Highly efficient N-heterocyclic carbene/ruthenium catalytic systems for the acceptorless dehydrogenation of alcohols to carboxylic acids: Effects of ancillary and additional ligands

Wan Qiang Wang, Hua Cheng, Ye Yuan, Yu Qing He, Hua Jing Wang, Zhi Qin Wang, Wei Sang, Cheng Chen, Francis Verpoort

Research output: Contribution to journalArticle

Abstract

The transition-metal-catalyzed alcohol dehydrogenation to carboxylic acids has been identified as an atom-economical and attractive process. Among various catalytic systems, Ru-based systems have been the most accessed and investigated ones. With our growing interest in the discovery of new Ru catalysts comprising N-heterocyclic carbene (NHC) ligands for the dehydrogenative reactions of alcohols, we designed and prepared five NHC/Ru complexes ([Ru]-1–[Ru]-5) bearing different ancillary NHC ligands. Moreover, the effects of ancillary and additional ligands on the alcohol dehydrogenation with KOH were thoroughly explored, followed by the screening of other parameters. Accordingly, a highly active catalytic system, which is composed of [Ru]-5 combined with an additional NHC precursor L5, was discovered, affording a variety of acid products in a highly efficient manner. Gratifyingly, an extremely low Ru loading (125 ppm) and the maximum TOF value until now (4800) were obtained.

Original languageEnglish
Article number10
JournalCatalysts
Volume10
Issue number1
DOIs
Publication statusPublished - Jan 2020

Fingerprint

Ruthenium
carbenes
Dehydrogenation
dehydrogenation
Carboxylic Acids
Carboxylic acids
carboxylic acids
ruthenium
alcohols
Alcohols
Ligands
ligands
Bearings (structural)
Transition metals
Screening
Atoms
Catalysts
screening
Acids
transition metals

Keywords

  • Additional ligands
  • Ancillary ligands
  • Carboxylic acids
  • N-heterocyclic carbenes (NHCs)
  • Ruthenium (Ru)

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry

Cite this

Highly efficient N-heterocyclic carbene/ruthenium catalytic systems for the acceptorless dehydrogenation of alcohols to carboxylic acids : Effects of ancillary and additional ligands. / Wang, Wan Qiang; Cheng, Hua; Yuan, Ye; He, Yu Qing; Wang, Hua Jing; Wang, Zhi Qin; Sang, Wei; Chen, Cheng; Verpoort, Francis.

In: Catalysts, Vol. 10, No. 1, 10, 01.2020.

Research output: Contribution to journalArticle

Wang, Wan Qiang ; Cheng, Hua ; Yuan, Ye ; He, Yu Qing ; Wang, Hua Jing ; Wang, Zhi Qin ; Sang, Wei ; Chen, Cheng ; Verpoort, Francis. / Highly efficient N-heterocyclic carbene/ruthenium catalytic systems for the acceptorless dehydrogenation of alcohols to carboxylic acids : Effects of ancillary and additional ligands. In: Catalysts. 2020 ; Vol. 10, No. 1.
@article{f96b79a54af345cea8e3af8a61230fa9,
title = "Highly efficient N-heterocyclic carbene/ruthenium catalytic systems for the acceptorless dehydrogenation of alcohols to carboxylic acids: Effects of ancillary and additional ligands",
abstract = "The transition-metal-catalyzed alcohol dehydrogenation to carboxylic acids has been identified as an atom-economical and attractive process. Among various catalytic systems, Ru-based systems have been the most accessed and investigated ones. With our growing interest in the discovery of new Ru catalysts comprising N-heterocyclic carbene (NHC) ligands for the dehydrogenative reactions of alcohols, we designed and prepared five NHC/Ru complexes ([Ru]-1–[Ru]-5) bearing different ancillary NHC ligands. Moreover, the effects of ancillary and additional ligands on the alcohol dehydrogenation with KOH were thoroughly explored, followed by the screening of other parameters. Accordingly, a highly active catalytic system, which is composed of [Ru]-5 combined with an additional NHC precursor L5, was discovered, affording a variety of acid products in a highly efficient manner. Gratifyingly, an extremely low Ru loading (125 ppm) and the maximum TOF value until now (4800) were obtained.",
keywords = "Additional ligands, Ancillary ligands, Carboxylic acids, N-heterocyclic carbenes (NHCs), Ruthenium (Ru)",
author = "Wang, {Wan Qiang} and Hua Cheng and Ye Yuan and He, {Yu Qing} and Wang, {Hua Jing} and Wang, {Zhi Qin} and Wei Sang and Cheng Chen and Francis Verpoort",
year = "2020",
month = "1",
doi = "10.3390/catal10010010",
language = "English",
volume = "10",
journal = "Catalysts",
issn = "2073-4344",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "1",

}

TY - JOUR

T1 - Highly efficient N-heterocyclic carbene/ruthenium catalytic systems for the acceptorless dehydrogenation of alcohols to carboxylic acids

T2 - Effects of ancillary and additional ligands

AU - Wang, Wan Qiang

AU - Cheng, Hua

AU - Yuan, Ye

AU - He, Yu Qing

AU - Wang, Hua Jing

AU - Wang, Zhi Qin

AU - Sang, Wei

AU - Chen, Cheng

AU - Verpoort, Francis

PY - 2020/1

Y1 - 2020/1

N2 - The transition-metal-catalyzed alcohol dehydrogenation to carboxylic acids has been identified as an atom-economical and attractive process. Among various catalytic systems, Ru-based systems have been the most accessed and investigated ones. With our growing interest in the discovery of new Ru catalysts comprising N-heterocyclic carbene (NHC) ligands for the dehydrogenative reactions of alcohols, we designed and prepared five NHC/Ru complexes ([Ru]-1–[Ru]-5) bearing different ancillary NHC ligands. Moreover, the effects of ancillary and additional ligands on the alcohol dehydrogenation with KOH were thoroughly explored, followed by the screening of other parameters. Accordingly, a highly active catalytic system, which is composed of [Ru]-5 combined with an additional NHC precursor L5, was discovered, affording a variety of acid products in a highly efficient manner. Gratifyingly, an extremely low Ru loading (125 ppm) and the maximum TOF value until now (4800) were obtained.

AB - The transition-metal-catalyzed alcohol dehydrogenation to carboxylic acids has been identified as an atom-economical and attractive process. Among various catalytic systems, Ru-based systems have been the most accessed and investigated ones. With our growing interest in the discovery of new Ru catalysts comprising N-heterocyclic carbene (NHC) ligands for the dehydrogenative reactions of alcohols, we designed and prepared five NHC/Ru complexes ([Ru]-1–[Ru]-5) bearing different ancillary NHC ligands. Moreover, the effects of ancillary and additional ligands on the alcohol dehydrogenation with KOH were thoroughly explored, followed by the screening of other parameters. Accordingly, a highly active catalytic system, which is composed of [Ru]-5 combined with an additional NHC precursor L5, was discovered, affording a variety of acid products in a highly efficient manner. Gratifyingly, an extremely low Ru loading (125 ppm) and the maximum TOF value until now (4800) were obtained.

KW - Additional ligands

KW - Ancillary ligands

KW - Carboxylic acids

KW - N-heterocyclic carbenes (NHCs)

KW - Ruthenium (Ru)

UR - http://www.scopus.com/inward/record.url?scp=85077193187&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85077193187&partnerID=8YFLogxK

U2 - 10.3390/catal10010010

DO - 10.3390/catal10010010

M3 - Article

AN - SCOPUS:85077193187

VL - 10

JO - Catalysts

JF - Catalysts

SN - 2073-4344

IS - 1

M1 - 10

ER -