Skip to main content
SpringerLink
Log in

Recent Advances in Nickel-Catalyzed C-C Cross-Coupling

  • Chapter
  • First Online:
C-C Cross Couplings with 3d Base Metal Catalysts

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 71))

Abstract

Transition metal-catalyzed carbon–carbon bonds formation is a fundamental process and has attracted much attention in the synthetic chemistry community over the past decades. This chapter summarizes the recent advances (from 2012 until 2022) in nickel-catalyzed C-C coupling reactions, covering the formation of C(sp2)-C(sp2) bond, C(sp2)-C(sp3) bond, and C(sp3)-C(sp3) bond, as well as the corresponding innovative strategies and mechanisms are discussed in detail, with an emphasis on nickel’s unique properties.

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 259.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Hardcover Book
USD 329.99
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. Miyaura N (ed) (2001) Cross-coupling reactions: a practical guide. Wiley, Chichester

    Google Scholar 

  2. Corbet J-P, Mignani G (2006) Chem Rev 106:2651

    CAS  PubMed  Google Scholar 

  3. Magano J, Dunetz JR (2011) Chem Rev 111:2177

    CAS  PubMed  Google Scholar 

  4. Astruc D (2011) Anal Bioanal Chem 399:1811

    CAS  PubMed  Google Scholar 

  5. Fu GC (2017) ACS Cent Sci 3:692

    CAS  PubMed  PubMed Central  Google Scholar 

  6. Tasker SZ, Standley EA, Jamison TF (2014) Nature 509:299

    CAS  PubMed  PubMed Central  Google Scholar 

  7. Zheng B, Tang F, Luo J, Schultz JW, Rath NP, Mirica LM (2014) J Am Chem Soc 136:6499

    CAS  PubMed  Google Scholar 

  8. Camasso NM, Sanford MS (2015) Science 347:1218

    CAS  PubMed  Google Scholar 

  9. Lin C-Y, Power PP (2017) Chem Soc Rev 46:5347

    CAS  PubMed  Google Scholar 

  10. Diccianni JB, Joseph Katigbak HC, Diao T (2019) J Am Chem Soc 141:1788

    CAS  PubMed  Google Scholar 

  11. Leatherman MD, Svejda SA, Johnson LK, Brookhart M (2003) J Am Chem Soc 125:3068

    CAS  PubMed  Google Scholar 

  12. Xu H, White PB, Hu C, Diao T (2017) Angew Chem Int Ed 56:1535

    CAS  Google Scholar 

  13. Xu H, Hu CT, Wang X, Diao T (2017) Organometallics 36:4099

    CAS  Google Scholar 

  14. Rosen BM, Quasdorf KW, Wilson DA, Zhang N, Resmerita AM, Garg NK, Percec V (2011) Chem Rev 111:1346

    CAS  PubMed  Google Scholar 

  15. Yamaguchi J, Muto K, Itami K (2013) Eur J Org Chem 2013:19

    CAS  Google Scholar 

  16. Cheng L, Zhou Q (2020) Acta Chim Sin:78

    Google Scholar 

  17. Khake SM, Chatani N (2019) Trends Chem 1:524

    CAS  Google Scholar 

  18. Jagtap RA, Punji B (2021) Chem Rec 21:3573

    CAS  PubMed  Google Scholar 

  19. Subaramanian M, Sivakumar G, Balaraman E (2021) Org Biomol Chem 19:4213

    CAS  PubMed  Google Scholar 

  20. Xue W, Jia X, Wang X, Tao X, Yin Z, Gong H (2021) Chem Soc Rev 50:4162

    CAS  PubMed  Google Scholar 

  21. Iwasaki T, Kambe N (2016) Top Curr Chem (Z) 374:66

    Google Scholar 

  22. Li Z, Liu L (2015) Chin J Catal 36:3

    Google Scholar 

  23. Diccianni JB, Diao T (2019) Trends Chem 1:830

    CAS  Google Scholar 

  24. Ackerman LK, Lovell MM, Weix DJ (2015) Nature 524:454

