OpenLB
Open Library of Bioscience
Advanced Search
Chemistry (Weinheim an der Bergstrasse, Germany)
Jun 15, 2022;28 (34): e202200530.

N-Heterocyclic Carbenes Carrying Weakly Coordinating Anions.

Luong Phong Ho, Matthias Tamm
Author Information
  1. Luong Phong Ho: Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany. ORCID
  2. Matthias Tamm: Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany. ORCID
PMID: 35357045 DOI: 10.1002/chem.202200530

Abstract

In this Concept article we provide a brief overview of the design and preparation of N-heterocyclic carbenes carrying weakly coordinating anions (WCA-NHCs). The anionic charge in these ligand systems is located on an exocyclic group, for example, B(C F ) , tethered to the backbone of the imidazole ring, thus resembling a weakly coordinating moiety. With the general guiding principle behind the application of WCA-NHCs being the conversion of otherwise cationic NHC complexes into their overall neutral congeners, numerous transition metal as well as main group element complexes were isolated during the last decade, which are summarized herein.

Keywords

N-heterocyclic carbene catalysis main group element chemistry transition metal chemistry weakly coordinating anions

References

  1. Chemistry. 2021 Nov 2;27(61):15217-15225 [PMID: 34342923]
  2. Inorg Chem. 2011 Dec 19;50(24):12326-37 [PMID: 21634365]
  3. J Am Chem Soc. 2010 Oct 20;132(41):14370-2 [PMID: 20863065]
  4. Chem Soc Rev. 2007 Nov;36(11):1732-44 [PMID: 18213982]
  5. Chemistry. 2022 Jan 19;28(4):e202104139 [PMID: 34878696]
  6. Chem Soc Rev. 2011 Oct;40(10):5151-69 [PMID: 21731956]
  7. Dalton Trans. 2016 Jun 14;45(24):9762-5 [PMID: 26922968]
  8. Chemistry. 2018 May 2;: [PMID: 29718544]
  9. Chemistry. 2022 Jun 15;28(34):e202200530 [PMID: 35357045]
  10. Chemistry. 2021 Mar 1;27(13):4349-4363 [PMID: 33094865]
  11. J Am Chem Soc. 2020 Jan 8;142(1):251-256 [PMID: 31804820]
  12. Angew Chem Int Ed Engl. 2014 Apr 22;53(17):4489-93 [PMID: 24664969]
  13. Dalton Trans. 2021 Feb 2;50(4):1202-1205 [PMID: 33480906]
  14. Chemistry. 2018 Dec 17;24(71):18922-18932 [PMID: 30357989]
  15. Angew Chem Int Ed Engl. 2008;47(17):3122-72 [PMID: 18398856]
  16. Chem Asian J. 2020 Mar 16;15(6):845-851 [PMID: 32011782]
  17. J Am Chem Soc. 2013 Aug 21;135(33):12448-59 [PMID: 23883399]
  18. Chem Rev. 2005 Nov;105(11):3978-4008 [PMID: 16277368]
  19. Chem Commun (Camb). 2015 Mar 28;51(25):5359-62 [PMID: 25387660]
  20. Chem Rev. 2019 Mar 27;119(6):3730-3961 [PMID: 30843688]
  21. Dalton Trans. 2017 Nov 21;46(45):15859-15864 [PMID: 29114655]
  22. ACS Omega. 2019 Oct 31;4(20):18833-18845 [PMID: 31737845]
  23. J Am Chem Soc. 2013 Feb 20;135(7):2486-8 [PMID: 23363453]
  24. Chem Rev. 2018 Oct 10;118(19):9457-9492 [PMID: 29601194]
  25. Angew Chem Int Ed Engl. 2010;49(3):494-512 [PMID: 19998395]
  26. Dalton Trans. 2018 Jun 5;47(22):7445-7455 [PMID: 29782026]
  27. Chem Soc Rev. 2014 May 21;43(10):3551-74 [PMID: 24604135]
  28. Chem Soc Rev. 2013 Aug 21;42(16):6723-53 [PMID: 23788114]
  29. Nature. 2014 Jun 26;510(7506):485-96 [PMID: 24965649]
  30. Chem Asian J. 2018 Jun 4;13(11):1388-1405 [PMID: 29573181]
  31. Inorg Chem. 2014 Nov 17;53(22):11815-32 [PMID: 25343222]
  32. Angew Chem Int Ed Engl. 2014 Dec 1;53(49):13568-72 [PMID: 25287885]
  33. Chem Rev. 2000 Jan 12;100(1):39-92 [PMID: 11749234]
  34. Chem Commun (Camb). 2019 Sep 16;55(72):10709-10712 [PMID: 31429453]
  35. Angew Chem Int Ed Engl. 2008;47(39):7428-32 [PMID: 18666192]
  36. Angew Chem Int Ed Engl. 2012 Mar 26;51(13):3240-4 [PMID: 22337636]
  37. Chem Rev. 2019 Apr 24;119(8):4986-5056 [PMID: 30938514]
  38. Dalton Trans. 2020 Oct 6;49(38):13207-13217 [PMID: 32785308]
  39. Acc Chem Res. 2011 Feb 15;44(2):91-100 [PMID: 21028871]
  40. Angew Chem Int Ed Engl. 2010 Sep 17;49(39):6940-52 [PMID: 20715233]
  41. Dalton Trans. 2014 Nov 7;43(41):15279-82 [PMID: 25198297]
  42. Chem Soc Rev. 2008 Sep;37(9):1998-2011 [PMID: 18762843]
  43. Chem Soc Rev. 2015 Apr 7;44(7):1898-921 [PMID: 25608933]
  44. Dalton Trans. 2012 Jan 14;41(2):337-45 [PMID: 21904737]
  45. Chem Rev. 2019 Jun 26;119(12):6994-7112 [PMID: 30983327]
  46. J Chem Theory Comput. 2016 Jan 12;12(1):231-7 [PMID: 26606127]
  47. Chem Rev. 2009 Aug;109(8):3612-76 [PMID: 19588961]
  48. Chem Sci. 2015 Oct 1;6(10):5719-5728 [PMID: 29910864]
  49. Chem Rev. 2018 Oct 10;118(19):9678-9842 [PMID: 29969239]
  50. Chem Rev. 2009 Aug;109(8):3599-611 [PMID: 19358527]
  51. Nat Chem. 2010 May;2(5):369-73 [PMID: 20414236]
  52. Chem Soc Rev. 2008 Sep;37(9):1776-82 [PMID: 18762827]
  53. Inorg Chem. 2021 Jun 21;60(12):9019-9028 [PMID: 34042436]

Grants

  1. 189/9-2/Deutsche Forschungsgemeinschaft
Journal Article
Article has an altmetric score of 13

Word Cloud

Created with Highcharts 10.0.0weaklycoordinatinggroupN-heterocyclicanionsWCA-NHCscomplexestransitionmetalmainelementchemistryConceptarticleprovidebriefoverviewdesignpreparationcarbenescarryinganionicchargeligandsystemslocatedexocyclicexampleBCFtetheredbackboneimidazoleringthusresemblingmoietygeneralguidingprinciplebehindapplicationconversionotherwisecationicNHCoverallneutralcongenersnumerouswellisolatedlastdecadesummarizedhereinN-HeterocyclicCarbenesCarryingWeaklyCoordinatingAnionscarbenecatalysis

Similar Articles

Cited By (1)