Ruthenium N-Heterocyclic Carbene Complexes for the Catalysis of Nonmetathesis Organic Transformations

Leonid Schwartsburd, Michael K. Whittlesey

Research output: Chapter in Book/Report/Conference proceedingChapter

  • 4 Citations

Abstract

Ruthenium N-heterocyclic carbene (NHC) complexes have been at the forefront of the development of NHCs into the ubiquitous ligands now found in organometallic catalysis. This chapter reveals quite clearly not only a continued growth in interest in Ru-NHC catalysis, but more obviously, a very significant diversification of catalytic applications. The hydrogenation chemistry of half-sandwich Ru complexes containing primary amino functionalized NHC ligands has been developed principally by the Morris group. Some of the Ru-NHC catalysts active for transfer hydrogenation have also been used in the direct hydrogenation. There has been significant interest and significant developments in the use of Ru-NHC complexes for the so-called borrowing hydrogen reactions, which brings about temporary oxidation of alcohols to aldehydes and ketones, which are then utilized for the formation of new C-C and C-N bonds. Neutral half-sandwich complexes of the form [Cp*LRu(NHC)Cl] have been employed in the racemization of chiral alcohols.

LanguageEnglish
Title of host publicationN-Heterocyclic Carbenes
Subtitle of host publicationEffective Tools for Organometallic Synthesis
EditorsSteven P Nolan
PublisherWiley-Blackwell
Pages341-370
Number of pages30
ISBN (Electronic)9783527671229
ISBN (Print)9783527334902
DOIs
StatusPublished - 2014

Fingerprint

Ruthenium
Catalysis
Hydrogenation
Alcohols
Ligands
Organometallics
Ketones
Aldehydes
carbene
Hydrogen
Oxidation
Catalysts

Keywords

  • Alcohol Racemization
  • Borrowing hydrogen reactions
  • Direct hydrogenation
  • Organometallic catalysis
  • Ruthenium N-heterocyclic carbene (NHC) complexes
  • Transfer hydrogenation

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Schwartsburd, L., & Whittlesey, M. K. (2014). Ruthenium N-Heterocyclic Carbene Complexes for the Catalysis of Nonmetathesis Organic Transformations. In S. P. Nolan (Ed.), N-Heterocyclic Carbenes : Effective Tools for Organometallic Synthesis (pp. 341-370). [Chapter 12] Wiley-Blackwell. DOI: 10.1002/9783527671229.ch12

Ruthenium N-Heterocyclic Carbene Complexes for the Catalysis of Nonmetathesis Organic Transformations. / Schwartsburd, Leonid; Whittlesey, Michael K.

N-Heterocyclic Carbenes : Effective Tools for Organometallic Synthesis. ed. / Steven P Nolan. Wiley-Blackwell, 2014. p. 341-370 Chapter 12.