    CAS  PubMed  PubMed Central  Google Scholar 

  25. Huang L, Ackerman LKG, Kang K, Parsons AM, Weix DJ (2019) J Am Chem Soc 141:10978

    CAS  PubMed  PubMed Central  Google Scholar 

  26. Yi L, Ji T, Chen K-Q, Chen X-Y, Rueping M (2022) CCS Chem 4:9

    CAS  Google Scholar 

  27. Milligan JA, Phelan JP, Badir SO, Molander GA (2019) Angew Chem Int Ed 58:6152

    CAS  Google Scholar 

  28. Qi X, Diao T (2020) ACS Catal 10:8542

    CAS  PubMed  PubMed Central  Google Scholar 

  29. Wang X-X, Lu X, Li Y, Wang J-W, Fu Y (2020) Sci China Chem 63:1586

    CAS  Google Scholar 

  30. Zhang Z, Bera S, Fan C, Hu X (2022) J Am Chem Soc 144:7015

    CAS  PubMed  Google Scholar 

  31. Ye Y, Lin Y, Mao ND, Yang H, Ye XY, Xie T (2022) Org Biomol Chem. https://doi.org/10.1039/D2OB01855A

  32. Tamao K, Sumitani K, Kumada M (1972) J Am Chem Soc 94:4374

    CAS  Google Scholar 

  33. King AO, Okukado N, Negishi E-i (1977) J Chem Soc Chem Commun 19:683

    Google Scholar 

  34. Negishi E, King AO, Okukado N (2002) J Org Chem 42:1821

    Google Scholar 

  35. Negishi E (2002) Acc Chem Res 15:340

    Google Scholar 

  36. Miyaura N, Yanagi T, Suzuki A (1981) Synth Commun 11:513

    CAS  Google Scholar 

  37. Watanabe T, Miyaura N, Suzuki A (1992) Synlett 1992:207

    Google Scholar 

  38. Miyaura N, Suzuki A (1995) Chem Rev 95:2457

    CAS  Google Scholar 

  39. Stille J (1986) Angew Chem Int Ed 25:508

    Google Scholar 

  40. Stille JK (1985) Pure Appl Chem 57:1771

    CAS  Google Scholar 

  41. Corriu RJP, Masse JP (1972) J Chem Soc Chem Commun

    Google Scholar 

  42. Zhang ZB, Ji CL, Yang C, Chen J, Hong X, Xia JB (2019) Org Lett 21:1226

    CAS  PubMed  Google Scholar 

  43. Taylor BL, Harris MR, Jarvo ER (2012) Angew Chem Int Ed 51:7790

    CAS  Google Scholar 

  44. Tobisu M, Chatani N (2015) Acc Chem Res 48:1717

    CAS  PubMed  Google Scholar 

  45. Tobisu M, Takahira T, Chatani N (2015) Org Lett 17:4352

    CAS  PubMed  Google Scholar 

  46. Tobisu M, Takahira T, Morioka T, Chatani N (2016) J Am Chem Soc 138:6711

    CAS  PubMed  Google Scholar 

  47. Hostier T, Neouchy Z, Ferey V, Gomez Pardo D, Cossy J (2018) Org Lett 20:1815

    CAS  PubMed  Google Scholar 

  48. Ho YA, Leiendecker M, Liu X, Wang C, Alandini N, Rueping M (2018) Org Lett 20:5644

    CAS  PubMed  Google Scholar 

  49. Klaus M, Christoph F, Francois D (2007) Science 317:1881

    Google Scholar 

  50. Hagmann WK (2008) J Med Chem 51:4359

    CAS  PubMed  Google Scholar 

  51. Meanwell NA (2011) J Med Chem 54:2529

    CAS  PubMed  Google Scholar 

  52. Motohashi H, Mikami K (2018) Org Lett 20:5340

    CAS  PubMed  Google Scholar 

  53. Mills LR, Edjoc RK, Rousseaux SAL (2021) J Am Chem Soc 143:10422

    CAS  PubMed  Google Scholar 

  54. Cossy J, Polak P (2022) Synlett 33:1629

    Google Scholar 

  55. Polak P, Cossy J (2022) Eur J Chem 28:e202104311

    CAS  Google Scholar 

  56. Terao J, Watanabe H, Ikumi A, Kuniyasu H, Kambe N (2002) J Am Chem Soc 124:4222

    CAS  PubMed  Google Scholar 

  57. Vechorkin O, Hu X (2009) Angew Chem Int Ed 48:2937

    CAS  Google Scholar 

