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Volume 67, Issue 3
  • ISSN: 2056-5135
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Abstract

Carbon-hydrogen bond activations and their subsequent functionalisation have long been an important target in chemistry because C–H bonds are ubiquitous throughout nature, making C–H derivatisation reactions highly desirable. The selective and efficient functionalisation of this bond into many more useful carbon-element bonds (for example, C–B, C–Si, C–O and C–S bonds) would have many uses in pharmaceutical and bulk chemical synthesis. Activation of the C–H bond is, however, challenging due to the high strength and low bond-polarity of this bond rendering its cleavage unfavourable. With the correct choice of reagents and systems, especially those utilising directing groups, kinetically and thermodynamically favourable catalytic processes have been developed. However, a key remaining challenge is the development of undirected, intermolecular reactions using catalysts that are both selective and active enough to make useful processes. In this review, the progress towards optimising Group 9 C–H activation catalysts is discussed, particularly focusing on undirected reactions that are kinetically more difficult, starting with a brief history of C–H activation, identifying the importance of auxiliary ligands including the nature of anionic ligand (for example, cyclopentadienyl, indenyl, fluorenyl and trispyrazolylborate) and neutral ligands (such as phosphines, carbonyl, alkenes and -heterocyclic carbenes (NHCs)) that contribute towards the stability and reactivity of these metal complexes. The tethering of the anionic ligand to strong σ-donating ligands is also briefly discussed. The focus of this review is primarily on the Group 9 metals rhodium and iridium, however, C–H activation using Group 8 and 10 metals are compared where useful. The most recent advances in this field include the development of C–H borylation of many small hydrocarbon substrates such as arenes, heterocycles and -alkanes as well as the more challenging substrate methane.

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2024-11-23
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References

  1. T. Gensch, M. J. James, T. Dalton, F. Glorius, Angew. Chem. Int. Ed., 2018, 57, (9), 2296 LINK https://doi.org/10.1002/anie.201710377 [Google Scholar]
  2. J. F. Hartwig, J. Am. Chem. Soc., 2016, 138, (1), 2 LINK https://doi.org/10.1021/jacs.5b08707 [Google Scholar]
  3. F. S. Zeman, D. W. Keith, Philos. Trans. A Math. Phys. Eng. Sci., 2008, 366, (1882), 3901 LINK https://doi.org/10.1098/rsta.2008.0143 [Google Scholar]
  4. S. J. Davis, N. S. Lewis, M. Shaner, S. Aggarwal, D. Arent, I. L. Azevedo, S. M. Benson, T. Bradley, J. Brouwer, Y.-M. Chiang, C. T. M. Clack, A. Cohen, S. Doig, J. Edmonds, P. Fennell, C. B. Field, B. Hannegan, B.-M. Hodge, M. I. Hoffert, E. Ingersoll, P. Jaramillo, K. S. Lackner, K. J. Mach, M. Mastrandrea, J. Ogden, P. F. Peterson, D. L. Sanchez, D. Sperling, J. Stagner, J. E. Trancik, C.-J. Yang, K. Caldeira, Science, 2018, 360, (6396), eaas9793 LINK https://doi.org/10.1126/science.aas9793 [Google Scholar]
  5. J. F. Hartwig, M. A. Larsen, ACS Cent. Sci., 2016, 2, (5), 281 LINK https://doi.org/10.1021/acscentsci.6b00032 [Google Scholar]
  6. V. Snieckus, Chem. Rev., 1990, 90, (6), 879 LINK https://doi.org/10.1021/cr00104a001 [Google Scholar]
  7. R. E. Mulvey, F. Mongin, M. Uchiyama, Y. Kondo, Angew. Chem. Int. Ed., 2007, 46, (21), 3802 LINK https://doi.org/10.1002/anie.200604369 [Google Scholar]
  8. R. N. Perutz, S. Sabo-Etienne, Angew. Chem. Int. Ed., 2007, 46, (15), 2578 LINK https://doi.org/10.1002/anie.200603224 [Google Scholar]
  9. R. N. Perutz, S. Sabo-Etienne, A. S. Weller, Angew. Chem. Int. Ed., 2022, 61, (5), e202111462 LINK https://doi.org/10.1002/anie.202111462 [Google Scholar]
  10. T. Dalton, T. Faber, F. Glorius, ACS Cent. Sci., 2021, 7, (2), 245 LINK https://doi.org/10.1021/acscentsci.0c01413 [Google Scholar]
  11. T. Rogge, N. Kaplaneris, N. Chatani, J. Kim, S. Chang, B. Punji, L. L. Schafer, D. G. Musaev, J. Wencel-Delord, C. A. Roberts, R. Sarpong, Z. E. Wilson, M. A. Brimble, M. J. Johansson, L. Ackermann, Nat. Rev. Methods Prim., 2021, 1, 43 LINK https://doi.org/10.1038/s43586-021-00041-2 [Google Scholar]
  12. O. Baudoin, Angew. Chem. Int. Ed., 2020, 59, (41), 17798 LINK https://doi.org/10.1002/anie.202001224 [Google Scholar]
  13. L. Guillemard, J. Wencel-Delord, Beilstein J. Org. Chem., 2020, 16, 1754 LINK https://doi.org/10.3762/bjoc.16.147 [Google Scholar]
  14. M. S. Kharasch, H. S. Isbell, J. Am. Chem. Soc., 1931, 53, (8), 3053 LINK https://doi.org/10.1021/ja01359a030 [Google Scholar]
  15. S. Trofimenko, Inorg. Chem., 1973, 12, (6), 1215 LINK https://doi.org/10.1021/ic50124a001 [Google Scholar]
  16. R. H. Crabtree, J. Organomet. Chem., 2015, 793, 41 LINK https://doi.org/10.1016/j.jorganchem.2015.02.031 [Google Scholar]
  17. R. H. Crabtree, J. Chem. Soc. Dalton Trans., 2001, (17), 2437 LINK https://doi.org/10.1039/b103147n [Google Scholar]
  18. M. Albrecht, Chem. Rev., 2010, 110, (2), 576 LINK https://doi.org/10.1021/cr900279a [Google Scholar]
  19. J. Chatt, J. M. Davidson, J. Chem. Soc., 1965, 843 LINK https://doi.org/10.1039/jr9650000843 [Google Scholar]
  20. R. H. Crabtree, “The Organometallic Chemistry of the Transition Metals”, 5th Edn., John Wiley & Sons Inc, Hoboken, USA, 2009 [Google Scholar]
