Samenvatting
A series of Fe–NHC complexes (1–2)c of the fused bicyclic imidazo[1,5-a]pyridine framework of the type [CpFe(2-R-imidazo[1,5-a]pyridin-3-ylidene)(CO)2]BF4 {R = mesityl (1c), nPr (2c)} successfully carried out the synthesis of β-enamino ketones (3–10) and (17–27) and β-enamino esters (11–16) and (28–36) by the condensation of acyclic and cyclic 1,3-dicarbonyl compounds and various aliphatic and aromatic amines in the presence of light irradiation. Quite significantly, the catalytically relevant substrate adduct species of the type [CpFe(NHC)(acac)] (2e) and the product adduct species of the type [CpFe(NHC)(β-enaminone)] (2f) of the Fe–NHC precatalyst (2c) have been detected by mass spectrometry study. The [CpFe(2-R-imidazo[1,5-a]pyridin-3-ylidene)(CO)2]BF4 {R = mesityl (1c), nPr (2c)} complexes were obtained from their respective N–heterocyclic carbene precursors namely, the 2-R-imidazo[1,5-a]pyridin-2-ium chloride {R = mesityl (1a), nPr (2a)} by the reaction with CpFe(CO)2I in the presence of KN(SiMe3)2 followed by the salt metathesis reaction with AgBF4.
| Originele taal-2 | Engels |
|---|---|
| Pagina's (van-tot) | 295-313 |
| Aantal pagina's | 19 |
| Tijdschrift | European Journal of Inorganic Chemistry |
| Volume | 2019 |
| Nummer van het tijdschrift | 2 |
| DOI's | |
| Status | Gepubliceerd - 17 jan. 2019 |
| Extern gepubliceerd | Ja |
Bibliografische nota
Publisher Copyright:© 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Financiering
We thank the Department of Science and Technology (EMR/2014/000254), New Delhi, India, and the Council of Scientific & Industrial Research (CSIR) {01(2880)/17/EMR-II} New Delhi, India, for financial support of this research. We gratefully acknowledge the Single Crystal X-ray Diffraction Facility, Department of Chemistry, IIT Bombay, Mumbai, India, for the crystallographic characterization data. A. P. P. and M. K. G. thank the CSIR, New Delhi, India, for research fellowships. We thank the Department of Science and Technology (EMR/ 2014/000254), New Delhi, India, and the Council of Scientific & Industrial Research (CSIR) {01(2880)/17/EMR-II} New Delhi, India, for financial support of this research. We gratefully acknowledge the Single Crystal X-ray Diffraction Facility, Department of Chemistry, IIT Bombay, Mumbai, India, for the crystallographic characterization data. A. P. P. and M. K. G. thank the CSIR, New Delhi, India, for research fellowships.