Skip to main content
SpringerLink
Log in

Fundamental Elementary Steps in Gold Chemistry

  • Chapter
  • First Online:
Synthesis and Original Reactivity of Copper and Gold Complexes

Part of the book series: Springer Theses ((Springer Theses))

Abstract

The interest in the coordination chemistry of gold was considerably revived following the discovery of the catalytic potential of this metal at the end of the 1990s (Hashmi in Chem Rev 107:3180–3211, 2007). The advent and rise of gold catalysis clearly led to a more profound understanding of organogold chemistry. However, the reactivity of gold complexes is essentially dominated by their pronounced π-acidic properties. Other reactivities, as typically known from the chemistry of transition metal compounds, are hardly explored in the case of gold.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 84.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 109.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. A.S.K. Hashmi, Chem. Rev. 107, 3180–3211 (2007)

    CAS  Google Scholar 

  2. A.S.K. Hashmi, Angew. Chem. Int. Ed. 49, 5232–5241 (2010)

    CAS  Google Scholar 

  3. A.M. Echavarren, C. Obradors, Chem. Commun. 50, 16–28 (2014)

    Google Scholar 

  4. L.-P. Liu, G.B. Hammond, Chem. Soc. Rev. 41, 3129 (2012)

    CAS  Google Scholar 

  5. R.E.M. Brooner, R.A. Widenhoefer, Angew. Chem. Int. Ed. 52, 11714–11724 (2013)

    CAS  Google Scholar 

  6. A.S.K. Hashmi, Acc. Chem. Res. 47, 864–876 (2014)

    CAS  Google Scholar 

  7. D.S. Weinberger, M. Melaimi, C.E. Moore, A.L. Rheingold, G. Frenking, P. Jerabek, G. Bertrand, Angew. Chem. Int. Ed. 52, 8964–8967 (2013)

    CAS  Google Scholar 

  8. N. Mézailles, N. Avarvari, N. Maigrot, L. Ricard, F. Mathey, P. Le Floch, L. Cataldo, T. Berclaz, M. Geoffroy, Angew. Chem. Int. Ed. 38, 3194–3197 (1999)

    Google Scholar 

  9. K. Leary, A. Zalkin, N. Bartlett, Inorg. Chem. 13, 775–779 (1974)

    CAS  Google Scholar 

  10. R.V. Parish, Gold Bull. 15, 51–63 (1982)

    CAS  Google Scholar 

  11. S.H. Elder, G.M. Lucier, F.J. Hollander, N. Bartlett, J. Am. Chem. Soc. 119, 1020–1026 (1997)

    CAS  Google Scholar 

  12. S. Seidel, K. Seppelt, Science 290, 117–118 (2000)

    CAS  Google Scholar 

  13. M.A. Carvajal, J.J. Novoa, S. Alvarez, J. Am. Chem. Soc. 126, 1465–1477 (2004)

    CAS  Google Scholar 

  14. A.F. Holleman, E. Wiberg, N. Wiberg, Lehrbuch der anorganischen Chemie (De Gruyter, Berlin, 1985)

    Google Scholar 

  15. W.T. Robinson, E. Sinn, J. Chem. Soc. Dalton Trans. 726–731 (1975)

    Google Scholar 

  16. C.J. O’Connor, E. Sinn, Inorg. Chem. 17, 2067–2071 (1978)

    Google Scholar 

  17. J. Vicente, M.T. Chicote, M.D. Bermúdez, P. G. Jones, C. Fittschen, G. M. Sheldrick, J. Chem. Soc. Dalton Trans. 2361–2366 (1986)