  21. P. W. N. M. van Leeuwen, “Homogeneous Catalysis: Understanding the Art”, Kluwer Academic Publishers, Dondrecht, The Netherlands, 2004 LINK https://doi.org/10.1007/1-4020-2000-7 [Google Scholar]
  22. J. A. Labinger, Chem. Rev., 2016, 117, (13), 8483 LINK https://doi.org/10.1021/acs.chemrev.6b00583 [Google Scholar]
  23. B. G. Hashiguchi, S. M. Bischof, M. M. Konnick, R. A. Periana, Acc. Chem. Res., 2012, 45, (6), 885 LINK https://doi.org/10.1021/ar200250r [Google Scholar]
  24. A. E. Shilov, G. B. Shul’pin, Chem. Rev., 1997, 97, (8), 2879 LINK https://doi.org/10.1021/cr9411886 [Google Scholar]
  25. J. A. Labinger, J. E. Bercaw, J. Organomet. Chem., 2015, 793, 47 LINK https://doi.org/10.1016/j.jorganchem.2015.01.027 [Google Scholar]
  26. T. Zimmermann, M. Soorholtz, M. Bilke, F. Schüth, J. Am. Chem. Soc., 2016, 138, (38), 12395 LINK https://doi.org/10.1021/jacs.6b05167 [Google Scholar]
  27. J. He, M. Wasa, K. S. L. Chan, Q. Shao, J.-Q. Yu, Chem. Rev., 2016, 117, (13), 8754 LINK https://doi.org/10.1021/acs.chemrev.6b00622 [Google Scholar]
  28. Y.-F. Zhang, H.-W. Zhao, H. Wang, J.-B. Wei, Z.-J. Shi, Angew. Chem. Int. Ed., 2015, 54, (46), 13686 LINK https://doi.org/10.1002/anie.201505932 [Google Scholar]
  29. N. Kuhl, M. N. Hopkinson, J. Wencel-Delord, F. Glorius, Angew. Chem. Int. Ed., 2012, 51, (41), 10236 LINK https://doi.org/10.1002/anie.201203269 [Google Scholar]
  30. P. B. Arockiam, C. Bruneau, P. H. Dixneuf, Chem. Rev., 2012, 112, (11), 5879 LINK https://doi.org/10.1021/cr300153j [Google Scholar]
  31. J. A. Leitch, C. G. Frost, Chem. Soc. Rev., 2017, 46, (23), 7145 LINK https://doi.org/10.1039/c7cs00496f [Google Scholar]
  32. S. Warratz, D. J. Burns, C. Zhu, K. Korvorapun, T. Rogge, J. Scholz, C. Jooss, D. Gelman, L. Ackermann, Angew. Chem. Int. Ed., 2017, 56, (6), 1557 LINK https://doi.org/10.1002/anie.201609014 [Google Scholar]
  33. J. Thongpaen, R. Manguin, T. Kittikool, A. Camy, T. Roisnel, V. Dorcet, S. Yotphan, Y. Canac, M. Mauduit, O. Baslé, Chem. Commun., 2022, 58, (86), 12082 LINK https://doi.org/10.1039/d2cc03909e [Google Scholar]
  34. T. Piou, F. Romanov-Michailidis, M. Romanova-Michaelides, K. E. Jackson, N. Semakul, T. D. Taggart, B. S. Newell, C. D. Rithner, R. S. Paton, T. Rovis, J. Am. Chem. Soc., 2020, 142, (16), 7709 LINK https://doi.org/10.1021/jacs.0c00951 [Google Scholar]
  35. D. A. Colby, A. S. Tsai, R. G. Bergman, J. A. Ellman, Acc. Chem. Res., 2012, 45, (6), 814 LINK https://doi.org/10.1021/ar200190g [Google Scholar]
  36. D. A. Colby, R. G. Bergman, J. A. Ellman, Chem. Rev., 2010, 110, (2), 624 LINK https://doi.org/10.1021/cr900005n [Google Scholar]
  37. A. P. Walsh, W. D. Jones, Organometallics, 2015, 34, (13), 3400 LINK https://doi.org/10.1021/acs.organomet.5b00369 [Google Scholar]
  38. J. C. Lewis, R. G. Bergman, J. A. Ellman, Acc. Chem. Res., 2008, 41, (8), 1013 LINK https://doi.org/10.1021/ar800042p [Google Scholar]
