Polar organometallic strategies for regioselective C-H metallation of N-heterocyclic Carbenes

Marina Uzelac, Eva Hevia

Research output: Contribution to journalReview article

10 Citations (Scopus)

Abstract

N-heterocyclic carbenes (NHCs) have become indispensable ligands across a broad swathe of the synthetic and catalytic landscape, not in small part due to their ease of electronic and steric tuneability. One of the latest additions to this important family of ligands are anionic NHCs, which have become valuable precursors to access abnormal NHC complexes as well as shown great potential for further NHC functionalisation. Deprotonative metallation has emerged as one of the most versatile methodologies to access anionic NHCs, where judicious choice of reaction conditions and metallating agent can finely tune the regioselectivity of the reaction. This Feature Article focuses on the recent emergence of s-block metal-mediated NHC metallations and the new opportunities this methodology offers.
LanguageEnglish
Pages2455-2462
Number of pages8
JournalChemical Communications
Volume54
DOIs
Publication statusPublished - 23 Jan 2018

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Organometallics
Ligands
Regioselectivity
Metals
carbene

Keywords

  • N-Heterocyclic carbenes
  • tunability
  • ligands
  • NHC functionalisation

Cite this

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abstract = "N-heterocyclic carbenes (NHCs) have become indispensable ligands across a broad swathe of the synthetic and catalytic landscape, not in small part due to their ease of electronic and steric tuneability. One of the latest additions to this important family of ligands are anionic NHCs, which have become valuable precursors to access abnormal NHC complexes as well as shown great potential for further NHC functionalisation. Deprotonative metallation has emerged as one of the most versatile methodologies to access anionic NHCs, where judicious choice of reaction conditions and metallating agent can finely tune the regioselectivity of the reaction. This Feature Article focuses on the recent emergence of s-block metal-mediated NHC metallations and the new opportunities this methodology offers.",
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Polar organometallic strategies for regioselective C-H metallation of N-heterocyclic Carbenes. / Uzelac, Marina; Hevia, Eva.

In: Chemical Communications, Vol. 54, 23.01.2018, p. 2455-2462.

Research output: Contribution to journalReview article

TY - JOUR

T1 - Polar organometallic strategies for regioselective C-H metallation of N-heterocyclic Carbenes

AU - Uzelac, Marina

AU - Hevia, Eva

PY - 2018/1/23

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N2 - N-heterocyclic carbenes (NHCs) have become indispensable ligands across a broad swathe of the synthetic and catalytic landscape, not in small part due to their ease of electronic and steric tuneability. One of the latest additions to this important family of ligands are anionic NHCs, which have become valuable precursors to access abnormal NHC complexes as well as shown great potential for further NHC functionalisation. Deprotonative metallation has emerged as one of the most versatile methodologies to access anionic NHCs, where judicious choice of reaction conditions and metallating agent can finely tune the regioselectivity of the reaction. This Feature Article focuses on the recent emergence of s-block metal-mediated NHC metallations and the new opportunities this methodology offers.

AB - N-heterocyclic carbenes (NHCs) have become indispensable ligands across a broad swathe of the synthetic and catalytic landscape, not in small part due to their ease of electronic and steric tuneability. One of the latest additions to this important family of ligands are anionic NHCs, which have become valuable precursors to access abnormal NHC complexes as well as shown great potential for further NHC functionalisation. Deprotonative metallation has emerged as one of the most versatile methodologies to access anionic NHCs, where judicious choice of reaction conditions and metallating agent can finely tune the regioselectivity of the reaction. This Feature Article focuses on the recent emergence of s-block metal-mediated NHC metallations and the new opportunities this methodology offers.

KW - N-Heterocyclic carbenes

KW - tunability

KW - ligands

KW - NHC functionalisation

UR - http://pubs.rsc.org/en/journals/journalissues/cc

U2 - 10.1039/C8CC00049B

DO - 10.1039/C8CC00049B

M3 - Review article

VL - 54

SP - 2455

EP - 2462

JO - Chemical Communications

T2 - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

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