    Google Scholar 

  18. P. Pyykko, J.P. Desclaux, Acc. Chem. Res. 12, 276–281 (1979)

    CAS  Google Scholar 

  19. P. Pyykkö, Angew. Chem. Int. Ed. 43, 4412–4456 (2004)

    Google Scholar 

  20. D.J. Gorin, F.D. Toste, Nature 446, 395–403 (2007)

    CAS  Google Scholar 

  21. F. Mohr, Gold Chemistry: Applications and Future Directions in the Life Sciences (Wiley-VCH, Weinheim, 2009)

    Google Scholar 

  22. H.-C. Tai, I. Krossing, M. Seth, D.V. Deubel, Organometallics 23, 2343–2349 (2004)

    CAS  Google Scholar 

  23. S.G. Bratsch, J. Phys. Chem. Ref. Data 18, 1–21 (1989)

    CAS  Google Scholar 

  24. J. Barrett, Structure and Bonding (Royal Society Of Chemistry, Cambridge, 2001)

    Google Scholar 

  25. B. Cordero, V. Gómez, A.E. Platero-Prats, M. Revés, J. Echeverría, E. Cremades, F. Barragán, S. Alvarez, Dalton Trans. 2832–2838 (2008)

    Google Scholar 

  26. A.L. Allred, J. Inorg. Nucl. Chem. 17, 215–221 (1961)

    CAS  Google Scholar 

  27. P. Schwerdtfeger, J. Am. Chem. Soc. 111, 7261–7262 (1989)

    CAS  Google Scholar 

  28. P. Schwerdtfeger, P.D.W. Boyd, S. Brienne, A.K. Burrell, Inorg. Chem. 31, 3411–3422 (1992)

    CAS  Google Scholar 

  29. W. Nakanishi, M. Yamanaka, E. Nakamura, J. Am. Chem. Soc. 127, 1446–1453 (2005)

    CAS  Google Scholar 

  30. A.S.K. Hashmi, C. Lothschütz, R. Döpp, M. Ackermann, J. De Buck Becker, M. Rudolph, C. Scholz, F. Rominger, Adv. Synth. Catal. 354, 133–147 (2012)

    Google Scholar 

  31. J.J. Hirner, Y. Shi, S.A. Blum, Acc. Chem. Res. 44, 603–613 (2011)

    CAS  Google Scholar 

  32. F.G. Mann, D. Purdie, J. Chem. Soc. Resumed 1235 (1940)

    Google Scholar 

  33. D. Schneider, A. Schier, H. Schmidbaur, Dalton Trans. 1995–2005 (2004)

    Google Scholar 

  34. D. Schneider, O. Schuster, H. Schmidbaur, Dalton Trans. 1940 (2005)

    Google Scholar 

  35. D. Schneider, O. Schuster, H. Schmidbaur, Organometallics 24, 3547–3551 (2005)

    CAS  Google Scholar 

  36. P. de Frémont, R. Singh, E.D. Stevens, J.L. Petersen, S.P. Nolan, Organometallics 26, 1376–1385 (2007)

    Google Scholar 

  37. J. Vicente, A. Arcas, M. Mora, X. Solans, M. Font-Altaba, J. Organomet. Chem. 309, 369–378 (1986)

    CAS  Google Scholar 

  38. V.J. Scott, J.A. Labinger, J.E. Bercaw, Organometallics 29, 4090–4096 (2010)

    CAS  Google Scholar 

  39. H. Schmidbaur, R. Franke, Angew. Chem. Int. Ed. Engl. 12, 416–417 (1973)

    Google Scholar 

  40. H. Schmidbaur, R. Franke, Inorganica Chim. Acta 13, 85–89 (1975)

    CAS  Google Scholar 

  41. A. Tamaki, J.K. Kochi, J. Organomet. Chem. 40, C81–C84 (1972)

    CAS  Google Scholar 

  42. A. Shiotani, H. Schmidbaur, J. Organomet. Chem. 37, C24–C26 (1972)

    CAS  Google Scholar 

  43. A. Tamaki, J.K. Kochi, J. Organomet. Chem. 64, 411–425 (1974)

    CAS  Google Scholar 

  44. A. Johnson, R. Puddephatt, Inorg. Nucl. Chem. Lett. 9, 1175–1177 (1973)

    CAS  Google Scholar 

  45. A. Johnson, R.J. Puddephatt, J. Organomet. Chem. 85, 115–121 (1975)

    CAS  Google Scholar 

  46. J.F. Hartwig, Organotransition Metal Chemistry: From Bonding to Catalysis (University Science Books, Sausalito, 2009)