  39. K. D. Hesp, R. G. Bergman, J. A. Ellman, Org. Lett., 2012, 14, (9), 2304 LINK https://doi.org/10.1021/ol300723x [Google Scholar]
  40. R. H. Crabtree, J. M. Mihelcic, J. M. Quirk, J. Am. Chem. Soc., 1979, 101, (26), 7738 LINK https://doi.org/10.1021/ja00520a030 [Google Scholar]
  41. R. H. Crabtree, M. F. Mellea, J. M. Mihelcic, J. M. Quirk, J. Am. Chem. Soc., 1982, 104, (1), 107 LINK https://doi.org/10.1021/ja00365a021 [Google Scholar]
  42. D. Baudry, M. Ephritikhine, H. Felkin, J. Chem. Soc., Chem. Commun., 1980, (24), 1243 LINK https://doi.org/10.1039/c39800001243 [Google Scholar]
  43. H. Felkin, T. Fillebeen-khan, R. Holmes-Smith, L. Yingrui, Tetrahedron Lett., 1985, 26, (16), 1999 LINK https://doi.org/10.1016/s0040-4039(00)98363-1 [Google Scholar]
  44. A. S. Goldman, K. I. Goldberg, ‘Organometallic C–H Bond Activation: An Introduction’, in “Activation and Functionalization of C–H Bonds”, eds. K. I. Goldberg, A. S. Goldman, 885, American Chemical Society, Washington, DC, USA, 2004, pp. 1–43 LINK https://doi.org/10.1021/bk-2004-0885.ch001 [Google Scholar]
  45. M. J. Burk, R. H. Crabtree, J. Am. Chem. Soc., 1987, 109, (26), 8025 LINK https://doi.org/10.1021/ja00260a013 [Google Scholar]
  46. K. Nomura, Y. Saito, J. Chem. Soc., Chem. Commun., 1988, (3), 161 LINK https://doi.org/10.1039/c39880000161 [Google Scholar]
  47. J. A. Maguire, A. S. Goldman, J. Am. Chem. Soc., 1991, 113, (17), 6706 LINK https://doi.org/10.1021/ja00017a071 [Google Scholar]
  48. K. I. Goldberg, A. S. Goldman, Acc. Chem. Res., 2017, 50, (3), 620 LINK https://doi.org/10.1021/acs.accounts.6b00621 [Google Scholar]
  49. F. Liu, E. B. Pak, B. Singh, C. M. Jensen, A. S. Goldman, J. Am. Chem. Soc., 1999, 121, (16), 4086 LINK https://doi.org/10.1021/ja983460p [Google Scholar]
  50. A. Kumar, T. M. Bhatti, A. S. Goldman, Chem. Rev., 2017, 117, (19), 12357 LINK https://doi.org/10.1021/acs.chemrev.7b00247 [Google Scholar]
  51. A. S. Goldman, A. H. Roy, Z. Huang, R. Ahuja, W. Schinski, M. Brookhart, Science, 2006, 312, (5771), 257 LINK https://doi.org/10.1126/science.1123787 [Google Scholar]
  52. J. K. Hoyano, W. A. G. Graham, J. Am. Chem. Soc., 1982, 104, (13), 3723 LINK https://doi.org/10.1021/ja00377a032 [Google Scholar]
  53. A. H. Janowicz, R. G. Bergman, J. Am. Chem. Soc., 1982, 104, (1), 352 LINK https://doi.org/10.1021/ja00365a091 [Google Scholar]
  54. P. L. Watson, J. Chem. Soc., Chem. Commun., 1983, (6), 276 LINK https://doi.org/10.1039/c39830000276 [Google Scholar]
  55. W. D. Jones, F. J. Feher, J. Am. Chem. Soc., 1984, 106, (6), 1650 LINK https://doi.org/10.1021/ja00318a018 [Google Scholar]
  56. W. D. Jones, F. J. Feher, Acc. Chem. Res., 1989, 22, (3), 91 LINK https://doi.org/10.1021/ar00159a002 [Google Scholar]
