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

Authors

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

DOI

10.3906/kim-1603-95

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

First Page

689

Last Page

697

Recommended Citation

DENİZALTI, SERPİL; TELLİ, FATMA ÇETİN; YILDIRAN, SELİN; SALMAN, AZİZE YEŞİM; and ÇETİNKAYA, BEKİR (2016) "Newly synthesized furanoside-based NHC ligands for the arylation of aldehydes," Turkish Journal of Chemistry: Vol. 40: No. 5, Article 1. https://doi.org/10.3906/kim-1603-95
Available at: https://journals.tubitak.gov.tr/chem/vol40/iss5/1