User:Benjah-bmm27/degree/2/APD
Introduction
[edit]"Stereochemistry and Conformation", Professor Anthony Davis
Stereochemistry
[edit]Chirality
[edit]- Optical rotation
- Cahn–Ingold–Prelog priority rules
- Chirality (chemistry)
- Axial chirality
- Atropisomers: "stereoisomers resulting from hindered rotation about single bonds where the steric strain barrier to rotation is high enough to allow for the isolation of the conformers". Example: substituted biphenyls.
Angew. Chem. Int. Ed. (2005) 44, 5384–5427,
Tetrahedron Lett. (1990) 31, 5409–5412
- Atropisomers: "stereoisomers resulting from hindered rotation about single bonds where the steric strain barrier to rotation is high enough to allow for the isolation of the conformers". Example: substituted biphenyls.
- Planar chirality — synonymous with axial chirality?
- Axial chirality
- Stereocenter
- Absolute configuration
- Enantiomer
- Diastereomer
- Meso compound
Conformation
[edit]Cyclooalkanes
[edit]- Baeyer strain
- Pitzer strain
- Cycloalkanes
- Cyclopropanes - planar by definition
- Cyclobutanes - puckered to avoid eclipsing interactions
- Cyclopentanes - envelope conformation
- Cyclohexane conformation - chair form, boat form, twist boat, twist chair
- Cyclooctanes have many low-energy conformations, but the stablest one is the boat-chair (Jmol)
- Anomeric effect: anomers are epimers of cyclic saccharides that differ only in their configuration at the anomeric carbon (= the hemiacetal or hemiketal carbon)