1 / 19

Research - Dr. Justik’s Group

Research - Dr. Justik’s Group. Synthesis and Structure of Hypervalent Iodine Compounds. Hypervalent Iodine Compounds. The concept “ hypervalent iodine ” refers to the unique bonding interaction in iodine(III) and (V) compounds:. Hypervalent Iodine Compounds.

Download Presentation

Research - Dr. Justik’s Group

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. Research - Dr. Justik’s Group Synthesis and Structure of Hypervalent Iodine Compounds

  2. Hypervalent Iodine Compounds • The concept “hypervalent iodine” refers to the unique bonding interaction in iodine(III) and (V) compounds:

  3. Hypervalent Iodine Compounds • Hypervalent iodine oxidants were the original “green” reagents replacing many toxic metals (lead and thallium) in important synthetic transformations:

  4. Resaerch Interests Synthesis and Reactivity Structure In collaboration with Dr. John Protasiewicz at Case Western Reserve University explore new iodinanes using X-ray crystallography Characterize novel iodinanes of interest from an intellectual curiosity or synthetic challenge aspect • Improvement of “green” synthetic methodology using hypervalent iodine • Exploration of hetereocyclic syntheses • Preparation of novel iodinanes of interest from an intellectual curiosity or synthetic challenge aspect

  5. Synthesis with Hypervalent Iodine 1H-1-hydroxy-5-methyl-1,2,3-benziodoxathiole 3,3-Dioxide HMBI A compact heterocyclic equivalent of HTIB MW 314.10 g/mol Hydroxy(tosyloxy)iodobenzene“Koser’s Reagent” HTIB A mild and useful oxidant that mimics elemental bromine MW 392.22 g/mol

  6. Synthesis with Hypervalent Iodine Improving “green” methods with HMBI - MWJ

  7. Synthesis with Hypervalent Iodine

  8. Synthesis with Hypervalent Iodine • Heterocyclic Synthesis

  9. Synthesis with Hypervalent Iodine • Heterocyclic Synthesis (Melanie Knowlton ’10, Rachael Carmichael ‘12)

  10. Synthesis with Hypervalent Iodine • Attempted Heterocyclic Synthesis – (Heather Sopher ‘09, Samantha Kristufek ’11?)

  11. Synthesis with Hypervalent Iodine • Attempted Heterocyclic Synthesis – (Heather Sopher ‘09, Samantha Kristufek ’11)

  12. Synthesis with Hypervalent Iodine • Heterocyclic Synthesis

  13. Synthesis with Hypervalent Iodine • Synthesis of a Novel Phenyliodonium Betaine - MWJ

  14. Synthesis with Hypervalent Iodine • Synthesis of a Novel Phenyliodonium Betaine - MWJ Brianne Sawders (‘12) is currently exploring the limits of the Suzuki reaction with this betaine

  15. Synthesis with Hypervalent Iodine • Other long-term targets of interest

  16. Structural Studies • Structural Confirmation of an alkenyliodonium salt with a pyridine N-oxide moiety

  17. Structural Studies • Synthesis of a novel phenyliodinium betaine

  18. Structural Studies • First example of a protonated iodosobenzene derivative

  19. Acknowledgements • My Students: • Michelle Borkovec‘06 • Alyssa Zimmerman ‘08. • Heather Sopher’09 • Michael Hughes ’09 • Amanda Dechant’09 • Alex Ekstrom(biology) ’08 • Melanie Knowlton ’09 • Rocky Viggiano‘09 • Samantha Kristufek’11 • Danielle Bittner ’11 • Rachael Carmichael ’12 • Brianne Sawders’12 • Brandon Blanchard ‘12 • Kathryn Sauka ‘14 • Alexis Rowley‘15 • Nick Burton‘15 • Anita Brkic’15 • Johnny Lorigan’15 • Zak Ekstrom’15

More Related