Synthesis and characterization of a novel N-F reagent derived from the ethano-Tröger's base: (1)J(FN) coupling constants as a signature for the N-F bond.

Abstract

Methylation of 2,8-dimethyl-6H,12H-5,11-ethanodibenzo[b,f][1,5]-diazocine (ethano-Tröger's base) with methyl iodide followed by ion metathesis and fluorination with N-fluoro-2,3,4,5,6-pentachloropyridinium triflate affords a new electrophilic N-F reagent, that is more reactive than Selectfluor. 2D (19)F-(15)N HMQC experiments provide (1)JNF coupling constants which are diagnostic for the N-F functional group.

DOI: 10.1039/c5cc08375c

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Cite this paper

@article{Pereira2016SynthesisAC, title={Synthesis and characterization of a novel N-F reagent derived from the ethano-Tr{\"{o}ger's base: (1)J(FN) coupling constants as a signature for the N-F bond.}, author={Raul Pereira and Jamie R Wolstenhulme and Graham Sandford and Timothy D W Claridge and V{\'e}ronique Gouverneur and J{\'a}n Cvengro{\vs}}, journal={Chemical communications}, year={2016}, volume={52 8}, pages={1606-9} }