A Family of Thiazolium Salt Derived N??Heterocyclic Carbenes (NHCs) for Organocatalysis: Synthesis, Investigation and Application in Cross??Benzoin Condensation

…, MD Pawelczyk, K Hirano, R Fröhlich…

Index: Piel, Isabel; Pawelczyk, Marius D.; Hirano, Keiichi; Froehlich, Roland; Glorius, Frank European Journal of Organic Chemistry, 2011 , # 28 p. 5475 - 5484

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Citation Number: 41

Abstract

Abstract A family of thiazolium salt derived N-heterocyclic carbenes (NHCs) bearing sterically demanding aryl substituents on the nitrogen and with varying backbone substitution patterns have been synthesized. Investigation of the catalytic activity of these NHCs in a number of benzoin-type coupling reactions revealed markedly different levels of reactivity and selectivity. To elucidate the underlying factors leading to differences in ...