• Home
  • Search Results
  • Heterocoupling of 2-naphthols enabled by a copper-N-heterocyclic carbene complex.

Heterocoupling of 2-naphthols enabled by a copper-N-heterocyclic carbene complex.

Chemical communications (Cambridge, England) (2013-01-30)
Michael Holtz-Mulholland, Mylène de Léséleuc, Shawn K Collins
ABSTRACT

The reactivity of a Cu catalyst for oxidative coupling is modulated by a small molecule additive, diethyl malonate, that slows over-oxidation of 2-naphthols. Efficient heterocoupling between electron-rich and electron-poor 2-naphthols/2-naphthylamines affords C(1)-symmetric BINOLs with yields ranging from 35-98%.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Naphthol, 99%
Sigma-Aldrich
2-Naphthylamine, powder
Supelco
2-Naphthylamine, analytical standard
Sigma-Aldrich
2-Naphthol, 98%
Sigma-Aldrich
2-Naphthol, fluorescence indicator, ≥99.0%
Sigma-Aldrich
2-Naphthol, BioXtra, ≥99.0% (GC)