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Keywords:

  • Nitrogen heterocycles;
  • Carbenes;
  • Rhodium;
  • Carbohydrates;
  • Chirality

Abstract

A chiral imidazolinium salt with two bulky carbohydrate subunits, N,N′-1,3-bis(methyl 4,6-O-benzylidene-3-deoxy-α-D-altropyrano-3-yl)imidazolinium chloride (4), was synthesized in high yield. Deprotonation of 4 with sodium tert-butoxide in the presence of [RhCl(COD)]2 produced NHC-coordinated rhodium complex 5 along with water adduct 6 to a lesser extent depending on the moisture content of the reaction mixture. These compounds were fully characterized by IR, MS, and 1H and 13C{1H} NMR spectroscopy.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)