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
pubs.acs.org/doi/10.1021/jac…
Billy Treacy retweeted
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: pubs.acs.org/doi/10.1021/jac…
Billy Treacy retweeted
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 - go.shr.lc/4hq4fzI
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
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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
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The main findings, both experimentally observed and empirically determined, are detailed in these studies! 3/3
nature.com/articles/s41467-0…
pubs.acs.org/doi/10.1021/jac…
pubs.acs.org/doi/10.1021/acs…
pubs.acs.org/doi/10.1021/acs…
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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
chemrxiv.org/engage/chemrxiv…
It's great to see the finalized version of this work out now in @ChemicalScience!
pubs.rsc.org/en/content/arti…
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The finalized version of this work is now online at @JOC_OL - congrats to all the authors especially @elaineychao!
pubs.acs.org/doi/10.1021/acs…
Replying to @treacy_billy
Super excited to share the spotlight with Elaine on this one and highlight some of the exceptional work that she did as an undergrad!
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
chemrxiv.org/engage/chemrxiv…
Super excited to see the final version of this work is out now in @ACSMacroLett! @gkunkel21 @organomimetic @HeatherDMaynard
pubs.acs.org/doi/10.1021/acs…
Billy Treacy retweeted
WDR5 Binding to Histone Serotonylation Is Driven by an Edge–Face Aromatic Interaction with Unexpected Electrostatic Effects | Journal of the American Chemical Society @UNC @uncchemistry #WDR5 #Histone #Serotonylation #EdgeFace #Aromatic #Electrostatics pubs.acs.org/doi/10.1021/jac…
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
chemrxiv.org/engage/chemrxiv…
There's something for everyone in here – computations, ligand synthesis, kinetics, and some fundamental organometallic results.
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Billy Treacy retweeted
Contribution of Electrostatic CH3–π Interactions to Recognition of Histone Asymmetric Dimethylarginine by SPIN1 Triple Tudor Domain | JACS @UNC @uncchemistry #Electrostatic #MePi #Interactions #Histone #Recognition #SPIN1 #TripleTudor #DimethylArginine pubs.acs.org/doi/10.1021/jac…
The final form of this article is now online @ChemicalScience !
pubs.rsc.org/en/Content/Arti…
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🖥️🧪
chemrxiv.org/engage/chemrxiv…







