1 / 13

Direct Arylation

Direct Arylation. Speaker: Chien -An Chen Teacher: Guey -Sheng Liou. Important bi(hetero)aryls. Direct Arylation V.S. Traditional Cross-Coupling. Define of direct arylation : Through cleavage of C-H bond. Advantage of direct arylation : Without metallic halides by-product

linore
Download Presentation

Direct Arylation

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. Direct Arylation Speaker: Chien-An Chen Teacher: Guey-Sheng Liou

  2. Important bi(hetero)aryls

  3. Direct Arylation V.S. Traditional Cross-Coupling Define of direct arylation: Through cleavage of C-H bond Advantage of direct arylation: Without metallic halides by-product →good for enviorment Reduce the synthetic operations →economical

  4. Category of Direct Arylation

  5. Direct Arylation with Organometallic Reagents (Rh-cat.)

  6. Direct Arylation with Organometallic Reagents (Pd-cat.)

  7. Direct Arylation with Organometallic Reagents (Ru-cat.)

  8. DehydrogenativeArylation

  9. Direct Arylation with (Pseudo)Halides (Pd-cat.)

  10. Direct Arylation on LBG polymer UllrichScherf et al. , ACS Macro Lett. 2012, 1, 465−468

  11. Direct Arylation on LBG polymer TakakiKanbara et al. , ACS Macro Lett. 2012, 1, 67−70

  12. Direct Arylation on LBG polymer • Disadvantage: The critical factor of direct arylation polymerization is regioselectivity. Example: Solution method: Use protecting group, methyl, to protect 3-position of thiophene. Example: The two hydrogen atoms are also reactive Cross-linked polymer

  13. Conclusion • Until very recently, the majority of catalytic direct arylationshave been accomplished with palladium, rhodium, or ruthenium catalysts. However, less-expensive copper, iron, and nickel compounds have been shown. • The use of atom-economical terminal oxidants and achieving regioselectivity in intermolecular arylations remain significant challenges.

More Related