Issue 13, 2022

β-Lactam and penicillin substituted mesoionic metal carbene complexes

Abstract

1,2,3-Triazolylidene MIC M-complexes (M = Au, Pd, Pt) having 2-azetidinones and penicillin G substituents at the triazole ring were prepared by CuAAC on 2-azetidinones having a terminal alkyne tethered at N1, followed by alkylation of the 1,2,3-triazole ring and transmetallation [Au(I), Pd(II) and Pt(II)]. The Au–MIC complexes efficiently catalyze the regioselective cycloisomerization of enynes, while the Pt–MIC complexes were efficient catalysts in hydrosilylation reactions.

Graphical abstract: β-Lactam and penicillin substituted mesoionic metal carbene complexes

Supplementary files

Article information

Article type
Paper
Submitted
01 Feb 2022
Accepted
08 Mar 2022
First published
08 Mar 2022

Org. Biomol. Chem., 2022,20, 2651-2660

β-Lactam and penicillin substituted mesoionic metal carbene complexes

M. G. Avello, M. Moreno-Latorre, M. C. de la Torre, L. Casarrubios, H. Gornitzka, C. Hemmert and M. A. Sierra, Org. Biomol. Chem., 2022, 20, 2651 DOI: 10.1039/D2OB00216G

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