Mechanistic Surprises in the Gold(I)-Catalyzed Intramolecular Hydroarylation of Allenes

Zwei machen die Show: Mechanistische Studien über die Cyclisierung von allenischen Arenen zeigen, dass die Ruheform des Katalysators ein zweikerniges verbrücktes Vinylsystem ist. Dieses wurde..

Tin can

Tin has been ubiquitous throughout the course of human history, from Bronze Age tools to lithium-ion battery components, yet Michael A. Tarselli warns it should not be deemed pedestrian. Its tendency to linger in human tissues presents a dangerous side that steers researchers towards greener chemistries

Unzipping Natural Products: Improved Natural Product Structure Predictions by Ensemble Modeling and Fingerprint Matching

This pre-print explores ensemble modeling of natural product targets to match chemical structures to precursors found in large open-source gene cluster repository antiSMASH. Commentary on method, effectiveness, and limitations are enclosed. All structures are public domain molecules and have been reviewed for release

Big Data from Pharmaceutical Patents: A Computational Analysis of Medicinal Chemists’ Bread and Butter

Multiple recent studies have focused on unraveling the content of the medicinal chemist’s toolbox. Here, we present an investigation of chemical reactions and molecules retrieved from U.S. patents over the past 40 years (1976–2015). We used a sophisticated text-mining pipeline to extract 1.15 million unique whole reaction schemes, including reaction roles and yields, from pharmaceutical patents. The reactions were assigned to well-known reaction types such as Wittig olefination or Buchwald–Hartwig amination using an expert system. Analyzing the evolution of reaction types over time, we observe the previously reported bias toward reaction classes like amide bond formations or Suzuki couplings. Our study also shows a steady increase in the number of different reaction types used in pharmaceutical patents but a trend toward lower median yield for some of the reaction classes. Finally, we found that today’s typical product molecule is larger, more hydrophobic, and more rigid than 40 years ago