Ph.D., Columbia University

Organic Chemistry

Organic/Organometallic; uses of novel phosphorus chemistry in organometallic catalysis, antisense oligonucleotide synthesis, and enantioselective catalysis.

Hersh, W. H., “Synthesis of dinucleoside acylphosphonites by phosphonodiamidite chemistry and investigation of phosphorus epimerization,” Beilstein J.Org. Chem. 2015, 11, 184-191. (Thematic Issue on Nucleic Acid Chemistry)

Hersh, W. H.; Lam, S. T.; Moskovic, D. J.; Panagiotakis, A. J. “A Non-Karplus Effect: Evidence from Phosphorus Heterocycles and DFT Calculations of the Dependence of Vicinal Phosphorus-Hydrogen NMR Coupling Constants on Lone-Pair Conformation,” J. Org. Chem. 2012, 77, 4968-4979.

Mukhlall, J. A.; Hersh, W. H. “Sulfurization of Dinucleoside Phosphite Triesters with Chiral Disulfides,” Nucleosides, Nucleotides & Nucleic Acids 2011, 30, 706-725.

Mukhlall, J. A.; Noll, B. C.; Hersh, W. H. “Synthesis of Chiral Disulfides: Potential Reagents for Enantioselective Sulfurization,” J. Sulfur Chem. 2011, 32, 199-212.

Mukhlall, J. A.; Hersh, W. H. “Measurement of the Barrier to Inversion of Configuration in Acyclic Phosphite Triesters,” Inorg. Chim. Acta 2011, 369, 62-70. (special R. G. Bergman issue)

Hersh, W. H.; Klein, L.; Todaro, L. J. “Stereoselective Synthesis of P-Chiral Phosphorus Compounds from N-tert-Butoxycarbonyl Amino Acids,” J. Org. Chem. 2004, 69, 7355-7358.

Hersh, W. H.; Xu, P.; Simpson, C. K.; Grob, J.; Bickford, B.; Hamdani, M. S.; T., W.; Rheingold, A. L. “Synthesis and Structural Characterization of Trivalent Amino Acid Derived Chiral Phosphorus Compounds,” J. Org. Chem. 2004, 69, 2153-2163.

Hersh, W. H.; Xu, P.; Simpson, C. K.; Wood, T.; Rheingold, A. L. “A Chiral N-Sulfonylphosphoramide: Synthesis and X-Ray Crystal Structure of a 1,3,2-oxazaphospholidin-5-one, a Trivalent Electron-Withdrawing Amino Acid-Derived Phosphorus Compound, and Synthesis of Its W(CO)5 Adduct.,” Inorg. Chem. 1998, 37, 384-385.

Hersh, W. H.; Lam, S. T.; Moskovic, D. J.; Panagiotakis, A. J. “A Non-Karplus Effect: Evidence from Phosphorus Heterocycles and DFT Calculations of the Dependence of Vicinal Phosphorus-Hydrogen NMR Coupling Constants on Lone-Pair Conformation,” J. Org. Chem. 2012, 77, 4968-4979.

Hersh, W. H. “False AA'X Spin-Spin Coupling Systems in 13C NMR: Examples Involving Phosphorus and a 20-Year-Old Mystery in Off-Resonance Decoupling,” J. Chem. Educ. 1997, 74, 1485-1489.

Honeychuck, R. V.; Hersh, W. H. “Observation of Anion Spinning in the Dynamic 31P NMR Spectra of Fluorine-Bridged SbF6¯, BF4¯, and PF6¯ Adducts of R3P(CO)3(NO)W+. Implications for Barriers to Ionization and the Formation of Ion Pairs and Free Ions in Methylene Chloride and Hexane Solution,” J. Am. Chem. Soc. 1989, 111, 6056-6070.

Honeychuck, R. V.; Hersh, W. H. “Observation of a Novel 31P NMR Cis-Influence Series: Implications for the Relative Basicity of PPh3 and PMe3 in Tungsten Carbonyl Complexes,” Inorg. Chem. 1987, 26, 1826-1828.

Magee, M. P.; Li, H. Q.; Morgan, O.; Hersh, W. H. “Synthesis of Electron-withdrawing Butane- and Arenesulfonylamino Phosphines and use in Rhodium-catalyzed Hydroformylation,” Dalton Transactions 2003, 387-394.

Magee, M. P.; Luo, W.; Hersh, W. H. “Electron-Withdrawing Phosphine Compounds in Hydroformylation Reactions. 1. Syntheses and Reactions Using Mono- and Bis(p-toluenesulfonylamino) Phosphines,” Organometallics 2002, 21, 362-372.

Hersh, W. H.; Xu, P.; Simpson, C. K.; Wood, T.; Rheingold, A. L. “A Chiral N-Sulfonylphosphoramide: Synthesis and X-Ray Crystal Structure of a 1,3,2-oxazaphospholidin-5-one, a Trivalent Electron-Withdrawing Amino Acid-Derived Phosphorus Compound, and Synthesis of Its W(CO)5 Adduct.,” Inorg. Chem. 1998, 37, 384-385.

Hersh, W. H.; Xu, P.; Wang, B.; Yom, J. W.; Simpson, C. K. “Synthesis of Tungsten Carbonyl and Nitrosyl Complexes of Monodentate and Chelating Aryl N-Sulfonylphosphoramides, the First Members of a New Class of Electron-Withdrawing Phosphine Ligand. Comparative IR and 13C and 31P NMR Study of Related Phosphorus Complexes,” Inorg. Chem. 1996, 35, 5453-5459.

Hersh, W. H. “Synthesis and Characterization by 1H, 13C, and 19F NMR of (CH3CN)n(CO)4-n(NO)W(μ-F)BF3 and [(CH3CN)n+1(CO)4-n(NO)W][BF4] (n=0-2), Tungsten Mononitrosyl Carbonyl Cations with Labile Acetonitrile and [(μ-F)BF3]¯ Ligands,” Inorg. Chem. 1990, 29, 713-722.

Honeychuck, R. V.; Hersh, W. H. “Observation of Anion Spinning in the Dynamic 31P NMR Spectra of Fluorine-Bridged SbF6¯, BF4¯, and PF6¯ Adducts of R3P(CO)3(NO)W+. Implications for Barriers to Ionization and the Formation of Ion Pairs and Free Ions in Methylene Chloride and Hexane Solution,” J. Am. Chem. Soc. 1989, 111, 6056-6070.

Honeychuck, R. V.; Hersh, W. H. "Coordination of "Noncoordinating" Anions: Synthesis, Characterization, and X-ray Crystal Structures of Fluorine-Bridged [SbF6]¯, [BF4]¯, and [PF6]¯ Adducts of [R3P(CO)3(NO)W]+. An Unconventional Order of Anion Donor Strength," Inorg. Chem. 1989, 28, 2869-2886.

Bonnesen, P. V.; Puckett, C. L.; Honeychuck, R. V.; Hersh, W. H. “Catalysis of Diels-Alder Reactions by Low Oxidation State Transition Metal Lewis Acids: Fact and Fiction,” J. Am. Chem. Soc. 1989, 111, 6070-6081.