Shenghua successfully defends his dissertation

Congrats to fifth-year graduate student Shenghua Yang, who successfully defended his dissertation today. Shenghua’s Ph.D. research focused on expanding the design and strategic application of bisphosphine ligands in homogeneous cataylsis. In particular, Shenghua’s research culminated in the design of a new family of wide-bite-angle chiral bisphosphines with superb performance in asymmeytic Cโ€“C coupling reactions. Later this summer, Shenghua will move north for a postdoc position at the Molecular Foundry of Lawrence Berkeley National Laboratory.

New Paper: Pd(II)-Catalyzed Oxidative Annulation Unlocks Access to Isoxazoline N-Oxides

In our earlier work on Pd(II)-catalyzed cyclopropanation of alkenyl amides with nitroalkanes, we noticed an intriguing byproduct that had gone unaccounted for. When we revisited the reaction and subjected this material to X-ray crystallography, it turned out to be an isoxazoline N-oxideโ€”a member of a versatile yet underexplored class of heterocycles. Recognizing the opportunity, we set out to develop conditions that would favor formation of this product selectively. We are pleased to share the results of those efforts in Organic Letters!

By switching precatalyst, base, and solvent, Yiyao, Hui-Qi, Lan, Yilin, and Shenghua were able to redirect the reaction pathway and access intricately functionalized isoxazoline N-oxides in a single step from simple alkenyl amides and nitroalkanes via Pd(II)/Pd(IV) catalysis. The method delivers products with high diastereoselectivity and the N-oxide scaffolds proved to be versatile intermediates โ€” amenable to reduction, auxiliary removal, and 1,3-dipolar cycloaddition for downstream access to diverse nitrogen-containing frameworks. Congratulations to all co-authors and our collaborators Nick Scherschel and Prof. Davin Piercey at the Purdue Energetics Research Center!

Read the paper in Organic Letters: https://pubs.acs.org/doi/10.1021/acs.orglett.6c01696

New Paper in Organometallics: Shelf-Stable Bis(Perfluoroaryl)Ni(II) Complexes for Synthesis and Catalysis

The peer-reviewed version of Nana and Aimee’s study on shelf-stable bis(perfluoroaryl)nickel(II) complexes is now published in Organometallics! In this work, the team introduces two new bench-stable Ni(II) precatalysts, Ni(Cโ‚†Fโ‚…)โ‚‚(NCPh)โ‚‚ and [NBuโ‚„]โ‚‚[{Ni(Cโ‚†Fโ‚…)โ‚‚(ฮผ-OH)โ‚‚}โ‚‚], that combine exceptional stability and broad solubility with operational simplicity. Upon activation, the complexes cleanly release inert decafluorobiphenyl as the only byproduct. Catalytic competence was demonstrated across Suzukiโ€“Miyaura coupling, Buchwaldโ€“Hartwig amination, Miyaura borylation, and alkene difunctionalization. Congratulations to all co-authors and our collaborators in the Figueroa lab at UC San Diego and at Bristol Myers Squibb!

๐Ÿ“„ Read the paper in Organometallics: https://pubs.acs.org/doi/10.1021/acs.organomet.6c00134

๐Ÿงช Original preprint on ChemRxiv: https://chemrxiv.org/doi/full/10.26434/chemrxiv.15000413/v1

Bidentate Directing Auxiliary Review of Pi-Bond Functionalization Published in Angewandte Chemie

We are delighted to share our new review article, “Catalytic Functionalization of Unactivated ฯ€-Bonds Enabled by Bidentate Directing Auxiliaries,” now published in Angewandte Chemie International Edition!

A defining theme of our group’s research over the past decade has been the use of bidentate directing auxiliaries to enable new catalytic functionalization reactions of ฯ€-bonds and to facilitate mechanistic elucidation. It has been gratifying to watch this approach gain widespread adoption across the synthetic community.

In this review, we join forces with the laboratory of Prof. Taeho Kang at Korea University to take stock of where the field stands โ€” covering key developments in hydrofunctionalization, difunctionalization, and Cโ€“H activation across palladium, nickel, copper, and other transition-metal catalysts, and discussing the outstanding challenges and opportunities that will shape the next chapter of this chemistry.

Congratulations to all of the student coauthors: Seunghyeon Cho (Korea University), Al Vicente Riano D. Lisboa (Scripps Research), and Juntao Sun (Scripps Research). Thank you to Prof. Kang and the whole team for such a wonderful collaboration!

๐Ÿ“„ Read the review in Angewandte Chemie International Edition: https://onlinelibrary.wiley.com/doi/10.1002/anie.4046829

Juntao Defends His Thesis and Graduates

Congratulations to Engle lab member Juntao Sun, who successfully defended his Ph.D. dissertation at Scripps Research this month. Juntao began his formal education at Nankai University, and first came to our group as an undergraduate intern in the summer of 2019, working under the mentorship of Dr. Mingyu Liu. We were then fortunate to recruit him into the Scripps Research Ph.D. program in 2021, making him the third former undergraduate intern in our group to go on to earn a doctoral degree here.

