β-Lactam and penicillin substituted mesoionic metal carbene complexes
Author(s) -
Marta G. Avello,
María Moreno-Latorre,
Marı́a C. de la Torre,
Luis Casarrubios,
Heinz Gornitzka,
Catherine Hemmert,
Miguel Á. Sierra
Publication year - 2022
Publication title -
organic and biomolecular chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.923
H-Index - 146
eISSN - 1477-0539
pISSN - 1477-0520
DOI - 10.1039/d2ob00216g
Subject(s) - mesoionic , chemistry , regioselectivity , transmetalation , cycloisomerization , carbene , ring (chemistry) , triazole , penicillin , medicinal chemistry , catalysis , alkylation , alkyne , stereochemistry , combinatorial chemistry , organic chemistry , antibiotics , biochemistry
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.
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