  57. D. M. Haddleton, R. N. Perutz, J. Chem. Soc., Chem. Commun., 1986, (23), 1734 LINK https://doi.org/10.1039/c39860001734 [Google Scholar]
  58. D. M. Haddleton, R. N. Perutz, J. Chem. Soc., Chem. Commun., 1985, (20), 1372 LINK https://doi.org/10.1039/c39850001372 [Google Scholar]
  59. M. G. Partridge, A. McCamley, R. N. Perutz, J. Chem. Soc., Dalt. Trans., 1994, (24), 3519 LINK https://doi.org/10.1039/dt9940003519 [Google Scholar]
  60. J. M. Blacquiere, ACS Catal., 2021, 11, (9), 5416 LINK https://doi.org/10.1021/acscatal.1c00613 [Google Scholar]
  61. A. J. Hart-Davis, R. J. Mawby, J. Chem. Soc. A, 1969, 2403 LINK https://doi.org/10.1039/j19690002403 [Google Scholar]
  62. T. Foo, R. G. Bergman, Organometallics, 1992, 11, (5), 1801 LINK https://doi.org/10.1021/om00041a013 [Google Scholar]
  63. V. B. Kharitonov, D. V. Muratov, D. A. Loginov, Coord. Chem. Rev., 2019, 399, 213027 LINK https://doi.org/10.1016/j.ccr.2019.213027 [Google Scholar]
  64. N. Semakul, K. E. Jackson, R. S. Paton, T. Rovis, Chem. Sci., 2017, 8, (2), 1015 LINK https://doi.org/10.1039/c6sc02587k [Google Scholar]
  65. H. Butenschön, Chem. Rev., 2000, 100, (4), 1527 LINK https://doi.org/10.1021/cr940265u [Google Scholar]
  66. B. Royo, E. Peris, Eur. J. Inorg. Chem., 2012, (9), 1309 LINK https://doi.org/10.1002/ejic.201100990 [Google Scholar]
  67. F. Hanasaka, Y. Tanabe, K. Fujita, R. Yamaguchi, Organometallics, 2006, 25, (4), 826 LINK https://doi.org/10.1021/om050723x [Google Scholar]
  68. S. M. Mansell, Dalton Trans., 2017, 46, (44), 15157 LINK https://doi.org/10.1039/c7dt03395h [Google Scholar]
  69. S. R. Klei, T. D. Tilley, R. G. Bergman, Organometallics, 2002, 21, (23), 4905 LINK https://doi.org/10.1021/om020375o [Google Scholar]
  70. S. R. Klei, J. T. Golden, T. D. Tilley, R. G. Bergman, J. Am. Chem. Soc., 2002, 124, (10), 2092 LINK https://doi.org/10.1021/ja017219d [Google Scholar]
  71. L. Lefort, T. W. Crane, M. D. Farwell, D. M. Baruch, J. A. Kaeuper, R. J. Lachicotte, W. D. Jones, Organometallics, 1998, 17, (18), 3889 LINK https://doi.org/10.1021/om980263q [Google Scholar]
  72. A. Pontes da Costa, M. Viciano, M. Sanaú, S. Merino, J. Tejeda, E. Peris, B. Royo, Organometallics, 2008, 27, (6), 1305 LINK https://doi.org/10.1021/om701186u [Google Scholar]
  73. S. P. Downing, A. A. Danopoulos, Organometallics, 2006, 25, (6), 1337 LINK https://doi.org/10.1021/om051017z [Google Scholar]
  74. S. P. Downing, P. J. Pogorzelec, A. A. Danopoulos, D. J. Cole-Hamilton, Eur. J. Inorg. Chem., 2009, (13), 1816 LINK https://doi.org/10.1002/ejic.200801162 [Google Scholar]
  75. S. Trofimenko, Chem. Rev., 1993, 93, (3), 943 LINK https://doi.org/10.1021/cr00019a006 [Google Scholar]
