Theory of Orientation and Stereoselection
E873258
Theory of Orientation and Stereoselection is a theoretical framework in organic chemistry that explains and predicts the regio- and stereochemical outcomes of reactions based on frontier molecular orbital interactions.
Statements (32)
| Predicate | Object |
|---|---|
| instanceOf | theoretical framework in organic chemistry ⓘ |
| aimsTo | provide unified explanation of orientation and stereoselection in reactions ⓘ |
| appliesTo |
conjugate additions
ⓘ
cycloaddition reactions ⓘ electrophilic aromatic substitution ⓘ nucleophilic additions to carbonyl compounds ⓘ pericyclic reactions ⓘ sigmatropic rearrangements ⓘ |
| assumes | control of selectivity by frontier orbitals ⓘ |
| basedOn | frontier molecular orbital interactions ⓘ |
| category |
molecular orbital theory application
ⓘ
reaction mechanism theory ⓘ |
| comparesWith | empirical substituent effects models ⓘ |
| concerns |
energy and symmetry matching of reacting orbitals
ⓘ
interaction of occupied and unoccupied molecular orbitals ⓘ |
| explains | regio- and stereochemical outcomes of reactions ⓘ |
| field | organic chemistry ⓘ |
| focusesOn |
regioselectivity
ⓘ
stereoselectivity ⓘ |
| predicts |
diastereoselectivity
ⓘ
enantioselectivity ⓘ facial selectivity ⓘ orientation of bond cleavage ⓘ orientation of bond formation ⓘ |
| relates |
orbital coefficients to reaction sites
ⓘ
phase relationships of orbitals to stereochemical outcome ⓘ |
| usedFor |
designing stereoselective synthetic routes
ⓘ
predicting major and minor products in organic reactions ⓘ rationalizing experimental selectivity trends ⓘ |
| usesConcept |
HOMO–LUMO interactions
ⓘ
frontier molecular orbital theory ⓘ molecular orbital symmetry ⓘ |
Referenced by (1)
Full triples — surface form annotated when it differs from this entity's canonical label.