  58. Perez Garcia PM, Di Franco T, Orsino A, Ren P, Hu X (2012) Org Lett 14:4286

    CAS  PubMed  Google Scholar 

  59. Breitenfeld J, Ruiz J, Wodrich MD, Hu X (2013) J Am Chem Soc 135:12004

    CAS  PubMed  Google Scholar 

  60. Baba S, Negishi E (1976) J Am Chem Soc 98:6729

    CAS  Google Scholar 

  61. Zhou JS, Fu GC (2003) J Am Chem Soc 125:14726

    CAS  PubMed  Google Scholar 

  62. Fischer C, Fu GC (2005) J Am Chem Soc 127:4594

    CAS  PubMed  Google Scholar 

  63. Smith SW, Fu GC (2008) Angew Chem Int Ed 47:9334

    CAS  Google Scholar 

  64. Do HQ, Chandrashekar ER, Fu GC (2013) J Am Chem Soc 135:16288

    CAS  PubMed  Google Scholar 

  65. Devasagayaraj A, Stüdemann T, Knochel P (1996) Angew Chem Int Ed 34:2723

    Google Scholar 

  66. Giovannini R, Knochel P (1998) J Am Chem Soc 120:11186

    CAS  Google Scholar 

  67. Giovannini R, Studemann T, Devasagayaraj A, Dussin G, Knochel P (1999) J Org Chem 64:3544

    CAS  PubMed  Google Scholar 

  68. Piber M, Jensen AE, Rottländer M, Knochel P (1999) Org Lett 1:1323

    CAS  Google Scholar 

  69. Schmidt J, Choi J, Liu AT, Slusarczyk M, Fu GC (2016) Science 354:1265

    CAS  PubMed  PubMed Central  Google Scholar 

  70. Schwarzwalder GM, Matier CD, Fu GC (2019) Angew Chem Int Ed 58:3571

    CAS  Google Scholar 

  71. Yang ZP, Freas DJ, Fu GC (2021) J Am Chem Soc 143:8614

    CAS  PubMed  PubMed Central  Google Scholar 

  72. Huo H, Gorsline BJ, Fu GC (2020) Science 367:559

    CAS  PubMed  PubMed Central  Google Scholar 

  73. Qin T, Cornella J, Li C, Malins LR, Edwards JT, Kawamura S, Maxwell BD, Eastgate MD, Baran PS (2016) Science 352:801

    CAS  PubMed  PubMed Central  Google Scholar 

  74. Plunkett S, Basch CH, Santana SO, Watson MP (2019) J Am Chem Soc 141:2257

    CAS  PubMed  PubMed Central  Google Scholar 

  75. Saito S, Sakai M, Miyaura N (1996) Tetrahedron Lett 37:2993

    CAS  Google Scholar 

  76. Ge S, Hartwig JF (2012) Angew Chem Int Ed 51:12837

    CAS  Google Scholar 

  77. Ramgren SD, Hie L, Ye Y, Garg NK (2013) Org Lett 15:3950

    CAS  PubMed  PubMed Central  Google Scholar 

  78. Mastalir M, Stoger B, Pittenauer E, Allmaier G, Kirchner K (2016) Org Lett 18:3186

    CAS  PubMed  Google Scholar 

  79. Malapit CA, Bour JR, Brigham CE, Sanford MS (2018) Nature 563:100

    CAS  PubMed  PubMed Central  Google Scholar 

  80. Guo L, Srimontree W, Zhu C, Maity B, Liu X, Cavallo L, Rueping M (2019) Nat Commun 10:1957

    PubMed  PubMed Central  Google Scholar 

  81. Morishige A, Iyori Y, Chatani N (2021) Helv Chim Acta 104:e2100089

    CAS  Google Scholar 

  82. Zhang T, Nohira I, Chatani N (2021) Org Chem Front 8:3783

    CAS  Google Scholar 

  83. Graham TJA, Doyle AG (2012) Org Lett 14:1616

    CAS  PubMed  PubMed Central  Google Scholar 

  84. Harris MR, Hanna LE, Greene MA, Moore CE, Jarvo ER (2013) J Am Chem Soc 135:3303

    CAS  PubMed  PubMed Central  Google Scholar 

  85. Li X, Li Y, Zhang Z, Shi X, Liu R, Wang Z, Li X, Shi D (2021) Org Lett 23:6612

    CAS  PubMed  Google Scholar 

  86. Wang J, Qin T, Chen T-G, Wimmer L, Edwards JT, Cornella J, Vokits B, Shaw SA, Baran PS (2016) Angew Chem Int Ed 55:9676

