Article
2025
·
0 citations
Synthesis of a Molecular Tweezer Based on Norbornadiene Framework: Unexpected Stereoselectivity
Abstract
In this study, a new type of Klarner tweezer, which has multiple hydrogen bonding acceptors, was synthesized. This tweezer is based on the bicyclo[2.2.1]heptane framework and comprises two near-parallel flat aromatic rings as pincers and a pyrazine unit as the tether. The synthesis was carried out by the annulation of a bicyclic alpha-amino ketone. Surprisingly, this reaction took place stereo-selectively, though the initial alpha-amino ketone starting material was racemic. This unexpected result was explained by theoretical studies.
Keywords
DFT calculations
Imine condensation
Molecular tweezer
Stereoselectivity
CLIPS
RECOGNITION
RECEPTORS
CHEMISTRY
CRYSTAL
ANALOGS
WoS Categories
Chemistry, Organic
Sustainable Development Goals
Citation
- Journal
- ASIAN JOURNAL OF ORGANIC CHEMISTRY
- Year
- 2025
- Volume
- 14
- Issue
- 6
- ISSN
- 2193-5807
- eISSN
- 2193-5815
- DOI
- 10.1002/ajoc.202500152
- WoS UID
- WOS:001461337200001