5. C-H Bond Functionalization
Tan, Y.; Hartwig, J. F. “Assessment of the Intermediacy of Arylpalladium Carboxylate Complexes in the Direct Arylation of Benzene: Evidence for C-H Bond Cleavage by ‘Ligandless’ Species” J. Am. Chem. Soc. 2011, 133, 3308-3311.
Liao, X.; Stanley, L.M.; Hartwig, J.F. “Enantioselective Total Syntheses of (−)-Taiwaniaquinone H and (−)-Taiwaniaquinol B by Iridium-Catalyzed Borylation and Palladium-Catalyzed Asymmetric α-Arylation” J. Am. Chem. Soc. 2011 ASAP. [doi]
Simmons, E.M.; Hartwig, J.F. “Iridium-Catalyzed Arene ortho-Silylation by Formal Hydroxyl-Directed C-H Activation” J. Am. Chem. Soc. 2010 132, 17092-17095. [doi]
Liskey, C.W.; Xuebin Liao, X.; Hartwig, J.F. "Cyanation of Arenes via Iridium-Catalyzed Borylation" J. Am. Chem. Soc. 2010 132, 11389-11391. [doi]
Tan, Y.; Hartwig, J.F. “Palladium-Catalyzed Amination of Aromatic C–H Bonds with Oxime Esters” J. Am. Chem. Soc. 2010, 3676–3677. [doi]
Robbins, D.W.; Boebel, T. A.; Hartwig, J.F. “Iridium-Catalyzed, Silyl-Directed Borylation of Nitrogen-Containing Heterocycles” J. Am. Chem. Soc. 2010, 4068–4069. [doi]
Sawyer, K. R., Cahoon, J. F., Shanoski, J. E., Glascoe, E. A., Kling, M. F., Schlegel J. P., Zoerb, M. C., Hapke, M., Hartwig, J. F., Webster, C. E., Harris, C .B. “Time-resolved IR Studies on the Mechanism for the Functionalization of Primary C−H Bonds by Photoactivated Cp*W(CO)3(Bpin)” J. Am. Chem. Soc. 2010, 132, 1848-1859. [doi].
Wei, C. S.; Jiménez-Hoyos, C. A.; Videa, M. F.; Hartwig, J. F.; Hall, M. B. “Origins of the Selectivity for Borylation of Primary over Secondary C–H Bonds Catalyzed by Cp*-Rhodium Complexes” J. Am. Chem. Soc. 2010, 132, 3078-3091. [doi].
Mkhalid, I. A. I.; Barnard, J. H.; Marder, T .B.; Murphy, J. M.; Hartwig, J .F. “C-H Activation for the Construction of C-B Bonds” Chem. Rev. 2010,110, 890-931 [doi].
Liskey, C. W., Wei C. S., Pahls, D .R., Hartwig J .F. “Pronounced Effects of Substituents on the Iridium-Catalyzed Borylation of Aryl C–H Bonds” Chem. Commun. 2009, 37, 5603-5605. [doi]
Zhou, J.; Hartwig, J.F. Iridium-Catalyzed H/D Exchange at Vinyl Groups without Olefin Isomerization Angew. Chem. Int. Ed. 2008, 47, 5783-5787. [doi]
Boebel, T.A.; Hartwig, J.F. Conversion of 1,3-Disubstituted Arenes to Chiral a, a-Diaryl Methylammonium Chlorides Using Arene Borylation Tetrahedron 2008, 64, 6824-6830. [doi]
Boebel, T.A.; Hartwig, J.F. Iridium-Catalyzed Preparation of Silylboranes by Silane Borylation and Their Use in the Catalytic Borylation of Arenes Organometallics 2008, 27, 6013-6019. [doi]
Herzon, S.B.; Hartwig, J.F. Hydroaminoalkylation of Unactivated Olefins with Dialkylamines J. Am. Chem. Soc. 2008, 130, 14940–14941. [doi]
Boebel, T. A., and J. F. Hartwig, Silyl-Directed, Iridium-Catalyzed ortho-Borylation of Arenes. A One-Pot ortho-Borylation of Phenols, Arylamines, and Alkylarenes. J. Am. Chem. Soc. 2008 130(24) p. 7534-7535. [doi]
Ueno, S., and J. F. Hartwig, Direct, Iridium-Catalyzed Asymmetric Allylic Etherification with Aliphatic Alcohols. Angew. Chem. Int. Ed. 2008 47(10) p. 1928-1931. [doi]
Murphy, J.M., Liao, X., and J. F. Hartwig, Meta Halogenation of 1,3-Disubstituted Arenes via Iridium-Catalyzed Arene Borylation. J. Am. Chem. Soc. 2007 129(50) p. 15434-15435. [doi]
Herzon, S. B., and J. F. Hartwig, Direct, Catalytic Hydroaminoalkylation of Unactivated Olefins with N-Alkyl Arylamines. J. Amer. Chem. Soc., 2007. 129(21): p. 6690-6691.
[doi]Murphy, J. M., Lawrence, J. D., Kawamura, K., Incarvito, C., and J. F. Hartwig, Ruthenium-Catalyzed Regiospecific Borylation of Methyl C-H Bonds. J. Am. Chem. Soc., 2006. vol(iss): p. 13684-13685.
[doi]Boller, T. M., Murphy, J. M., Hapke, M., Ishiyama, T., Miyaura, N., and J. F. Hartwig, Mechanism of the Mild Functionalization of Arenes by Diboron Reagents Catalyzed by Iridium Complexes. Intermediacy and Chemistry of Bipyridine-Ligated Iridium Trisboryl Complexes. J. Am. Chem. Soc., 2005. 127(41): p. 14263-14278.
