FMO - ν220d29 2 β 2[2 2 cycloaddition • Can you react...

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Introduction to FMO Theory AO. AO MO* MO
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LUMO HOMO LUMO HOMO
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Introduction to FMO Theory
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No net stabilization Net Stabilization
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E HOMO LUMO
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h ν LUMO HOMO
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h ν LUMO HOMO SOMO
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σ * s-s s s-s + s * p-p s p-p + s * sp 3 -sp 3 s sp 3 -sp 3 + s * s-sp 3 s s-sp 3 + + p* p-p p p-p
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Electrocyclic Reactions
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Example Me Me Me Me
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Me Me LUMO HOMO
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LUMO HOMO E
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LUMO HOMO E
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LUMO HOMO E
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Me Me
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Me Me HOMO
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Me Me HOMO
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Me Me HOMO Orbital match
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Me Me HOMO Orbital match
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Me Me LUMO HOMO Orbital match
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Me Me Me Me LUMO HOMO Orbital match
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Me Me LUMO HOMO Orbital match
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Me Me Me Me
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Me Me Me Me h ν
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ψ 4 y 3 y 2 y 1 Me Me LUMO HOMO HOMO LUMO
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Me Me Me Me HOMO LUMO h ν
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Cycloaddition Reactions
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Unformatted text preview: ν220d29 2 . β 2 + [2+2] cycloaddition • Can you react two ethylene molecules by thermal conditions ? Heat + Orbital Analysis of [2+2]Cycloaddition Reaction No Match Match Molecule 1 Molecule 2 LUMO HOMO LUMO HOMO SOMO * h ν ΛΥΜΟ ΗΟΜΟ SOMO * h ν ΛΥΜΟ ΗΟΜΟ Μολεχυλε1Μολεχυλε2 SOMO * h ν ΛΥΜΟ ΗΟΜΟ Μολεχυλε1Μολεχυλε2 Ματχη Regiochemical Predictions O-Me O-Me O-Me Me-O Me-O O-Me and / or h ν + CH 2-O-Me ψ 1 ψ 1 hn HOMO y 2 y 2 SOMO * y 3 y 3 LUMO as a model for...
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This note was uploaded on 03/03/2012 for the course OCHEM 241 taught by Professor Dasan during the Fall '10 term at Colby.

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FMO - ν220d29 2 β 2[2 2 cycloaddition • Can you react...

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