    CAS  Google Scholar 

  87. Basch CH, Liao J, Xu J, Piane JJ, Watson MP (2017) J Am Chem Soc 139:5313

    CAS  PubMed  PubMed Central  Google Scholar 

  88. Liao J, Guan W, Boscoe BP, Tucker JW, Tomlin JW, Garnsey MR, Watson MP (2018) Org Lett 20:3030

    CAS  PubMed  PubMed Central  Google Scholar 

  89. Li Y, Luo Y, Peng L, Li Y, Zhao B, Wang W, Pang H, Deng Y, Bai R, Lan Y, Yin G (2020) Nat Commun 11:417

    CAS  PubMed  PubMed Central  Google Scholar 

  90. Saito B, Fu GC (2008) J Am Chem Soc 130:6694

    CAS  PubMed  Google Scholar 

  91. Lundin PM, Fu GC (2010) J Am Chem Soc 132:11027

    CAS  PubMed  PubMed Central  Google Scholar 

  92. Lu Z, Wilsily A, Fu GC (2011) J Am Chem Soc 133:8154

    CAS  PubMed  PubMed Central  Google Scholar 

  93. Zultanski SL, Fu GC (2011) J Am Chem Soc 133:15362

    CAS  PubMed  PubMed Central  Google Scholar 

  94. Wilsily A, Tramutola F, Owston NA, Fu GC (2012) J Am Chem Soc 134:5794

    CAS  PubMed  PubMed Central  Google Scholar 

  95. Percec V, Bae J-Y, Hill DH (1995) J Org Chem 60:6895

    CAS  Google Scholar 

  96. Russell JEA, Entz ED, Joyce IM, Neufeldt SR (2019) ACS Catal 9:3304

    CAS  PubMed  PubMed Central  Google Scholar 

  97. Liu C, Tang S, Liu D, Yuan J, Zheng L, Meng L, Lei A (2012) Angew Chem Int Ed 51:3638

    CAS  Google Scholar 

  98. Tang S, Liu C, Lei A (2013) Chem Commun 49:2442

    CAS  Google Scholar 

  99. Liu D, Liu C, Lei A (2014) Pure Appl Chem 86:321

    CAS  Google Scholar 

  100. Wang X, Dai Y, Gong H (2016) Top Curr Chem 374:43

    Google Scholar 

  101. Jutand A, Mosleh A (1997) J Org Chem 62:261

    CAS  PubMed  Google Scholar 

  102. Lin K, Qian Q, Zang Z, Wang S, Chen Y, Gong H (2013) Synlett 24:619

    Google Scholar 

  103. Liao LY, Kong XR, Duan XF (2014) J Org Chem 79:777

    CAS  PubMed  Google Scholar 

  104. Liu J, Ren Q, Zhang X, Gong H (2016) Angew Chem Int Ed 55:15544

    CAS  Google Scholar 

  105. Xiong B, Wang T, Sun H, Li Y, Kramer S, Cheng G-J, Lian Z (2020) ACS Catal 10:13616

    CAS  Google Scholar 

  106. Mirabi B, Marchese AD, Lautens M (2021) ACS Catal 11:12785

    CAS  Google Scholar 

  107. Nohira I, Chatani N (2021) ACS Catal 11:4644

    CAS  Google Scholar 

  108. Xu G-L, Liu C-Y, Pang X, Liu X-Y, Shu X-Z (2022) CCS Chem 4:864

    CAS  Google Scholar 

  109. Lv L, Qiu Z, Li J, Liu M, Li CJ (2018) Nat Commun 9:4739

    PubMed  PubMed Central  Google Scholar 

  110. Qiu H, Shuai B, Wang YZ, Liu D, Chen YG, Gao PS, Ma HX, Chen S, Mei TS (2020) J Am Chem Soc 142:9872

    CAS  PubMed  Google Scholar 

  111. Zuo Z, Kim RS, Watson DA (2021) J Am Chem Soc 143:1328

    CAS  PubMed  PubMed Central  Google Scholar 

  112. Tortajada A, Julia-Hernandez F, Borjesson M, Moragas T, Martin R (2018) Angew Chem Int Ed 57:15948

    CAS  Google Scholar 

