Charles P Casey

Summary

Affiliation: University of Wisconsin
Country: USA

Publications

  1. ncbi request reprint Structural isomers of aryl-substituted eta(3)-propargyl complexes: eta(2)-1-Metalla(methylene)cyclopropene and eta(3)-benzyl complexes
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
    J Am Chem Soc 124:13215-21. 2002
  2. ncbi request reprint Structural dependence of thermodynamics of alkene binding to yttrium alkyl complexes and of kinetics of alkyl migration to coordinated alkenes
    Charles P Casey
    University of Wisconsin Madison, 1101 University Avenue, Madison, WI 53706, USA
    J Am Chem Soc 125:2641-51. 2003
  3. ncbi request reprint Stereochemistry of cyclopropane formation involving group IV organometallic complexes
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA
    J Am Chem Soc 126:1699-704. 2004
  4. ncbi request reprint Furan forming reactions of cis-2-alken-4-yn-1-ones
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Org Chem 70:2576-81. 2005
  5. pmc Trapping evidence for the thermal cyclization of di-(o-acetylphenyl)acetylene to 3,3'-dimethyl-1,1'-biisobenzofuran
    Charles P Casey
    University of Wisconsin Madison, Madison, WI 53706, USA
    Beilstein J Org Chem 1:18. 2005
  6. pmc Cyclopentadienone iron alcohol complexes: synthesis, reactivity, and implications for the mechanism of iron-catalyzed hydrogenation of aldehydes
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
    J Am Chem Soc 131:2499-507. 2009
  7. doi request reprint Spectroscopic determination of hydrogenation rates and intermediates during carbonyl hydrogenation catalyzed by Shvo's hydroxycyclopentadienyl diruthenium hydride agrees with kinetic modeling based on independently measured rates of elementary reactions
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Am Chem Soc 130:2285-95. 2008
  8. ncbi request reprint Intramolecular trapping of an intermediate in the reduction of imines by a hydroxycyclopentadienyl ruthenium hydride: support for a concerted outer sphere mechanism
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Am Chem Soc 129:11821-7. 2007
  9. ncbi request reprint An efficient and chemoselective iron catalyst for the hydrogenation of ketones
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
    J Am Chem Soc 129:5816-7. 2007
  10. ncbi request reprint Stereochemistry of imine reduction by a hydroxycyclopentadienyl ruthenium hydride
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA
    J Am Chem Soc 128:2286-93. 2006

