Newly synthesized furanoside-based NHC ligands for the arylation of aldehydes

Authors: SERPİL DENİZALTI, FATMA ÇETİN TELLİ, SELİN YILDIRAN, AZİZE YEŞİM SALMAN, BEKİR ÇETİNKAYA

Abstract: New furanoside-based NHC precursor salts (2) were synthesized using amino alcohols from the chloralose derivatives of glucose (a), galactose (b), and mannose (c). The novel compounds were fully characterized by $^{1}$H NMR, $^{13}$C NMR, and elemental analyses. The catalytic activities of these salts were tested in the arylation of aldehydes as catalysts that were generated in situ from [RhCl(COD)]$_{2}$. In addition, 2a was converted to the rhodium complex 3a in order to compare the results obtained in situ. The newly synthesized compounds were very efficient in terms of yield; nevertheless they did not exhibit a chiral induction.

Keywords: N-heterocyclic carbene, carbohydrates, arylation of aldehydes, rhodium

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