18 Feb 1999 Concerted Reactions: Electrocyclic Processes

2/18/99


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18 Feb 1999 Concerted Reactions: Electrocyclic Processes

Some Definitions...

Some Definitions...

Some Definitions...

Example-thermal ring-opening of cyclobutenes.

Example-thermal ring-opening of cyclobutenes.

Example-thermal ring-opening of cyclobutenes.

Example-thermal ring-opening of cyclobutenes.

Example-thermal ring-opening of cyclobutenes.

Example-thermal ring-opening of cyclobutenes.

Example-thermal ring-opening of cyclobutenes.

Example-thermal ring-opening of cyclobutenes.

Example-thermal ring-opening of cyclobutenes.

Some Definitions...

Example-thermal ring-opening of cyclohexadienes.

Example-thermal ring-opening of cyclohexadienes.

Example-thermal ring-opening of cyclohexadienes.

Example-thermal ring-opening of cyclohexadienes.

Example-thermal ring-opening of cyclohexadienes.

Example-thermal ring-opening of cyclohexadienes.

Wanted....

Example-thermal ring-opening of cyclobutenes.

Reminder...

Wanted....

Example-thermal ring-opening of cyclohexadienes.

Wanted....

General Electrocyclic Reactions

General Electrocyclic Reactions

General Electrocyclic Reactions

General Electrocyclic Reactions

Disrotatory

Conrotatory

Conrotatory

Example-thermal ring-opening of cyclobutenes.

The Conservation of Orbital Symmetry

butadiene cyclobutene ?

butadiene cyclobutene ?

butadiene cyclobutene ?

butadiene cyclobutene ?

butadiene cyclobutene ?

butadiene cyclobutene ?

Example-thermal ring-opening of cyclohexadienes.

hexatriene

hexatriene

hexatriene

hexatriene

hexatriene

hexatriene

hexatriene

hexatriene

hexatriene

hexatriene

hexatriene

hexatriene

PPT Slide

PPT Slide

PPT Slide

PPT Slide

Remember...

Selection Rule for Electrocyclic Transformation

Some Definitions...

Selection Rule for Electrocyclic Transformation

Selection Rule for Electrocyclic Transformation

Selection Rule for Electrocyclic Transformation

Example... (Td = 6)

Example... (Td = 6)

Example... (Td = 6)

Example... (Td = 6)

Example... (Td = 6)

Example... (Td = 6)

Dewar Benzene

Dewar Benzene

Dewar Benzene

Dewar Benzene

Dewar Benzene

PPT Slide

Cope Rearrangement

Cope Rearrangement - 3 limiting mechs

Cope Rearrangement - 3 limiting mechs

Cope Rearrangement - 3 limiting mechs

Cope Rearrangement

Cope Rearrangement

Cope Rearrangement

Cope Rearrangement

Cope Rearrangement

Cope Rearrangement = Concerted

PPT Slide

PPT Slide

End Lecture

Author: Grabowski

Email: joeg+@pitt.edu

Home Page: http://www.pitt.edu/~joeg