Nucleophilic Attack in Methoxycarbenes: Heterolytic Cleavage of the Carbon (sp 3 )–Oxygen Bond versus Aminolysis
DATE:
2013-07-31
UNIVERSAL IDENTIFIER: http://hdl.handle.net/11093/7408
EDITED VERSION: https://pubs.acs.org/doi/10.1021/om400565c
UNESCO SUBJECT: 2303.21 Compuestos Organometálicos
DOCUMENT TYPE: article
ABSTRACT
The iridium methoxycarbene [IrCp*Cl{C(OMe)CHCPh2}(PPh2Me)]PF6 (3) can undergo a clean attack by nucleophiles at least by two different pathways: (1) an unusual nucleophilic attack of primary, secondary, and tertiary amines at the sp3 carbon–oxygen bond, which gives an acyl complex and amine alkylation and (2) a nucleophilic attack of the ammonia at the carbenic carbon, which forms a primary aminocarbene.
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