1 / 8

ELECTROPHILIC SPECIES IN EAS

ELECTROPHILIC SPECIES IN EAS. Summary of Directing Effects FOUR CATEGORIES:. I. Strongly activating, ortho/para-directing (eg. –OMe, I, R) II. Weakly activating, ortho/ para-directing (eg. –C H 3 I) III. Weakly deactivating, ortho/ para-directing (eg. –CI, I, R)

sarai
Download Presentation

ELECTROPHILIC SPECIES IN EAS

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. ELECTROPHILIC SPECIES IN EAS

  2. Summary of Directing Effects FOUR CATEGORIES: I. Strongly activating, ortho/para-directing (eg. –OMe, I, R) II. Weakly activating, ortho/ para-directing (eg. –CH3I) III. Weakly deactivating, ortho/ para-directing (eg. –CI, I, R) IV. Deactivating, meta-directing (eg. -NO2, I) I. Strongly activating, ortho/para directing (LP electrons) (eg. -OMe, Inductive and Resonance effects)

  3. I. Strongly activating, ortho/para directing (eg. -OMe, inductive, resonance) Reaction Coordinate II. Weakly activating, ortho/para directing (eg. -CH3 inductive)

  4. Stability of Sigma Complex Defines Outcome Intermediate is more stable if nitr atior occurs at the ortho or para position. II. Weakly activating, ortho/para directing (eg. -CH3 inductive)

  5. III. Weakly deactivating, ortho/para directing (eg. -Cl, Inductive/Resonance) Chlorobenzene III. Weakly deactivating, ortho/para directing (eg. -Cl, Inductive/Resonance)

  6. IV. Deactivating, meta directing (eg. -NO2 , inductive) IV. Deactivating, meta directing (eg. -NO2 , inductive) Positive or partial positive charge on substituent very unfavorable in σcomplex.

  7. SYNTHETIC STRATEGIES WITH AROMATIC COMPOUNDS Steric Effects in Electrophllic Aromatic Substitution

  8. STERIC EFFECTS IN ELECTROPHILIC AROMATIC SUBSTITUTION Reaction with Br2/FeBr3 to afford monobrominated derivative Statistically 66%ortho/33%para)

More Related