Intra‐ and Intermolecular H‐Bonds of Alcohols in DMSO, 1H‐NMR Analysis of Inter‐Residue H‐Bonds in Selected Oligosaccharides: Cellobiose,Lactose, N,N′‐Diacetylchitobiose,Maltose, Sucrose,Agarose, and Hyaluronates

Inter‐residue H‐bonds of oligosaccharides in (D₆)DMSO have been assigned on the basis of a combined interpretation of the chemical shift (δ(OH)), coupling constant (J(H,OH)), and temperature dependence (Δδ(OH)/ΔT) of OH signals. Cellobiose, lactose, and N,N′‐diacetylchitobiose possess a completely persistent C(3)OH???OC(5′) H‐bond. Maltose is characterised by flip‐flop H‐bonds between HO?C(3) and HO?C(2′), and agarose by two weakly persistent inter‐residue H‐bonds. Sucrose forms an equilibrium of differently H‐bonded species, and hyaluronates possess four strong inter‐residue H‐bonds.