    Google Scholar 

  47. A. Laguna, M. Laguna, Coord. Chem. Rev. 193–195, 837–856 (1999)

    Google Scholar 

  48. J.P. Fackler, Inorg. Chem. 41, 6959–6972 (2002)

    CAS  Google Scholar 

  49. J.P. Fackler, Polyhedron 16, 1–17 (1997)

    CAS  Google Scholar 

  50. P. Jandik, U. Schubert, H. Schmidbaur, Angew. Chem. Int. Ed. Engl. 21, 73 (1982)

    Google Scholar 

  51. M.S. Winston, W.J. Wolf, F.D. Toste, J. Am. Chem. Soc. 136, 7777–7782 (2014)

    Google Scholar 

  52. A. Davison, D.V. Howe, E.T. Shawl, Inorg. Chem. 6, 458–463 (1967)

    CAS  Google Scholar 

  53. J.H. Enemark, J.A. Ibers, Inorg. Chem. 7, 2636–2642 (1968)

    CAS  Google Scholar 

  54. R.E. Bachman, S.A. Bodolosky-Bettis, C.J. Pyle, M.A. Gray, J. Am. Chem. Soc. 130, 14303–14310 (2008)

    CAS  Google Scholar 

  55. P. Gualco, S. Ladeira, K. Miqueu, A. Amgoune, D. Bourissou, Angew. Chem. Int. Ed. 50, 8320–8324 (2011)

    CAS  Google Scholar 

  56. N. Lassauque, P. Gualco, S. Mallet-Ladeira, K. Miqueu, A. Amgoune, D. Bourissou, J. Am. Chem. Soc. 135, 13827–13834 (2013)

    CAS  Google Scholar 

  57. P. Gualco, S. Ladeira, K. Miqueu, A. Amgoune, D. Bourissou, Organometallics 31, 6001–6004 (2012)

    CAS  Google Scholar 

  58. C. González-Arellano, A. Corma, M. Iglesias, F. Sánchez, J. Catal. 238, 497–501 (2006)

    Google Scholar 

  59. S. Carrettin, J. Guzman, A. Corma, Angew. Chem. Int. Ed. 44, 2242–2245 (2005)

    CAS  Google Scholar 

  60. C. González-Arellano, A. Corma, M. Iglesias, F. Sánchez, Chem. Commun. 1990–1992 (2005)

    Google Scholar 

  61. C. González-Arellano, A. Abad, A. Corma, H. García, M. Iglesias, F. Sánchez, Angew. Chem. Int. Ed. 46, 1536–1538 (2007)

    Google Scholar 

  62. P. Li, L. Wang, M. Wang, F. You, Eur. J. Org. Chem. 2008, 5946–5951 (2008)

    Google Scholar 

  63. T. Lauterbach, M. Livendahl, A. Rosellón, P. Espinet, A.M. Echavarren, Org. Lett. 12, 3006–3009 (2010)

    CAS  Google Scholar 

  64. A. Corma, R. Juárez, M. Boronat, F. Sánchez, M. Iglesias, H. García, Chem. Commun. 47, 1446 (2011)

    CAS  Google Scholar 

  65. M. Boronat, A. Leyva-Pérez, A. Corma, Acc. Chem. Res. 47, 834–844 (2014)

    CAS  Google Scholar 

  66. P.S.D. Robinson, G.N. Khairallah, G. da Silva, H. Lioe, R.A.J. O’Hair, Angew. Chem. Int. Ed. 51, 3812–3817 (2012)

    CAS  Google Scholar 

  67. J. Guenther, S. Mallet-Ladeira, L. Estevez, K. Miqueu, A. Amgoune, D. Bourissou, J. Am. Chem. Soc. 136, 1778–1781 (2014)

