Alkanes C1–C6 C–H Bond Activation via a Barrierless Potential Energy Path: Trifluoromethyl Carbenes Enhance Primary C–H Bond Functionalization
Jonathan Martínez-Laguna, Julia Altarejos, M Ángeles Fuentes, Giuseppe Sciortino, Feliu Maseras, Javier Carreras, Ana Caballero, Pedro J Pérez · 2024
Read Alkanes C1–C6 C–H Bond Activation via a Barrierless Potential Energy Path: Trifluoromethyl Carbenes Enhance Primary C–H Bond Functionalization by Jonathan Martínez-Laguna, Julia Altarejos, M Ángeles Fuentes, Giuseppe Sciortino, Feliu Maseras, Javier Carreras, Ana Caballero, Pedro J Pérez (2024) in the Tower of Babel, a free online library of public-domain works preserved in clean, searchable text. No sign-up. The full text is served as a plain-text file at a predictable URL, where text is present: https://antarctic-labs.com/tower-of-babel/pmc-11638901.txt.
Description
Jonathan Martínez-Laguna and co-authors functionalize the simplest hydrocarbons without an energy barrier in a 2024 study. Attaching new groups to alkane carbon-hydrogen bonds is prized chemistry, but those bonds resist. Modeling three silver catalysts and four carbene sources pointed to one pairing whose key step needs no energy push at all. Experiments with the predicted carbene source confirmed the path with methane.
Across propane to hexane, the chemistry preferred the end, primary, positions with record selectivity for this reagent class. With no barriers to steer by, selectivity must come from elsewhere. Motion simulations showed primary bonds simply crowd closer to the reactive carbon more often. Chance encounters, not energy hurdles, write the product pattern.
Catalog record
| CREATOR | Jonathan Martínez-Laguna, Julia Altarejos, M Ángeles Fuentes, Giuseppe Sciortino, Feliu Maseras, Javier Carreras, Ana Caballero, Pedro J Pérez |
|---|---|
| YEAR | 2024 |
| COLLECTION | PAPERS |
| FORMAT | TXT |
| FILE SIZE | 27 KB |
| VERSION | 1.0 |
| LICENSE | CC BY 4.0 |
| RIGHTS | CC BY |
| SOURCE | Europe PMC |