Check out the last major work from my time at UCLA! We developed a misuse deterrent peptide-based oxycodone prodrug for the treatment of acute pain. This is yet another testament to the work that federally funded research can enable! @uclachem
https://t.co/hr20Fm4NHN
My undergraduate advisor, Fred Hawthorne, once wrote, “One cannot fail to love borane chemistry since it recaptures the early days of organic chemistry and the attendant sense of rewarding exploration."
Embracing that spirit, our new study in @J_A_C_S - draws a connection between the world of borane chemistry and the familiar lessons of college organic chemistry, specifically, the concept of directing effects in electrophilic aromatic substitution reactions of benzene.
We show that by attaching two positively charged amine groups to an icosahedral borane cluster, we can guide chemical reactions to occur selectively at the boron atoms farthest from those groups. Remarkably, these transformations proceed with both high selectivity and surprising ease, offering a vivid and unexpected parallel to the reactivity patterns taught in introductory chemistry courses (albeit with a different molecule class).
Read more here: https://t.co/6yGL8cXTjS
Several years in the making: we show how exopolyhedral substituents on a symmetrical dodecaborate cluster result in a perfect electronic directing effect and vertex-precise functionalization. Carboranes without Cage Carbons: closo-Dodecaborate Mimics of Neutral closo-Carboranes | ChemRxiv - https://t.co/9or1zg9mgI
The main findings, both experimentally observed and empirically determined, are detailed in these studies! 3/3
https://t.co/68Auc3MaTl
https://t.co/acerlkBh9Z
https://t.co/9U2a7LRnPL
https://t.co/u2PySf2qum
https://t.co/hB1VUnuVvz
Over the last few years, we've figured out how to change the rates of elementary steps in Au(I)/Au(III) redox reactions, specifically oxidative addition, ligand exchange, and reductive elimination, by modifying the steric and electronic properties of the ligand and substrate! 1/3
I thought it would be helpful to distill all of this hard work by our group and others into a cheat sheet to help out any Au(I)/Au(III) practitioners! I hope that it's both informative and helpful for the development of Au-catalyzed and Au-mediated transformations! 2/3
Happy to see our latest pursuit in Au(III)-mediated S-arylation out as a preprint now! We demonstrate the utility of computational screening of P,N-ligands for S-arylation, resulting in some very rapid reactions!
@organomimetic@HeatherDMaynard
https://t.co/fc1YY8bn8a
Check out our new preprint where we determine the factors that govern selective S-arylation from Au(III) oxidative addition complexes! @gkunkel21 then applied this insight for the one-pot synthesis of complex bioconjugates!
@organomimetic@HeatherDMaynard
https://t.co/KBUSpZxgAm
Here's something that @elaineychao and I (and some others) worked on the past few years! We detail how the electronic properties of P,N ligands affect the rates of elementary organometallic steps in Au(I)/Au(III) reactions. @HeatherDMaynard@organomimetic
https://t.co/g2vudBJO1r
Happy to share our newest preprint from @group_maynard where we demonstrate the ability to tune dearomatization energies to control amine release rates! Another example of the synergy that computations and experimentation can provide in your research🖥️🧪
https://t.co/sHtKpcBiPa