Research output: Chapter in Book/Report/Conference proceedingChapter

Schwartsburd, L & Whittlesey, MK 2014, Ruthenium N-Heterocyclic Carbene Complexes for the Catalysis of Nonmetathesis Organic Transformations. in SP Nolan (ed.), N-Heterocyclic Carbenes : Effective Tools for Organometallic Synthesis., Chapter 12, Wiley-Blackwell, pp. 341-370. DOI: 10.1002/9783527671229.ch12
Schwartsburd L, Whittlesey MK. Ruthenium N-Heterocyclic Carbene Complexes for the Catalysis of Nonmetathesis Organic Transformations. In Nolan SP, editor, N-Heterocyclic Carbenes : Effective Tools for Organometallic Synthesis. Wiley-Blackwell. 2014. p. 341-370. Chapter 12. Available from, DOI: 10.1002/9783527671229.ch12
Schwartsburd, Leonid ; Whittlesey, Michael K./ Ruthenium N-Heterocyclic Carbene Complexes for the Catalysis of Nonmetathesis Organic Transformations. N-Heterocyclic Carbenes : Effective Tools for Organometallic Synthesis. editor / Steven P Nolan. Wiley-Blackwell, 2014. pp. 341-370
@inbook{9ef4d3cc958045fb88d4c7e486ff2c7d,
title = "Ruthenium N-Heterocyclic Carbene Complexes for the Catalysis of Nonmetathesis Organic Transformations",
abstract = "Ruthenium N-heterocyclic carbene (NHC) complexes have been at the forefront of the development of NHCs into the ubiquitous ligands now found in organometallic catalysis. This chapter reveals quite clearly not only a continued growth in interest in Ru-NHC catalysis, but more obviously, a very significant diversification of catalytic applications. The hydrogenation chemistry of half-sandwich Ru complexes containing primary amino functionalized NHC ligands has been developed principally by the Morris group. Some of the Ru-NHC catalysts active for transfer hydrogenation have also been used in the direct hydrogenation. There has been significant interest and significant developments in the use of Ru-NHC complexes for the so-called borrowing hydrogen reactions, which brings about temporary oxidation of alcohols to aldehydes and ketones, which are then utilized for the formation of new C-C and C-N bonds. Neutral half-sandwich complexes of the form [Cp*LRu(NHC)Cl] have been employed in the racemization of chiral alcohols.",
keywords = "Alcohol Racemization, Borrowing hydrogen reactions, Direct hydrogenation, Organometallic catalysis, Ruthenium N-heterocyclic carbene (NHC) complexes, Transfer hydrogenation",
author = "Leonid Schwartsburd and Whittlesey, {Michael K.}",
year = "2014",
doi = "10.1002/9783527671229.ch12",
language = "English",
isbn = "9783527334902",
pages = "341--370",
editor = "Nolan, {Steven P}",
booktitle = "N-Heterocyclic Carbenes",
publisher = "Wiley-Blackwell",
address = "USA United States",

}

TY - CHAP

T1 - Ruthenium N-Heterocyclic Carbene Complexes for the Catalysis of Nonmetathesis Organic Transformations

AU - Schwartsburd,Leonid

AU - Whittlesey,Michael K.

PY - 2014

Y1 - 2014

N2 - Ruthenium N-heterocyclic carbene (NHC) complexes have been at the forefront of the development of NHCs into the ubiquitous ligands now found in organometallic catalysis. This chapter reveals quite clearly not only a continued growth in interest in Ru-NHC catalysis, but more obviously, a very significant diversification of catalytic applications. The hydrogenation chemistry of half-sandwich Ru complexes containing primary amino functionalized NHC ligands has been developed principally by the Morris group. Some of the Ru-NHC catalysts active for transfer hydrogenation have also been used in the direct hydrogenation. There has been significant interest and significant developments in the use of Ru-NHC complexes for the so-called borrowing hydrogen reactions, which brings about temporary oxidation of alcohols to aldehydes and ketones, which are then utilized for the formation of new C-C and C-N bonds. Neutral half-sandwich complexes of the form [Cp*LRu(NHC)Cl] have been employed in the racemization of chiral alcohols.

AB - Ruthenium N-heterocyclic carbene (NHC) complexes have been at the forefront of the development of NHCs into the ubiquitous ligands now found in organometallic catalysis. This chapter reveals quite clearly not only a continued growth in interest in Ru-NHC catalysis, but more obviously, a very significant diversification of catalytic applications. The hydrogenation chemistry of half-sandwich Ru complexes containing primary amino functionalized NHC ligands has been developed principally by the Morris group. Some of the Ru-NHC catalysts active for transfer hydrogenation have also been used in the direct hydrogenation. There has been significant interest and significant developments in the use of Ru-NHC complexes for the so-called borrowing hydrogen reactions, which brings about temporary oxidation of alcohols to aldehydes and ketones, which are then utilized for the formation of new C-C and C-N bonds. Neutral half-sandwich complexes of the form [Cp*LRu(NHC)Cl] have been employed in the racemization of chiral alcohols.

KW - Alcohol Racemization

KW - Borrowing hydrogen reactions

KW - Direct hydrogenation

KW - Organometallic catalysis

KW - Ruthenium N-heterocyclic carbene (NHC) complexes

KW - Transfer hydrogenation

UR - http://www.scopus.com/inward/record.url?scp=84927097395&partnerID=8YFLogxK

U2 - 10.1002/9783527671229.ch12

DO - 10.1002/9783527671229.ch12

M3 - Chapter

SN - 9783527334902

SP - 341

EP - 370

BT - N-Heterocyclic Carbenes

PB - Wiley-Blackwell

ER -