    CAS  Google Scholar 

  68. A.M. Echavarren, M. Livendahl, C. Goehry, F. Maseras, Chem. Commun. 50, 1533–1536 (2014)

    Google Scholar 

  69. A. Burawoy, C.S. Gibson, J. Chem. Soc. Resumed 860 (1934)

    Google Scholar 

  70. A. Burawoy, C.S. Gibson, J. Chem. Soc. Resumed 219 (1935)

    Google Scholar 

  71. N.P. Mankad, F.D. Toste, Chem. Sci. 3, 72–76 (2012)

    CAS  Google Scholar 

  72. M. Aresta, G. Vasapollo, J. Organomet. Chem. 50, C51–C53 (1973)

    CAS  Google Scholar 

  73. R. Usón, A. Laguna, J. Pardo, Synth. React. Inorg. Met.-Org. Chem. 4, 499–513 (1974)

    Google Scholar 

  74. R. Usón, A. Laguna, J. Vicente, J. Organomet. Chem. 86, 415–421 (1975)

    Google Scholar 

  75. M.J. Ghidiu, A.J. Pistner, G.P.A. Yap, D.A. Lutterman, J. Rosenthal, Organometallics 32, 5026–5029 (2013)

    CAS  Google Scholar 

  76. M.J. Ghidiu, A.J. Pistner, G.P.A. Yap, D.A. Lutterman, J. Rosenthal, Organometallics 32, 6628 (2013)

    CAS  Google Scholar 

  77. S. Lavy, J.J. Miller, M. Pažický, A.-S. Rodrigues, F. Rominger, C. Jäkel, D. Serra, N. Vinokurov, M. Limbach, Adv. Synth. Catal. 352, 2993–3000 (2010)

    CAS  Google Scholar 

  78. H. Schmidbaur, C. Hartmann, J. Riede, B. Huber, G. Mueller, Organometallics 5, 1652–1656 (1986)

    CAS  Google Scholar 

  79. M.A. Bennett, S.K. Bhargava, K.D. Griffiths, G.B. Robertson, Angew. Chem. Int. Ed. Engl. 26, 260–261 (1987)

    Google Scholar 

  80. M.A. Bennett, S.K. Bhargava, D.C.R. Hockless, L.L. Welling, A.C. Willis, J. Am. Chem. Soc. 118, 10469–10478 (1996)

    CAS  Google Scholar 

  81. M.A. Bennett, D.C.R. Hockless, A.D. Rae, L.L. Welling, A.C. Willis, Organometallics 20, 79–87 (2001)

    CAS  Google Scholar 

  82. F.H. Brain, C.S. Gibson, J. Chem. Soc. Resumed 762–767 (1939)

    Google Scholar 

  83. S. Komiya, J.K. Kochi, J. Am. Chem. Soc. 98, 7599–7607 (1976)

    CAS  Google Scholar 

  84. S. Komiya, T.A. Albright, R. Hoffmann, J.K. Kochi, J. Am. Chem. Soc. 98, 7255–7265 (1976)

    CAS  Google Scholar 

  85. L.P. Kuch, T.R. Stuart, J. Organomet. Chem. 122, 429–446 (1976)

    CAS  Google Scholar 

  86. S. Komiya, A. Shibue, Organometallics 4, 684–687 (1985)

    CAS  Google Scholar 

  87. S. Komiya, S. Ozaki, A. Shibue, J. Chem. Soc. Chem. Commun. 1555–1556 (1986)

    Google Scholar 

  88. N.P. Mankad, F.D. Toste, J. Am. Chem. Soc. 132, 12859–12861 (2010)

    CAS  Google Scholar 

  89. E.C. Constable, L.R. Sousa, J. Organomet. Chem. 427, 125–139 (1992)

    CAS  Google Scholar 

  90. E.C. Constable, R.P.G. Henney, D.A. Tocher, J. Chem. Soc. Dalton Trans. 2467–2474 (1992)

    Google Scholar 

  91. Y. Fuchita, H. Ieda, S. Wada, S. Kameda, M. Mikuriya, J. Chem. Soc. Dalton Trans. 4431–4435 (1999)

    Google Scholar 

  92. F. Zamora, P. Amo-Ochoa, B. Fischer, A. Schimanski, B. Lippert, Angew. Chem. Int. Ed. 38, 2274–2275 (1999)

    CAS  Google Scholar 

  93. A.K. Sahoo, Y. Nakamura, N. Aratani, K.S. Kim, S.B. Noh, H. Shinokubo, D. Kim, A. Osuka, Org. Lett. 8, 4141–4144 (2006)