  113. Davies J, Lyonnet JR, Zimin DP, Martin R (2021) Chem 7:2927

    CAS  Google Scholar 

  114. Fujihara T, Nogi K, Xu T, Terao J, Tsuji Y (2012) J Am Chem Soc 134:9106

    CAS  PubMed  Google Scholar 

  115. Correa A, Leon T, Martin R (2014) J Am Chem Soc 136:1062

    CAS  PubMed  Google Scholar 

  116. Ma C, Zhao CQ, Xu XT, Li ZM, Wang XY, Zhang K, Mei TS (2019) Org Lett 21:2464

    CAS  PubMed  Google Scholar 

  117. Yanagi T, Somerville RJ, Nogi K, Martin R, Yorimitsu H (2020) ACS Catal 10:2117

    CAS  Google Scholar 

  118. Arendt KM, Doyle AG (2015) Angew Chem Int Ed 54:9876

    CAS  Google Scholar 

  119. Li Y, Wang Z, Li L, Tian X, Shao F, Li C (2022) Angew Chem Int Ed 61:e202110391

    CAS  Google Scholar 

  120. Lu X, Wang Y, Zhang B, Pi JJ, Wang XX, Gong TJ, Xiao B, Fu Y (2017) J Am Chem Soc 139:12632

    CAS  PubMed  Google Scholar 

  121. Xu C, Guo WH, He X, Guo YL, Zhang XY, Zhang X (2018) Nat Commun 9:1170

    PubMed  PubMed Central  Google Scholar 

  122. Wang X, Wang S, Xue W, Gong H (2015) J Am Chem Soc 137:11562

    CAS  PubMed  Google Scholar 

  123. Wang X, Ma G, Peng Y, Pitsch CE, Moll BJ, Ly TD, Wang X, Gong H (2018) J Am Chem Soc 140:14490

    CAS  PubMed  Google Scholar 

  124. Ye Y, Chen H, Sessler JL, Gong H (2019) J Am Chem Soc 141:820

    CAS  PubMed  Google Scholar 

  125. Poremba KE, Dibrell SE, Reisman SE (2020) ACS Catal 10:8237

    CAS  PubMed  PubMed Central  Google Scholar 

  126. Cherney AH, Reisman SE (2014) J Am Chem Soc 136:14365

    CAS  PubMed  PubMed Central  Google Scholar 

  127. Kadunce NT, Reisman SE (2015) J Am Chem Soc 137:10480

    CAS  PubMed  PubMed Central  Google Scholar 

  128. Poremba KE, Kadunce NT, Suzuki N, Cherney AH, Reisman SE (2017) J Am Chem Soc 139:5684

    CAS  PubMed  PubMed Central  Google Scholar 

  129. Suzuki N, Hofstra JL, Poremba KE, Reisman SE (2017) Org Lett 19:2150

    CAS  PubMed  PubMed Central  Google Scholar 

  130. Hofstra JL, Cherney AH, Ordner CM, Reisman SE (2018) J Am Chem Soc 140:139

    CAS  PubMed  Google Scholar 

  131. DeLano TJ, Reisman SE (2019) ACS Catal 9:6751

    CAS  PubMed  PubMed Central  Google Scholar 

  132. Peng L, Li Y, Li Y, Wang W, Pang H, Yin G (2018) ACS Catal 8:310

    CAS  Google Scholar 

  133. Julia-Hernandez F, Moragas T, Cornella J, Martin R (2017) Nature 545:84

    CAS  PubMed  Google Scholar 

  134. Borjesson M, Moragas T, Martin R (2016) J Am Chem Soc 138:7504

    CAS  PubMed  Google Scholar 

  135. Somerville RJ, Odena C, Obst MF, Hazari N, Hopmann KH, Martin R (2020) J Am Chem Soc 142:10936

    CAS  PubMed  PubMed Central  Google Scholar 

  136. Diccianni JB, Hu CT, Diao T (2019) Angew Chem Int Ed 58:13865

    CAS  Google Scholar 

  137. van Gemmeren M, Borjesson M, Tortajada A, Sun SZ, Okura K, Martin R (2017) Angew Chem Int Ed 56:6558