In his thesis research, Juntao developed new strategies for selective generation and functionalization of alkenylmetal intermediates, including unlocking copper(II) as a potent ฯ€-Lewis acid for alkyne functionalization. Juntao will now put this expertise to excellent use as part of the high-throughput experimentation team at Incyte, in Wilmington, Delaware. Congratulations, Dr. Sun โ€” and thank you for everything you’ve brought to our lab!

Enantioselective Anti-Michael Hydroarylation of Unsaturated Carbonyl Compounds Described in Newest Pre-print

We’re excited to share our solution to a longstanding challenge in asymmetric catalysis: the enantioselective anti-Michael addition of diverse (hetero)aryl groups to unsaturated carbonyl compounds. As every organic chemistry student learns, organometallic additions to Michael acceptors take place almost universally at the ฮฒ-carbon. Our new Pd-catalyzed reaction overrides this intrinsic selectivity through a unique trans-Pd(Ar)(H) mechanism, delivering aryl groups directly to the ฮฑ-position with up to 99% ee across a broad substrate scope. The key to unlocking this reactivity is (S,S)-(R,R)-PhTRAP, a chiral trans-spanning bisphosphine whose unusually wide bite angle simultaneously suppresses competing hydrodehalogenation and creates a well-defined chiral environment for stereoselection. DFT calculations, reaction kinetics, and organometallic experiments work together to reveal the multi-faceted role of this ligand throughout the catalytic cycle. Congratulations to the whole team, particularly Shenghua Yang, Alena Vasquez, Binh Mai, and Turki Alturaifi, and thank you to our collaborators at the University of Pittsburgh and Bristol Myers Squibb!

๐Ÿงช Check out the pre-print in ChemRxiv: https://chemrxiv.org/doi/full/10.26434/chemrxiv.15002500/v1

Yilin Cao Selected for 2026 ACS Future Pharma Innovators Cohort

Congratulations to Engle Lab graduate student Yilin Cao, who has been selected as one of 22 members of the 2026 ACS Future Pharma Innovators cohort!

The program recognizes graduate students with strong scientific excellence and a passion for careers in pharma, pairing them with an industry mentor and supporting travel to present at the ACS Fall 2026 meeting in Chicago. Yilin will present her recently published work on Pd(II)-catalyzed cyclopropanation of unactivated alkenes using alkyl sulfonyl fluorides, published in Nature Synthesis. Congratulations, Yilin โ€” well deserved!

๐Ÿ“ฐ ACS Future Pharma Innovators: https://acsprof.org/awards/acs-future-pharma-innovators/

๐Ÿ“„ Nature Synthesis paper: https://www.nature.com/articles/s44160-025-00925-1

Beverly Mei Selected for 2026 ACS DOC Summer Undergraduate Research Fellowship

Congratulations to Engle Lab undergraduate Beverly Mei, a junior at UCSD, who has been selected for a 2026 ACS Division of Organic Chemistry Summer Undergraduate Research Fellowship (SURF), and will spend the summer pursuing new directions in nickel catalysis!

The competitive SURF program awards $6,000 fellowships to outstanding undergraduate organic chemistry students based on their research proposals, academic records, and passion for laboratory science. Recipients carry out summer research at their home institution and are invited to present their work at an industry campus in the fall. Congratulations, Beverly โ€” well deserved!

๐Ÿ“ฐ Learn more about the DOC SURF Program: https://www.organicdivision.org/surf/

Phornphan (Gift) Finshes Her Year as a Visiting Student

Phornphan (โ€œGiftโ€) Yongpanich is wrapping up her time in the Engle lab and will be returning to Bangkok, Thailand, to finish her Ph.D. at the Chulabhorn Graduate Institute (CGI) with Prof. Jumreang Tummatorn. During her internship, Gift collaborated closely with Al on the development of new strategies for hydroamination of historically challenging olefin substrates, including sterically hindered and highly substituted systems. Her creativity, persistence, and collaborative spirit made a strong impact during her stay, and we are grateful for her contributions. We wish Gift all the best as she completes her doctoral studies and look forward to following her future successes.

Keary Wins 2025 ChemSocRev Pioneering Investigator Lectureship

This week the editorial board of the RSC journal Chem. Soc. Rev. announced the joint winners of the 2025 ChemSocRev Pioneering Investigator lectureship, recognizing Keary together with Prof. Garrett Miyake (Colorado State). Congrats to both awardees!

๐Ÿ“ฐ Press release: https://blogs.rsc.org/cs/2026/02/26/announcing-keary-engle-and-garret-miyake-as-the-joint-winners-of-the-2025-chemsocrev-pioneering-investigator-lectureship/?doing_wp_cron=1772244342.7481739521026611328125