[doi]Tsukada, N. and J. F. Hartwig, Intermolecular and Intramolecular, Platinum-Catalyzed, Acceptorless Dehydrogenative Coupling of Hydrosilanes with Aryl and Aliphatic Methyl C-H Bonds. J. Am. Chem. Soc., 2005. 127(14): p. 5022-5023.
[doi]Tsukada, N. and J. F. Hartwig, Intermolecular and Intramolecular, Platinum-Catalyzed, Acceptorless Dehydrogenative Coupling of Hydrosilanes with Aryl and Aliphatic Methyl C-H Bonds. J. Am. Chem. Soc., 2005. 127(14): p. 5022-5023.
[doi]Hartwig, J. F., Cook, K. S., Hapke, M., Incarvito, C. D., Fan, Y., Webster, C. E., and M. B. Hall, Rhodium Boryl Complexes in the Catalytic, Terminal Functionalization of Alkanes. J. Am. Chem. Soc., 2005. 127(8): p. 2538-2552.
[doi]Cook, K. S., Incarvito, C. D., Webster, C. E., Fan, Y., Hall, M. B. and J. F. Hartwig, Rhodium Silyl Boryl Hydride Complexes: Comparison of Bonding and the Rates of Elimination of Borane, Silane, and Dihydrogen. Angewandte Chemie International Edition, 2004. 43(41): p. 5474-5477.
[abstract]Lawrence, J. D., Takahashi, M., Bae, C. and J. F. Hartwig, Regiospecific Functionalization of Methyl C-H Bonds of Alkyl Groups in Reagents with Heteroatom Functionality. J. Am. Chem. Soc., 2004. 126(47): p. 15334-15335.
[doi]Ishiyama, T., Takagi, J., Yonekawa, Y., Hartwig, J. F., and N. Miyaura, Iridium-Catalyzed Direct Borylation of Five-Membered Heteroarenes by Bis(pinacolato)diboron: Regioselective, Stoichiometric, and Room Temperature Reactions. Advanced Synthesis and Catalysis, 2003. 345(9-10): p. 1103-1106.
[link]Ishiyama, T., Nobuta, Y., Hartwig, J. F., and N. Miyaura, Room Temperature Borylation of Arenes and Heteroarenes Using Stoichiometric Amounts of Pinacolborane Catalyzed by Iridium Complexes in an Inert Solvent. Chemical Communications, 2003. 23: p. 2924-2925.
[link]Webster, C. E., Fan, Y., Hall, M. B., Kunz, D., and J. F. Hartwig, Experimental and Computational Evidence for a Boron-Assisted, Sigma-Bond Metathesis Pathway for Alkane Borylation. Journal of the American Chemical Society, 2003. 125(4): p. 858-859.
[doi]Ishiyama, T., Takagi, J., Hartwig, J. F., and N. Miyaura, A stoichiometric aromatic C-H borylation catalyzed by iridium(I)/2,2 '-bipyridine complexes at room temperature. Angewandte Chemie-International Edition, 2002. 41(16): p. 3056-3058.
[abstract][pdf]Ishiyama, T., Takagi, J., Ishida, K., Miyaura, N., Anasrasi, N. R., and J. F. Hartwig, Mild iridium-catalyzed borylation of arenes. High turnover numbers, room temperature reactions, and isolation of a potential intermediate. Journal of the American Chemical Society, 2002. 124(3): p. 390-391.
[doi]Kondo, Y., Garcia-Cuadrado, D., Hartwig, J. F., Boaen, N. K., Wagner, N. L. and A. M. Hillmyer, Rhodium-catalyzed, regiospecific functionalization of polyolefins in the melt. Journal of the American Chemical Society, 2002. 124(7): p. 1164-1165.
[doi]Takagi, J., Sato, K., Hartwig, J. F., Ishiyama, T., and N. Miyaura, Iridium-catalyzed C-H coupling reaction of heteroaromatic compounds with bis(pinacolato)diboron: regioselective synthesis of heteroarylboronates. Tetrahedron Letters, 2002. 43(32): p. 5649-5651.
[abstract][pdf]Kawamura, K. and J. F. Hartwig, Isolated Ir(V) boryl complexes and their reactions with hydrocarbons. Journal of the American Chemical Society, 2001. 123(34): p. 8422-8423.
[doi]Chen, H. Y., Schlecht, S., Semple, T. C., and J. F. Hartwig, Thermal, catalytic, regiospecific functionalization of alkanes. Science, 2000. 287(5460): p. 1995-1997.
[abstract][pdf]Waltz, K. M. and J. F. Hartwig, Functionalization of alkanes by isolated transition metal boryl complexes. Journal of the American Chemical Society, 2000. 122(46): p. 11358-11369.
[doi]Chen, H. Y. and J. F. Hartwig, Catalytic, regiospecific end-functionalization of alkanes: Rhenium-catalyzed borylation under photochemical conditions. Angewandte Chemie-International Edition, 1999. 38(22): p. 3391-3393.
[abstract][pdf]Waltz, K. M., Muhoro, C. N., and J. F. Hartwig, C-H activation and functionalization of unsaturated hydrocarbons by transition-metal boryl complexes. Organometallics, 1999. 18(17): p. 3383-3393.
[doi]Waltz, K. M. and J. F. Hartwig, Selective functionalization of alkanes by transition-metal boryl complexes. Science, 1997. 277(5323): p. 211-213.
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