    Google Scholar 

  138. Yu X, Yang T, Wang S, Xu H, Gong H (2011) Org Lett 13:2138

    CAS  PubMed  Google Scholar 

  139. Xu H, Zhao C, Qian Q, Deng W, Gong H (2013) Chem Sci 4:4022

    CAS  Google Scholar 

  140. Yu Y, Chen H, Qian Q, Yao K, Gong H (2018) Tetrahedron 74:5651

    CAS  Google Scholar 

  141. Yan XB, Li CL, Jin WJ, Guo P, Shu XZ (2018) Chem Sci 9:4529

    CAS  PubMed  PubMed Central  Google Scholar 

  142. Bercher OP, Plunkett S, Mortimer TE, Watson MP (2021) Org Lett 23:7059

    CAS  PubMed  PubMed Central  Google Scholar 

  143. Li Y, Li Y, Peng L, Wu D, Zhu L, Yin G (2020) Chem Sci 11:10461

    CAS  PubMed  PubMed Central  Google Scholar 

  144. Huang Z, Tang S, Lei A (2015) Sci Bull 60:1391

    CAS  Google Scholar 

  145. Tang S, Zeng L, Lei A (2018) J Am Chem Soc 140:13128

    CAS  PubMed  Google Scholar 

  146. Yuan Y, Lei A (2019) Acc Chem Res 52:3309

    CAS  PubMed  Google Scholar 

  147. Wang H, Gao X, Lv Z, Abdelilah T, Lei A (2019) Chem Rev 119:6769

    CAS  PubMed  Google Scholar 

  148. Liu D, Liu C, Li H, Lei A (2013) Angew Chem Int Ed 52:4453

    CAS  Google Scholar 

  149. Liu D, Li Y, Qi X, Liu C, Lan Y, Lei A (2015) Org Lett 17:998

    CAS  PubMed  Google Scholar 

  150. Jin LK, Wan L, Feng J, Cai C (2015) Org Lett 17:4726

    CAS  PubMed  Google Scholar 

  151. Muto K, Yamaguchi J, Itami K (2012) J Am Chem Soc 134:169

    CAS  PubMed  Google Scholar 

  152. Amaike K, Muto K, Yamaguchi J, Itami K (2012) J Am Chem Soc 134:13573

    CAS  PubMed  Google Scholar 

  153. Meng L, Kamada Y, Muto K, Yamaguchi J, Itami K (2013) Angew Chem Int Ed 52:10048

    CAS  Google Scholar 

  154. Nakamura K, Tobisu M, Chatani N (2015) Org Lett 17:6142

    CAS  PubMed  Google Scholar 

  155. Muto K, Yamaguchi J, Lei A, Itami K (2013) J Am Chem Soc 135:16384

    CAS  PubMed  Google Scholar 

  156. Hanson MG, Olson NM, Yi Z, Wilson G, Kalyani D (2017) Org Lett 19:4271

    CAS  PubMed  PubMed Central  Google Scholar 

  157. Wang T-H, Ambre R, Wang Q, Lee W-C, Wang P-C, Liu Y, Zhao L, Ong T-G (2018) ACS Catal 8:11368

    CAS  Google Scholar 

  158. Yokota A, Aihara Y, Chatani N (2014) J Org Chem 79:11922

    CAS  PubMed  Google Scholar 

  159. Cheng Y, Wu Y, Tan G, You J (2016) Angew Chem Int Ed 55:12275