    CAS  Google Scholar 

  94. M.T. Johnson, J.M.J. van Rensburg, M. Axelsson, M.S.G. Ahlquist, O.F. Wendt, Chem. Sci. 2, 2373–2377 (2011)

    CAS  Google Scholar 

  95. M. Hofer, C. Nevado, Tetrahedron 69, 5751–5757 (2013)

    CAS  Google Scholar 

  96. M. Hofer, E. Gomez-Bengoa, C. Nevado, Organometallics 33, 1328–1332 (2014)

    CAS  Google Scholar 

  97. J. Vicente, M. Dolores Bermudez, J. Escribano, Organometallics 10, 3380–3384 (1991)

    CAS  Google Scholar 

  98. J. Vicente, M.D. Bermúdez, F.J. Carrión, Inorganica Chim. Acta 220, 1–3 (1994)

    CAS  Google Scholar 

  99. J. Vicente, M.D. Bermúdez, J. Escribano, M.P. Carrillo, P.G. Jones, J. Chem. Soc. Dalton Trans. 3083 (1990)

    Google Scholar 

  100. W.J. Wolf, M.S. Winston, F.D. Toste, Nat. Chem. 6, 159–164 (2014)

    CAS  Google Scholar 

  101. A.S.K. Hashmi, D.F. Toste, Modern Gold Catalyzed Synthesis (Wiley-VCH, Weinheim, 2012)

    Google Scholar 

  102. E. Mizushima, T. Hayashi, M. Tanaka, Org. Lett. 5, 3349–3352 (2003)

    CAS  Google Scholar 

  103. V. Lavallo, G.D. Frey, B. Donnadieu, M. Soleilhavoup, G. Bertrand, Angew. Chem. Int. Ed. 47, 5224–5228 (2008)

    CAS  Google Scholar 

  104. R. Kinjo, B. Donnadieu, G. Bertrand, Angew. Chem. Int. Ed. 50, 5560–5563 (2011)

    CAS  Google Scholar 

  105. K.D. Hesp, M. Stradiotto, J. Am. Chem. Soc. 132, 18026–18029 (2010)

    CAS  Google Scholar 

  106. N. Nishina, Y. Yamamoto, Angew. Chem. Int. Ed. 45, 3314–3317 (2006)

    CAS  Google Scholar 

  107. N. Nishina, Y. Yamamoto, Synlett 2007, 1767–1770 (2007)

    Google Scholar 

  108. X. Zeng, M. Soleilhavoup, G. Bertrand, Org. Lett. 11, 3166–3169 (2009)

    CAS  Google Scholar 

  109. J.H. Teles, S. Brode, M. Chabanas, Angew. Chem. Int. Ed. 37, 1415–1418 (1998)

    CAS  Google Scholar 

  110. C.M. Krauter, A.S.K. Hashmi, M. Pernpointner, ChemCatChem 2, 1226–1230 (2010)

    CAS  Google Scholar 

  111. A. Johnson, R.J. Puddephatt, J.L. Quirk, J. Chem. Soc. Chem. Commun. 938b–939 (1972)

    Google Scholar 

  112. J.A.J. Jarvis, A. Johnson, R.J. Puddephatt, J. Chem. Soc. Chem. Commun. 373–374 (1973)

    Google Scholar 

  113. M.A. Bennett, K. Hoskins, W.R. Kneen, R.S. Nyholm, P.B. Hitchcock, R. Mason, G.B. Robertson, A.D.C. Towl, J. Am. Chem. Soc. 93, 4591–4592 (1971)

    CAS  Google Scholar 

  114. M.A. Bennett, J. Organomet. Chem. 300, 7–19 (1986)

    CAS  Google Scholar 

  115. J.A. Akana, K.X. Bhattacharyya, P. Müller, J.P. Sadighi, J. Am. Chem. Soc. 129, 7736–7737 (2007)

    CAS  Google Scholar 

  116. E.Y. Tsui, P. Müller, J.P. Sadighi, Angew. Chem. Int. Ed. 47, 8937–8940 (2008)

    CAS  Google Scholar 

  117. G. Klatt, R. Xu, M. Pernpointner, L. Molinari, T. Quang Hung, F. Rominger, A.S.K. Hashmi, H. Köppel, Chem.—Eur. J. 19, 3954–3961 (2013)

