Skip to main content

N-Heterocyclic Carbene Complexes in other Transition Metal Mediated Reactions

  • Chapter
  • First Online:
N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis

Part of the book series: Catalysis by Metal Complexes ((CMCO,volume 32))

Abstract

This chapter describes reactions involving NHC-transition metal complexes that have not been considered in previous chapters. The reactions are treated in six sections, presenting borrowing hydrogen reactions where C–C and C–N bonds are formed from alcohols in the first section. Then dehydration reactions either with or without coupling are discussed. The dynamic kinetic resolution of alcohols using a combination of NHC–TM catalysed racemisation coupled with enzyme-catalysed resolution is described. The next section considers the emerging area of dehydrogenation reactions, followed by a section discussing the isomerisation of alkene-containing substrates. The final section details hydrogen/deuterium exchange reactions within aryl and alkyl substrates.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 169.99
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. Nixon TD, Whittlesey MK, Williams JMJ (2009) Dalton Trans 753–762

    Article  Google Scholar 

  2. Viciano M, Sanaú M, Peris E (2007) Organometallics 26:6050–6054

    Article  CAS  Google Scholar 

  3. Prades A, Viciano M, Sanaú M, Peris E (2008) Organometallics 27:4254–4259

    Article  CAS  Google Scholar 

  4. Pontes da Costa A, Viciano M, Sanaú M, Merino S, Tejeda J, Peris E, Royo B (2008) Organometallics 27:1305–1309

    Article  CAS  Google Scholar 

  5. Gnanamgari D, Sauer ELO, Schley ND, Butler C, Incarvito CD, Crabtree RH (2009) Organometallics 28:321–325

    Article  CAS  Google Scholar 

  6. Burling S, Whittlesey MK, Williams JMJ (2005) Adv Synth Catal 347:591–594

    Article  CAS  Google Scholar 

  7. Edwards MG, Jazzar RFR, Paine BM, Shermer DJ, Whittlesey MK, Williams JMJ, Edney DD (2004) Chem Commun 90–91

    Article  Google Scholar 

  8. Burling S, Paine BM, Nama D, Brown VS, Mahon MF, Prior TJ, Pregosin PS, Whittlesey MK, Williams JMJ (2007) J Am Chem Soc 129:1987–1995

    Article  CAS  Google Scholar 

  9. Zanardi A, Corberán R, Mata JA, Peris E (2008) Organometallics 27:3570–3576

    Article  CAS  Google Scholar 

  10. Chang Y-H, Fu C-F, Liu Y-H, Peng S-M, Chen J-T, Liu S-T (2009) Dalton Trans 861–867

    Article  Google Scholar 

  11. Prades A, Corberán R, Poyatos M, Peris E (2008) Chem Eur J 14:11474–11479

    Article  CAS  Google Scholar 

  12. Liu S, Rebros M, Stephens G, Marr AC (2009) Chem Commun 2308–2310

    Google Scholar 

  13. Nordstrøm LU, Vogt H, Madsen R (2008) J Am Chem Soc 130:17672–17673

    Article  Google Scholar 

  14. Prades A, Corberán R, Poyatos M, Peris E (2009) Chem Eur J 15:4610–4613

    Article  CAS  Google Scholar 

  15. Araki K, Kuwata S, Ikariya T (2008) Organometallics 27:2176–2178

    Article  CAS  Google Scholar 

  16. Yong G, Zhang Y, Ying JY (2008) Angew Chem Int Ed 47:9345–9348

    Article  CAS  Google Scholar 

  17. Marr AC, Pollock CL, Saunders GC (2007) Organometallics 26:3283–3285

    Article  CAS  Google Scholar 

  18. Corberán R, Peris E (2008) Organometallics 27:1954–1958

    Article  Google Scholar 

  19. Hintermair U, Gutel T, Slawin AMZ, Cole-Hamilton DJ, Santini CC, Chauvin Y (2008) J Organomet Chem 693:2407–2414

    Article  CAS  Google Scholar 

  20. Keaton RJ, Blacquiere JM, Baker RT (2007) J Am Chem Soc 129:1844–1845

    Article  CAS  Google Scholar 

  21. Zimmerman PM, Paul A, Zhang Z, Musgrave CB (2009) Angew Chem Int Ed 48:2201–2205

    Article  CAS  Google Scholar 

  22. Yang X, Hall MB (2008) J Am Chem Soc 130:1798–1799

    Article  CAS  Google Scholar 

  23. Yang X, Hall MB (2009) J Organomet Chem 694:2831–2838

    Article  CAS  Google Scholar 

  24. Albrecht M, Miecznikowski JR, Samuel A, Faller JW, Crabtree RH (2002) Organometallics 21:3596–3604

    Article  CAS  Google Scholar 

  25. Hanessian S, Giroux S, Larsson A (2006) Org Lett 8:5481–5484

    Article  CAS  Google Scholar 

  26. Arisawa M, Terada Y, Takahashi K, Nakagawa M, Nishida A (2006) J Org Chem 71:4255–4261

    Article  CAS  Google Scholar 

  27. Lehman SE Jr, Schwendeman JE, O’Donnell PM, Wagener KB (2003) Inorg Chim Acta 354:190–198

    Article  Google Scholar 

  28. Hong SH, Day MW, Grubbs RH (2004) J Am Chem Soc 126:7414–7415

    Article  CAS  Google Scholar 

  29. Dinger MB, Mol JC (2003) Eur J Inorg Chem 2827–2833

    Google Scholar 

  30. Bourgeois D, Pancrazi A, Nolan SP, Prunet J (2002) J Organomet Chem 643–644:247–252

    Article  Google Scholar 

  31. Hong SH, Sanders DP, Lee CW, Grubbs RH (2005) J Am Chem Soc 127:17160–17161

    Article  CAS  Google Scholar 

  32. Fekete M, Joó F (2006) Catal Commun 7:783–786

    Article  CAS  Google Scholar 

  33. Mantilli L, Mazet C (2009) Tetrahedron Lett 50:4141–4144

    Article  CAS  Google Scholar 

  34. Brown JA, Irvine S, Kennedy AR, Kerr WJ, Andersson S, Nilsson GN (2008) Chem Commun 1115–1117

    Article  Google Scholar 

  35. Powell ME, Elmore CS, Dorff PN, Heys JR (2007) J Label Compd Radiopharm 50:523–525

    Article  CAS  Google Scholar 

  36. Corberán R, Sanaú M, Peris E (2006) J Am Chem Soc 128:3974–3979

    Article  Google Scholar 

  37. Lee JH, Yoo KS, Park CP, Olsen JM, Sakaguchi S, Prakash GKS, Mathew T, Jung KW (2009) Adv Synth Catal 351:563–568

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Jonathan M. J. Williams .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2010 Springer Netherlands

About this chapter

Cite this chapter

Nixon, T.D., Williams, J.M.J. (2010). N-Heterocyclic Carbene Complexes in other Transition Metal Mediated Reactions. In: Cazin, C. (eds) N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis. Catalysis by Metal Complexes, vol 32. Springer, Dordrecht. https://doi.org/10.1007/978-90-481-2866-2_11

Download citation

Publish with us

Policies and ethics