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Electrocyclic reactions Frontier Orbital analysis

The frontier orbital analysis of electrocyclic reactions focuses on the HOMO of the open-chain polyene. [Pg.392]

Analysis of a reaction by frontier orbital theory has additional benefits, particularly for predicting reactivity and stereochemistry. Woodward and Hoffman pointed out "that electrocyclic reactions followed the stereochemistry dictated by the symmetry, or nodal properties of the HOMO of the polyene".This concept of orbital symmetry will be important for discussions of all pericyclic reactions. Of particular importance is the difference in energy between the HOMO one Ji system and the LUMO of a second Jt-system, because this will be used to predict reactivity in pericyclic reactions (see below). [Pg.919]

Generalization of either the frontier orbital, the orbital symmetry, or the transition-state aromaticity analysis leads to the same conclusion about the preferred stereochemistry for concerted thermal electrocyclic reactions The stereochemistry is a function of the number of electrons involved. Processes involving 4n + 2 electrons will be disrotatory those involving 4n electrons will be conrotatory for Hiickel transition states. The converse holds for Mobius transition states. [Pg.433]


See other pages where Electrocyclic reactions Frontier Orbital analysis is mentioned: [Pg.1200]    [Pg.102]    [Pg.108]    [Pg.28]   
See also in sourсe #XX -- [ Pg.102 ]




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