    Google Scholar 

  118. Z.J. Wang, D. Benitez, E. Tkatchouk, W.A. Goddard III, F.D. Toste, J. Am. Chem. Soc. 132, 13064–13071 (2010)

    CAS  Google Scholar 

  119. R.L. LaLonde, J. William E. Brenzovich, D. Benitez, E. Tkatchouk, K. Kelley, I. I. I. William A. Goddard, F. D. Toste, Chem. Sci., 1, 226–233 (2010)

    Google Scholar 

  120. M.W. Johnson, S.L. Shevick, F.D. Toste, R.G. Bergman, Chem. Sci. 4, 1023–1027 (2013)

    CAS  Google Scholar 

  121. G. Kovács, A. Lledós, G. Ujaque, Angew. Chem. Int. Ed. 50, 11147–11151 (2011)

    Google Scholar 

  122. D.-A. Roşca, D.A. Smith, D.L. Hughes, M. Bochmann, Angew. Chem. Int. Ed. 51, 10643–10646 (2012)

    Google Scholar 

  123. M.A. Cinellu, G. Minghetti, F. Cocco, S. Stoccoro, A. Zucca, M. Manassero, Angew. Chem. Int. Ed. 44, 6892–6895 (2005)

    CAS  Google Scholar 

  124. F. Mohr, L.R. Falvello, M. Laguna, Eur. J. Inorg. Chem. 2006, 833–838 (2006)

    Google Scholar 

  125. M. Peña-López, M. Ayán-Varela, L.A. Sarandeses, J.P. Sestelo, Org. Biomol. Chem. 10, 1686–1694 (2012)

    Google Scholar 

  126. A.S.K. Hashmi, T.D. Ramamurthi, F. Rominger, J. Organomet. Chem. 694, 592–597 (2009)

    CAS  Google Scholar 

  127. Y. Shi, S.A. Blum, Organometallics 30, 1776–1779 (2011)

    CAS  Google Scholar 

  128. Y. Shi, S.D. Ramgren, S.A. Blum, Organometallics 28, 1275–1277 (2009)

    CAS  Google Scholar 

  129. T.P. Cornell, Y. Shi, S.A. Blum, Organometallics 31, 5990–5993 (2012)

    CAS  Google Scholar 

  130. H. Ye, Z. Lu, D. You, Z. Chen, Z.H. Li, H. Wang, Angew. Chem. Int. Ed. 51, 12047–12050 (2012)

    CAS  Google Scholar 

  131. J.J. Hirner, S.A. Blum, Organometallics 30, 1299–1302 (2011)

    CAS  Google Scholar 

  132. A. Corma, A. Leyva-Pérez, M.J. Sabater, Chem. Rev. 111, 1657–1712 (2011)

    CAS  Google Scholar 

  133. H. Schmidbaur, H.G. Raubenheimer, L. Dobrzańska, Chem. Soc. Rev. 43, 345–380 (2013)

    Google Scholar 

  134. A. Sladek, S. Hofreiter, M. Paul, H. Schmidbaur, J. Organomet. Chem. 501, 47–51 (1995)

    CAS  Google Scholar 

  135. J.M. Forward, J.P. Fackler, R.J. Staples, Organometallics 14, 4194–4198 (1995)

    CAS  Google Scholar 

  136. S.G. Weber, D. Zahner, F. Rominger, B.F. Straub, Chem. Commun. 48, 11325–11327 (2012)

    CAS  Google Scholar 

  137. D.V. Partyka, M. Zeller, A.D. Hunter, T.G. Gray, Angew. Chem. Int. Ed. 45, 8188–8191 (2006)

    CAS  Google Scholar 

  138. D.V. Partyka, M. Zeller, A.D. Hunter, T.G. Gray, Inorg. Chem. 51, 8394–8401 (2012)

    CAS  Google Scholar 

  139. H.K. Lenker, T.G. Gray, R.A. Stockland, Dalton Trans. 41, 13274 (2012)

    CAS  Google Scholar 

  140. D.V. Partyka, A.J. Esswein, M. Zeller, A.D. Hunter, T.G. Gray, Organometallics 26, 3279–3282 (2007)

    CAS  Google Scholar 

  141. D.V. Partyka, J.B. Updegraff, M. Zeller, A.D. Hunter, T.G. Gray, Organometallics 28, 1666–1674 (2009)

    CAS  Google Scholar 

  142. L. Gao, M.A. Peay, D.V. Partyka, J.B. Updegraff, T.S. Teets, A.J. Esswein, M. Zeller, A.D. Hunter, T.G. Gray, Organometallics 28, 5669–5681 (2009)