  76. Y. Jiao, J. Morris, W. W. Brennessel, W. D. Jones, J. Am. Chem. Soc., 2013, 135, (43), 16198 LINK https://doi.org/10.1021/ja4080985 [Google Scholar]
  77. D. D. Wick, T. O. Northcutt, R. J. Lachicotte, W. D. Jones, Organometallics, 1998, 17, (20), 4484 LINK https://doi.org/10.1021/om971066e [Google Scholar]
  78. W. D. Jones, E. T. Hessell, J. Am. Chem. Soc., 1993, 115, (2), 554 LINK https://doi.org/10.1021/ja00055a027 [Google Scholar]
  79. S. E. Bromberg, H. Yang, M. C. Asplund, T. Lian, B. K. McNamara, K. T. Kotz, J. S. Yeston, M. Wilkens, H. Frei, R. G. Bergman, C. B. Harris, Science, 1997, 278, (5336), 260 LINK https://doi.org/10.1126/science.278.5336.260 [Google Scholar]
  80. M. C. Asplund, P. T. Snee, J. S. Yeston, M. J. Wilkens, C. K. Payne, H. Yang, K. T. Kotz, H. Frei, R. G. Bergman, C. B. Harris, J. Am. Chem. Soc., 2002, 124, (35), 10605 LINK https://doi.org/10.1021/ja020418s [Google Scholar]
  81. J. Guan, A. Wriglesworth, X. Z. Sun, E. N. Brothers, S. D. Zarić, M. E. Evans, W. D. Jones, M. Towrie, M. B. Hall, M. W. George, J. Am. Chem. Soc., 2018, 140, (5), 1842 LINK https://doi.org/10.1021/jacs.7b12152 [Google Scholar]
  82. I. A. I. Mkhalid, J. H. Barnard, T. B. Marder, J. M. Murphy, J. F. Hartwig, Chem. Rev., 2010, 110, (2), 890 LINK https://doi.org/10.1021/cr900206p [Google Scholar]
  83. E. C. Neeve, S. J. Geier, I. A. I. Mkhalid, S. A. Westcott, T. B. Marder, Chem. Rev., 2016, 116, (16), 9091 LINK https://doi.org/10.1021/acs.chemrev.6b00193 [Google Scholar]
  84. J. F. Hartwig, K. S. Cook, M. Hapke, C. D. Incarvito, Y. Fan, C. E. Webster, M. B. Hall, J. Am. Chem. Soc., 2005, 127, (8), 2538 LINK https://doi.org/10.1021/ja045090c [Google Scholar]
  85. J. Adams, M. Kauffman, Cancer Invest., 2004, 22, (2), 304 LINK https://doi.org/10.1081/cnv-120030218 [Google Scholar]
  86. J. F. Hartwig, Acc. Chem. Res., 2011, 45, (6), 864 LINK https://doi.org/10.1021/ar200206a [Google Scholar]
  87. K. M. Waltz, J. F. Hartwig, Science, 1997, 277, (5323), 211 LINK https://doi.org/10.1126/science.277.5323.211 [Google Scholar]
  88. K. M. Waltz, X. He, C. Muhoro, J. F. Hartwig, J. Am. Chem. Soc., 1995, 117, (45), 11357 LINK https://doi.org/10.1021/ja00150a041 [Google Scholar]
  89. C. N. Iverson, M. R. Smith, J. Am. Chem. Soc., 1999, 121, (33), 7696 LINK https://doi.org/10.1021/ja991258w [Google Scholar]
  90. J.-Y. Cho, C. N. Iverson, M. R. Smith, J. Am. Chem. Soc., 2000, 122, (51), 12868 LINK https://doi.org/10.1021/ja0013069 [Google Scholar]
  91. H. Chen, S. Schlecht, T. C. Semple, J. F. Hartwig, Science, 2000, 287, (5460), 1995 LINK https://doi.org/10.1126/science.287.5460.1995 [Google Scholar]
  92. T. Ishiyama, J. Takagi, K. Ishida, N. Miyaura, N. R. Anastasi, J. F. Hartwig, J. Am. Chem. Soc., 2002, 124, (3), 390 LINK https://doi.org/10.1021/ja0173019 [Google Scholar]
