Structural and energetic consequences of replacing one or more carbon atoms in small, cyclic and acyclic hydrocarbons with electronegative atoms or groups are reviewed. In this first part, the conformation-dependent steric and stereoelectronic effects on the properties (energies, structural parameters, etc.) of small molecular building blocks are scrutinized and these molecules are then used in a “fragment analysis” of larger molecules, such as carbohydrates or other mono- and polyheterocycles. Satisfactory results were obtained for molecules with single and multiple instances of anomeric and gauche effects involving O and N heteroatoms.
|Original language||American English|
|Journal||Journal of Molecular Structure: THEOCHEM|
|State||Published - 1997|