    CAS  Google Scholar 

  143. D.Y. Melgarejo, G.M. Chiarella, J.P. Fackler, Acta Crystallogr. Sect. C 65, m299–m301 (2009)

    CAS  Google Scholar 

  144. S. Dupuy, L. Crawford, M. Bühl, A.M.Z. Slawin, S.P. Nolan, Adv. Synth. Catal. 354, 2380–2386 (2012)

    CAS  Google Scholar 

  145. G. Seidel, C.W. Lehmann, A. Fürstner, Angew. Chem. Int. Ed. 49, 8466–8470 (2010)

    CAS  Google Scholar 

  146. J.E. Heckler, M. Zeller, A.D. Hunter, T.G. Gray, Angew. Chem. Int. Ed. 51, 5924–5928 (2012)

    CAS  Google Scholar 

  147. S. Dupuy, A.M.Z. Slawin, S.P. Nolan, Chem.—Eur. J. 18, 14923–14928 (2012)

    Google Scholar 

  148. R. Usón, J. Vicente, J.A. Cirac, M.T. Chicote, J. Organomet. Chem. 198, 105–112 (1980)

    Google Scholar 

  149. N. Meyer, C.W. Lehmann, T.K.-M. Lee, J. Rust, V.W.-W. Yam, F. Mohr, Organometallics 28, 2931–2934 (2009)

    CAS  Google Scholar 

  150. N. Meyer, S. Sivanathan, F. Mohr, J. Organomet. Chem. 696, 1244–1247 (2011)

    CAS  Google Scholar 

  151. Y. Chen, M. Chen, Y. Liu, Angew. Chem. Int. Ed. 51, 6181–6186 (2012)

    CAS  Google Scholar 

  152. J. delPozo, D. Carrasco, M.H. Pérez-Temprano, M. García-Melchor, R. Álvarez, J.A. Casares, P. Espinet. Angew, Chem. Int. Ed. 52, 2189–2193 (2013)

