The W Lab, Summer 2022
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The W Lab @ TempleOur lab aims to develop a multifaceted research program that leverages a unique class of hypervalent iodine reagents in novel approaches to "umpolung" or reverse-polarity chemistry, Our research encompasses reagent development, new synthetic methods, and the application of these tools to the synthesis of natural products containing challenging medium-ring heterocycles. We aim to bridge the gap between the three-dimensional molecular complexity of nature and the planar aromatic structures of small molecule libraries by introducing simplified strategies and novel disconnections of these valuable architectures.
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W Lab News
Fall 2022: The W Lab is excited to welcome undergraduate Vish to the team! She will be working alongside Andres on the development of an HVI-mediated Ritter diamination.
Summer 2022: The W lab had a fantastic time hosting incoming first year Jassie Kaur for a summer research experience! She did a killer job examining scope of N-aryl pyridinium synthesis with N-HVIs
The Wengryniuk Lab is seeking multiple new graduate students for Fall 2022!
Swing by the W lab and say hi in Beury 417
Join us for group meetings, Wednesdays at 9:30 in Beury 404
Swing by the W lab and say hi in Beury 417
Join us for group meetings, Wednesdays at 9:30 in Beury 404
Temple O.W.L.S
Are you woman in STEM at Temple? Looking for resources, networking and outreach opportunities?
Visit our website to learn more about the Temple O.W.L.S.
Incoming female first years: Be sure to check out our O.W.L.S. Mentorship Program!
Visit our website to learn more about the Temple O.W.L.S.
Incoming female first years: Be sure to check out our O.W.L.S. Mentorship Program!
Recent Research Highlights
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An electrifying approach to sterically-hindered pyridinium salts! Our recent OL (Org. Lett. 2022, 24, 6060.) outlines our method for the site-selective synthesis of benzylic 2,4,6-collidinium salts via electrooxidative C–H functionalization. 2,4,6-Collidinium salts are emerging as a cost and atom-economical alternative to Katritzky salts for cross couplings, and now we can make them directly from C–H bonds! We hope this chromatography free method will get people excited about the growing potential that N-alkyl pyridinium salts have as versatile redox-active functional handles.
Need to know how to make these mysterious N-HVIs? Look no further! Bilal has compiled the ultimate guide in our Organic Syntheses report (Org. Syn. 2021, 98, 391. We detail the synthesis of both Py-HVI and 4-CF3-Py-HVI, representative of the variable N-HVI stability. Included are three isolation procedures, including bench top, vacuum, and glove box filtration. If the N-HVI can be made, one of these techniques is how you do it.
Still want more insights? Feel free to shoot us an email! I(V) Bi(N)-HVIs: They do more than dearomatize! Our J. Org. Chem. report (JOC, 2021, 86, 6566) profiles the synthesis, reactivity, and structure (thanks Ariafard group!) of a library of Bi(N)-HVI reagents. They are highly efficient oxidants in dearomatization, alcohol and sulfide oxidation, and ketone desaturation. One compelling practical feature of these scaffolds is their improved solubility and stability relative to common I(V) reagents. Additionally, their in situ application makes for an efficient approach to their use from simply PhIO2.
Check 'em out for your next oxidation challenge! |
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