    CAS  Google Scholar 

  160. Zhao S, Liu B, Zhan BB, Zhang WD, Shi BF (2016) Org Lett 18:4586

    CAS  PubMed  Google Scholar 

  161. Honeycutt AP, Hoover JM (2017) ACS Catal 7:4597

    CAS  Google Scholar 

  162. Sarkar T, Maharana PK, Roy S, Punniyamurthy T (2022) Chem Commun 58:5980

    CAS  Google Scholar 

  163. Jagtap RA, Soni V, Punji B (2017) Chem Sus Chem 10:2242

    CAS  Google Scholar 

  164. Pandey DK, Vijaykumar M, Punji B (2019) J Org Chem 84:12800

    CAS  PubMed  Google Scholar 

  165. Li M, Dong J, Huang X, Li K, Wu Q, Song F, You J (2014) Chem Commun 50:3944

    CAS  Google Scholar 

  166. Cao X, Sha SC, Li M, Kim BS, Morgan C, Huang R, Yang X, Walsh PJ (2016) Chem Sci 7:611

    CAS  PubMed  Google Scholar 

  167. Jiang H, Sha SC, Jeong SA, Manor BC, Walsh PJ (2019) Org Lett 21:1735

    CAS  PubMed  Google Scholar 

  168. Wu X, Zhao Y, Ge H (2014) J Am Chem Soc 136:1789

    CAS  PubMed  Google Scholar 

  169. Rezazadeh S, Devannah V, Watson DA (2017) J Am Chem Soc 139:8110

    CAS  PubMed  PubMed Central  Google Scholar 

  170. Devannah V, Sharma R, Watson DA (2019) J Am Chem Soc 141:8436

    CAS  PubMed  PubMed Central  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. The Institute for Advanced Studies, Wuhan University, Wuhan, P. R. China

    Yangyang Li, Jiao Long & Guoyin Yin

Authors
  1. Yangyang Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jiao Long
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Guoyin Yin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Guoyin Yin .

Editor information

Editors and Affiliations

  1. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, China

    Xiao-Feng Wu

Rights and permissions

Reprints and permissions

Copyright information

© 2023 The Author(s), under exclusive license to Springer Nature Switzerland AG

About this chapter

Check for updates. Verify currency and authenticity via CrossMark

Cite this chapter

Li, Y., Long, J., Yin, G. (2023). Recent Advances in Nickel-Catalyzed C-C Cross-Coupling. In: Wu, XF. (eds) C-C Cross Couplings with 3d Base Metal Catalysts. Topics in Organometallic Chemistry, vol 71. Springer, Cham. https://doi.org/10.1007/3418_2023_85

Download citation

Publish with us

Policies and ethics

Search

Navigation