Bulletin of the Chemical Society of Japan · 1980 · 57 citations · 18 references
Diastereoisomeric PairsNmr SpectroscopyBiochemistryEngineeringNatural SciencesSeveral Aliphatic AlcoholsSpectra-structure CorrelationConformational StudyStructure ElucidationOrganic ChemistryAttractive Alkyl/phenyl InteractionQuantum ChemistryChemistrySupramolecular ChemistryGeneral OccurrenceMolecular ChemistryPhenyl GroupBiophysics
Abstract The conformation has been studied, by means of NMR spectroscopy, for diastereoisomeric pairs of a series of alcohols having the following general structure: CH_3CH(C_6H_5)CH(OH)–R where R is a methyl, ethyl, isopropyl, or a t-butyl group. It has been demonstrated that the alkyl group (R) is oriented close to the phenyl group in the most preferred conformations; this conclusion is essentially in accord with the results obtained for the structurally related sulfoxides. The general occurrence of an attractive interaction (the CH/π interaction) has, therefore, been suggested between an alkyl and a phenyl group.
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