Abstract

Facile access towards a small library of unsymmetrical ammonium salt-tagged N-heterocyclic carbene gold(i) complexes is described, and their application as recyclable catalysts in cyclization reactions of acetylenic carboxylic acids and amides to lactones and lactams, respectively, in aqueous media is demonstrated. Catalyst was applied in the synthesis of 2-epi-clausemarine A ().

Highlights

  • Sustainable chemistry is a frequently used term which indicates economic, ecological friendly and safe transformations.the development of new chemical reactions should combine waste prevention, use of nonhazardous solvents, and renewable raw materials.[1]

  • N-heterocyclic carbene (NHC) metal complexes were linked to water-soluble polymers[3,4] or silicabased surfaces[4] and carbohydrates.[5]

  • The synthesis of the ammonium salt-tagged NHC–gold complexes 1 started with the formation of N-arylimidazoles 2a and 2b (Scheme 1)

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Summary

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Faster, better: modular synthesis of unsymmetrical ammonium salt-tagged NHC–gold(I) complexes and their application as recyclable catalysts in water†

Katrin Belger and Norbert Krause*
Introduction
Medium Cycle
Substrateb R
Conclusions
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