  93. L. Xu, G. Wang, S. Zhang, H. Wang, L. Wang, L. Liu, J. Jiao, P. Li, Tetrahedron, 2017, 73, (51), 7123 LINK https://doi.org/10.1016/j.tet.2017.11.005 [Google Scholar]
  94. A. J. Lyons, A. Clarke, H. Fisk, B. Jackson, P. R. Moore, S. Oke, T. O. Ronson, R. E. Meadows, Org. Process Res. Dev., 2022, 26, (5), 1378 LINK https://doi.org/10.1021/acs.oprd.1c00432 [Google Scholar]
  95. T. Furukawa, M. Tobisu, N. Chatani, J. Am. Chem. Soc., 2015, 137, (38), 12211 LINK https://doi.org/10.1021/jacs.5b07677 [Google Scholar]
  96. M. A. Larsen, R. J. Oeschger, J. F. Hartwig, ACS Catal., 2020, 10, (5), 3415 LINK https://doi.org/10.1021/acscatal.0c00152 [Google Scholar]
  97. M. A. Larsen, J. F. Hartwig, J. Am. Chem. Soc., 2014, 136, (11), 4287 LINK https://doi.org/10.1021/ja412563e [Google Scholar]
  98. J. Hu, J. Lv, Z. Shi, Trends Chem., 2022, 4, (8), 685 LINK https://doi.org/10.1016/j.trechm.2022.04.011 [Google Scholar]
  99. R. Bisht, C. Haldar, M. M. M. Hassan, M. E. Hoque, J. Chaturvedi, B. Chattopadhyay, Chem. Soc. Rev., 2022, 51, (12), 5042 LINK https://doi.org/10.1039/d1cs01012c [Google Scholar]
  100. R. Oeschger, B. Su, I. Yu, C. Ehinger, E. Romero, S. He, J. Hartwig, Science, 2020, 368, (6492), 736 LINK https://doi.org/10.1126/science.aba6146 [Google Scholar]
  101. M. R. Jones, C. D. Fast, N. D. Schley, J. Am. Chem. Soc., 2020, 142, (14), 6488 LINK https://doi.org/10.1021/jacs.0c00524 [Google Scholar]
  102. K. J. Evans, P. A. Morton, C. Luz, C. Miller, O. Raine, J. M. Lynam, S. M. Mansell, Chem. Eur. J., 2021, 27, (71), 17824 LINK https://doi.org/10.1002/chem.202102961 [Google Scholar]
  103. K. T. Smith, S. Berritt, M. González-Moreiras, S. Ahn, M. R. Smith, M.-H. Baik, D. J. Mindiola, Science, 2016, 351, (6280), 1424 LINK https://doi.org/10.1126/science.aad9730 [Google Scholar]
  104. S. Ahn, D. Sorsche, S. Berritt, M. R. Gau, D. J. Mindiola, M.-H. Baik, ACS Catal., 2018, 8, (11), 10021 LINK https://doi.org/10.1021/acscatal.8b02771 [Google Scholar]
  105. O. Staples, M. S. Ferrandon, G. P. Laurent, U. Kanbur, A. J. Kropf, M. R. Gau, P. J. Carroll, K. McCullough, D. Sorsche, F. A. Perras, M. Delferro, D. M. Kaphan, D. J. Mindiola, J. Am. Chem. Soc., 2023, 145, (14), 7992 LINK https://doi.org/10.1021/jacs.2c13612 [Google Scholar]
  106. P. Gandeepan, T. Müller, D. Zell, G. Cera, S. Warratz, L. Ackermann, Chem. Rev., 2019, 119, (4), 2192 LINK https://doi.org/10.1021/acs.chemrev.8b00507 [Google Scholar]
  107. C. V. Craescu, M. J. Schubach, S. Huss, E. Elacqua, Trends Chem., 2021, 3, (8), 686 LINK https://doi.org/10.1016/j.trechm.2021.05.002 [Google Scholar]
  108. A. Shamsabadi, V. Chudasama, Org. Biomol. Chem., 2019, 17, (11), 2865 LINK https://doi.org/10.1039/c9ob00339h [Google Scholar]
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