    Google Scholar 

  153. Z. Li, C. Brouwer, C. He, Chem. Rev. 108, 3239–3265 (2008)

    CAS  Google Scholar 

  154. T.C. Boorman, I. Larrosa, Chem. Soc. Rev. 40, 1910–1925 (2011)

    CAS  Google Scholar 

  155. T. de Haro, C. Nevado, Synthesis 2011, 2530–2539 (2011)

    Google Scholar 

  156. Y. Fuchita, Y. Utsunomiya, M. Yasutake, J. Chem. Soc. Dalton Trans. 2330–2334 (2001)

    Google Scholar 

  157. P. Lu, T.C. Boorman, A.M.Z. Slawin, I. Larrosa, J. Am. Chem. Soc. 132, 5580–5581 (2010)

    CAS  Google Scholar 

  158. H. Ito, K. Takagi, T. Miyahara, M. Sawamura, Org. Lett. 7, 3001–3004 (2005)

    CAS  Google Scholar 

  159. H. Ito, T. Saito, T. Miyahara, C. Zhong, M. Sawamura, Organometallics 28, 4829–4840 (2009)

    CAS  Google Scholar 

  160. S. Labouille, A. Escalle-Lewis, Y. Jean, N. Mézailles, P. Le Floch, Chem.—Eur. J. 17, 2256–2265 (2011)

    Google Scholar 

  161. J.-H. Zhan, H. Lv, Y. Yu, J.-L. Zhang, Adv. Synth. Catal. 354, 1529–1541 (2012)

    CAS  Google Scholar 

  162. H. Lv, J.-H. Zhan, Y.-B. Cai, Y. Yu, B. Wang, J.-L. Zhang, J. Am. Chem. Soc. 134, 16216–16227 (2012)

    CAS  Google Scholar 

  163. A. Kar, N. Mangu, H.M. Kaiser, M. Beller, M.K. Tse, Chem. Commun. 386–388 (2008)

    Google Scholar 

  164. A. Kar, N. Mangu, H.M. Kaiser, M.K. Tse, J. Organomet. Chem. 694, 524–537 (2009)

    CAS  Google Scholar 

  165. A.S.K. Hashmi, M.C. Blanco, D. Fischer, J.W. Bats, Eur. J. Org. Chem. 2006, 1387–1389 (2006)

    Google Scholar 

  166. H.A. Wegner, S. Ahles, M. Neuburger, Chem.—Eur. J. 14, 11310–11313 (2008)

    Google Scholar 

  167. M. Auzias, M. Neuburger, H. Wegner, Synlett 2443–2448 (2010)

    Google Scholar 

  168. A. Iglesias, K. Muñiz, Chem.—Eur. J. 15, 10563–10569 (2009)

    Google Scholar 

  169. Y. Peng, L. Cui, G. Zhang, L. Zhang, J. Am. Chem. Soc. 131, 5062–5063 (2009)

    CAS  Google Scholar 

  170. L. Cui, G. Zhang, L. Zhang, Bioorg. Med. Chem. Lett. 19, 3884–3887 (2009)

    CAS  Google Scholar 

  171. G. Zhang, Y. Peng, L. Cui, L. Zhang, Angew. Chem. Int. Ed. 48, 3112–3115 (2009)

    CAS  Google Scholar 

  172. G. Zhang, L. Cui, Y. Wang, L. Zhang, J. Am. Chem. Soc. 132, 1474–1475 (2010)

    CAS  Google Scholar 

  173. A.D. Melhado, W.E. Brenzovich, A.D. Lackner, F.D. Toste, J. Am. Chem. Soc. 132, 8885–8887 (2010)

    CAS  Google Scholar 

  174. W.E. Brenzovich, D. Benitez, A.D. Lackner, H.P. Shunatona, E. Tkatchouk, W.A. Goddard, F.D. Toste, Angew. Chem. Int. Ed. 49, 5519–5522 (2010)

    CAS  Google Scholar 

  175. E. Tkatchouk, N.P. Mankad, D. Benitez, W.A. Goddard, F.D. Toste, J. Am. Chem. Soc. 133, 14293–14300 (2011)

    CAS  Google Scholar 

  176. L.T. Ball, M. Green, G.C. Lloyd-Jones, C.A. Russell, Org. Lett. 12, 4724–4727 (2010)

    CAS  Google Scholar 

  177. W.E. Brenzovich, J.-F. Brazeau, F.D. Toste, Org. Lett. 12, 4728–4731 (2010)

    CAS  Google Scholar 

  178. L.T. Ball, G.C. Lloyd-Jones, C.A. Russell, Chem.—Eur. J. 18, 2931–2937 (2012)

    Google Scholar 

  179. L.T. Ball, G.C. Lloyd-Jones, C.A. Russell, Science 337, 1644–1648 (2012)

    CAS  Google Scholar 

  180. L.T. Ball, G.C. Lloyd-Jones, C.A. Russell, J. Am. Chem. Soc. 136, 254–264 (2014)

    CAS  Google Scholar 

  181. X.C. Cambeiro, T.C. Boorman, P. Lu, I. Larrosa, Angew. Chem. Int. Ed. 52, 1781–1784 (2013)

    CAS  Google Scholar 

  182. M.D. Levin, F.D. Toste, Angew. Chem. Int. Ed. 53, 6211–6215 (2014)

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Laboratoire Hétérochimie Fondamentale et Appliquée, Université Paul Sabatier/CNRS, Toulouse, France

    Maximilian Joost

Authors
  1. Maximilian Joost
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Maximilian Joost .

Rights and permissions

Reprints and permissions

Copyright information

© 2015 Springer International Publishing Switzerland

About this chapter

Cite this chapter

Joost, M. (2015). Fundamental Elementary Steps in Gold Chemistry. In: Synthesis and Original Reactivity of Copper and Gold Complexes. Springer Theses. Springer, Cham. https://doi.org/10.1007/978-3-319-18690-0_3

Download citation

Publish with us

Policies and ethics

Search

Navigation