Nickel (II) chloride hexahydrate catalyzed reaction of aromatic aldehydes with 2-mercaptoethanol: formation of supramolecular helical assemblage of the product

RA Laskar, NA Begum, MH Mir, MR Rohman…

Index: Laskar, Rajibul A.; Begum, Naznin A.; Mir, Mohammad Hedayetullah; Rohman, Md. Rumum; Khan, Abu T. Tetrahedron Letters, 2013 , vol. 54, # 44 p. 5839 - 5844

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Abstract

Abstract Various aromatic aldehydes on reaction with 2-mercaptoethanol provided an unanticipated product, bis (2-hydroxyethyl) dithioacetals (3) as the major product along with the expected product 1, 3-oxathiolanes (4) in the presence of 0.05 equiv amount of nickel (II) chloride hexahydrate (NiCl 2· 6H 2 O) under solvent-free conditions. Products 3c and 3e exhibit an interesting hydrogen-bonded infinite supra-molecular helical structure.