Detail Information

Publications16

  1. ncbi request reprint Structural isomers of aryl-substituted eta(3)-propargyl complexes: eta(2)-1-Metalla(methylene)cyclopropene and eta(3)-benzyl complexes
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
    J Am Chem Soc 124:13215-21. 2002
    ..While 5 and 6 are in rapid equilibrium, there is no equilibration of the eta(3)-benzyl isomer 23 with 5 and 6...
  2. ncbi request reprint Structural dependence of thermodynamics of alkene binding to yttrium alkyl complexes and of kinetics of alkyl migration to coordinated alkenes
    Charles P Casey
    University of Wisconsin Madison, 1101 University Avenue, Madison, WI 53706, USA
    J Am Chem Soc 125:2641-51. 2003
    ..Processes related to chain transfer and site epimerization at the metal center are also reported...
  3. ncbi request reprint Stereochemistry of cyclopropane formation involving group IV organometallic complexes
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA
    J Am Chem Soc 126:1699-704. 2004
    ..This stereochemistry requires inversion of configuration at the carbon bound to titanium and is consistent with a W-shaped transition structure for ring closure...
  4. ncbi request reprint Furan forming reactions of cis-2-alken-4-yn-1-ones
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Org Chem 70:2576-81. 2005
    ..Trimerization of cis-1 to trans,trans-1,2,3-tri(2-(5-phenylfuryl)cyclopropane (4) occurred as a byproduct of treatment with weak acid. These reactions demonstrate the 2-furylcarbenoid reactivity of cis-2-alken-4-yn-1-ones...
  5. pmc Trapping evidence for the thermal cyclization of di-(o-acetylphenyl)acetylene to 3,3'-dimethyl-1,1'-biisobenzofuran
    Charles P Casey
    University of Wisconsin Madison, Madison, WI 53706, USA
    Beilstein J Org Chem 1:18. 2005
    ..The isolation of trapping products meso-3 and rac-3, which contain complex polycyclic frameworks, provide strong evidence for the transient production of A, the first biisobenzofuran. An X-ray crystal structure of meso-3 was obtained...
  6. pmc Cyclopentadienone iron alcohol complexes: synthesis, reactivity, and implications for the mechanism of iron-catalyzed hydrogenation of aldehydes
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
    J Am Chem Soc 131:2499-507. 2009
    ..The kinetics and mechanism of the hydrogenation of benzaldehyde catalyzed by 3 are presented...
  7. doi request reprint Spectroscopic determination of hydrogenation rates and intermediates during carbonyl hydrogenation catalyzed by Shvo's hydroxycyclopentadienyl diruthenium hydride agrees with kinetic modeling based on independently measured rates of elementary reactions
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Am Chem Soc 130:2285-95. 2008
    ..This kinetic model simulates the rate of carbonyl compound hydrogenation and of the amounts of ruthenium species 1 and 2 present during hydrogenations...
  8. ncbi request reprint Intramolecular trapping of an intermediate in the reduction of imines by a hydroxycyclopentadienyl ruthenium hydride: support for a concerted outer sphere mechanism
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Am Chem Soc 129:11821-7. 2007
    ..An opposing mechanism, requiring coordination of the imine nitrogen to ruthenium prior to hydrogen transfer, cannot readily explain the observation of the trapping product 16-Ru(15)N,N...
  9. ncbi request reprint An efficient and chemoselective iron catalyst for the hydrogenation of ketones
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
    J Am Chem Soc 129:5816-7. 2007
  10. ncbi request reprint Stereochemistry of imine reduction by a hydroxycyclopentadienyl ruthenium hydride
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA
    J Am Chem Soc 128:2286-93. 2006
    ..In contrast, hydrogen transfer to N-alkyl imines is stereorandom. It is proposed that stereochemistry is lost in part due to the reversibility of the hydrogen transfer being faster than amine coordination...
  11. ncbi request reprint Reduction of imines by hydroxycyclopentadienyl ruthenium hydride: intramolecular trapping evidence for hydride and proton transfer outside the coordination sphere of the metal
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
    J Am Chem Soc 127:14062-71. 2005
    ..Amine diffusion from the solvent cage must be much slower than coordination to the metal center. Mechanisms requiring prior coordination of the substrate to ruthenium would have led only to 8 and can be eliminated...
  12. ncbi request reprint Hydrogen elimination from a hydroxycyclopentadienyl ruthenium(II) hydride: study of hydrogen activation in a ligand-metal bifunctional hydrogenation catalyst
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Am Chem Soc 127:3100-9. 2005
    ..In the presence of EtOH, the rate-limiting step shifts to the loss of hydrogen from B...
  13. ncbi request reprint Reversal of enantioselectivity in the hydroformylation of styrene with [2S,4S-BDPP]Pt(SnCl3)Cl at high temperature arises from a change in the enantioselective-determining step
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Am Chem Soc 126:5585-92. 2004
    ..The results are consistent with enantioselectivity not being fully determined until the final hydrogenolysis of a platinum acyl intermediate...
  14. ncbi request reprint Kinetic isotope effect evidence for a concerted hydrogen transfer mechanism in transfer hydrogenations catalyzed by [p-(Me2CH)C6H4Me]Ru- (NHCHPhCHPhNSO2C6H4-p-CH3)
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    J Org Chem 68:1998-2001. 2003
    ..These isotope effects provide convincing evidence for a mechanism involving concurrent transfer of hydrogen from oxygen to nitrogen and from carbon to ruthenium...
  15. doi request reprint Chain mechanism for exchange of D2 with a ruthenium hydride
    Charles P Casey
    Department of Chemistry, University of Wisconsin Madison, 1101 University Avenue, Madison, WI, USA
    Chem Commun (Camb) 46:7915-7. 2010
    ..A chain mechanism is proposed to explain the much more rapid exchange of RuH/D(2) than RuCO exchange with (13)CO...
  16. ncbi request reprint Isomerization and deuterium scrambling evidence for a change in the rate-limiting step during imine hydrogenation by Shvo's hydroxycyclopentadienyl ruthenium hydride
    Charles P Casey
    Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA
    J Am Chem Soc 127:1883-94. 2005
    ..89 +/- 0.06, k(RuH)/k(RuD) = 0.64 +/- 0.05, and k(RuHOH)/k(RuDOD) = 0.56 +/- 0.05). These results are consistent with a mechanism involving reversible hydrogen transfer followed by rate-limiting amine coordination...