Stereoretentive Nucleophilic Aromatic Substitution Accesses Atropisomeric 4‐Amino‐N‐Arylquinolinium Salts
Darren Holmes, Nia Foster, Saima Ansari, Paul Kavanagh, Paul Dingwall, Peter C. Knipe · 2026
Read Stereoretentive Nucleophilic Aromatic Substitution Accesses Atropisomeric 4‐Amino‐N‐Arylquinolinium Salts by Darren Holmes, Nia Foster, Saima Ansari, Paul Kavanagh, Paul Dingwall, Peter C. Knipe (2026) 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/PMC13628526.txt.
Description
Darren Holmes and five colleagues describe a new route to a family of twisted salts whose shape is locked by hindered rotation, published in 2026. The products are atropisomeric quinolinium salts, molecules whose parts cannot rotate past each other, so the molecule keeps a fixed handedness much like a left or right glove.
Their method swaps a group on the ring while preserving that handedness, passing through a short-lived chlorine-bearing intermediate. Measurements by crystallography, electrochemistry, and light absorption showed the salts rotate so slowly that their shapes would persist for millennia, and they display unusual light-related behaviour and easy oxidation. A simple deprotonation step also gave a neutral chiral relative, widening the family available for study.
Catalog record
| CREATOR | Darren Holmes, Nia Foster, Saima Ansari, Paul Kavanagh, Paul Dingwall, Peter C. Knipe |
|---|---|
| YEAR | 2026 |
| COLLECTION | PAPERS |
| FORMAT | TXT |
| FILE SIZE | 26824 |
| LICENSE | https://creativecommons.org/licenses/by/4.0 |
| RIGHTS | CC BY |
| SOURCE | Europe PMC |