General and mild Ni-0-catalyzed alpha-arylation of ketones using aryl chlorides
- Author
- Jose A Fernandez-Salas, Enrico Marelli, David B Cordes, Alexandra MZ Slawin and Steven Nolan (UGent)
- Organization
- Abstract
- A general methodology for the alpha-arylation of ketones using a nickel catalyst has been developed. The new well-defined [Ni(IPr*)(cin) Cl] (1c) pre-catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl-based Ni-N-heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC-Ni catalysts. Preliminary mechanistic studies suggest a Ni-0/Ni-II catalytic cycle to be at play.
- Keywords
- aryl chlorides, cross-coupling reactions, ketone arylation, N-heterocyclic carbenes, nickel, synthetic methods, CATALYZED CARBOXYLATION, ACYCLIC KETONES, SUZUKI-MIYAURA, C-N, COMPLEXES, HALIDES, AMIDES, ACETONE, DERIVATIVES, SELECTIVITY
Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8168339
- MLA
- Fernandez-Salas, Jose A., et al. “General and Mild Ni-0-Catalyzed Alpha-Arylation of Ketones Using Aryl Chlorides.” CHEMISTRY-A EUROPEAN JOURNAL, vol. 21, no. 10, 2015, pp. 3906–09.
- APA
- Fernandez-Salas, J. A., Marelli, E., Cordes, D. B., Slawin, A. M., & Nolan, S. (2015). General and mild Ni-0-catalyzed alpha-arylation of ketones using aryl chlorides. CHEMISTRY-A EUROPEAN JOURNAL, 21(10), 3906–3909.
- Chicago author-date
- Fernandez-Salas, Jose A, Enrico Marelli, David B Cordes, Alexandra MZ Slawin, and Steven Nolan. 2015. “General and Mild Ni-0-Catalyzed Alpha-Arylation of Ketones Using Aryl Chlorides.” CHEMISTRY-A EUROPEAN JOURNAL 21 (10): 3906–9.
- Chicago author-date (all authors)
- Fernandez-Salas, Jose A, Enrico Marelli, David B Cordes, Alexandra MZ Slawin, and Steven Nolan. 2015. “General and Mild Ni-0-Catalyzed Alpha-Arylation of Ketones Using Aryl Chlorides.” CHEMISTRY-A EUROPEAN JOURNAL 21 (10): 3906–3909.
- Vancouver
- 1.Fernandez-Salas JA, Marelli E, Cordes DB, Slawin AM, Nolan S. General and mild Ni-0-catalyzed alpha-arylation of ketones using aryl chlorides. CHEMISTRY-A EUROPEAN JOURNAL. 2015;21(10):3906–9.
- IEEE
- [1]J. A. Fernandez-Salas, E. Marelli, D. B. Cordes, A. M. Slawin, and S. Nolan, “General and mild Ni-0-catalyzed alpha-arylation of ketones using aryl chlorides,” CHEMISTRY-A EUROPEAN JOURNAL, vol. 21, no. 10, pp. 3906–3909, 2015.
@article{8168339,
abstract = {A general methodology for the alpha-arylation of ketones using a nickel catalyst has been developed. The new well-defined [Ni(IPr*)(cin) Cl] (1c) pre-catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl-based Ni-N-heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC-Ni catalysts. Preliminary mechanistic studies suggest a Ni-0/Ni-II catalytic cycle to be at play.},
author = {Fernandez-Salas, Jose A and Marelli, Enrico and Cordes, David B and Slawin, Alexandra MZ and Nolan, Steven},
issn = {0947-6539},
journal = {CHEMISTRY-A EUROPEAN JOURNAL},
keywords = {aryl chlorides,cross-coupling reactions,ketone arylation,N-heterocyclic carbenes,nickel,synthetic methods,CATALYZED CARBOXYLATION,ACYCLIC KETONES,SUZUKI-MIYAURA,C-N,COMPLEXES,HALIDES,AMIDES,ACETONE,DERIVATIVES,SELECTIVITY},
language = {eng},
number = {10},
pages = {3906--3909},
title = {General and mild Ni-0-catalyzed alpha-arylation of ketones using aryl chlorides},
url = {http://dx.doi.org/10.1002/chem.201406457},
volume = {21},
year = {2015},
}
- Altmetric
- View in Altmetric
- Web of Science
- Times cited: