and related complexes: structures and properties," invited Perspectives article for Dalton Transactions 2008, 6497-6508.
60. Grotjahn, Douglas B.; Larsen, Casey; Erdogan, Gulin; Gustafson, Jeffery; Sharma, Abhinandini; Nair, Reji, "Bifunctional Catalysis of Alkene Isomerization and its Applications," Catal. Org. React. 2009, 123, 379-387.
Publications highlighted in the press
Publication 26 was mentioned in three places:
“Ketene ligand cleaved to carbene and CO ligands reversibly,” Science and Technology Concentrates section of Chemical and Engineering News, 29 May 2000 issue, page 52.
“Of Ketenes and Carbenes,” Highlights of the Recent Literature, Editor’s Choice, Science, 2 June 2000 issue, vol. 288, page 154.
“Metal-Assisted Cleavage of a C-C Double Bond: Simple and Reversible,” by H. Werner and E. Bluel, Highlights section of Angewandte Chemie, Int. Ed. Engl. 2001, 40, 145-146.
Publication 40 was mentioned:
“Organometallic catalysts are enzyme-like,” Science and Technology Concentrates section of Chemical and Engineering News, 4 October 2004 issue, page 31.
Publication 53 was mentioned:
“Isomerization at a distance,” Science and Technology Concentrates section of Chemical and Engineering News, 23 July 2007 issue, page 29.