Uncovering the mechanism of selective stabilization of high-energy diastereoisomers via inclusion.

ABSTRACT: Supramolecular systems may be used to stabilize otherwise unstable isomers to find alternative synthetic pathways. It has been reported that cucurbit[8]uril can stabilize trans-I and trans-II CuII cyclam, whereas trans-III is the only non-substituted trans CuII cyclam diastereoisomer found outside of the host molecule experimentally. Quantum chemistry methods can provide valuable insight into the intermolecular interactions involved in these inclusion complexes. All five possible trans diastereoisomers of CuII cyclam were studied within the host molecule to calculate the interaction energy and free energy of association for each complex. The relative free energies of the five free cyclams confirm that trans-I and trans-II are the most energe

SUBMITTER: Oakley MS 

PROVIDER: S-EPMC10716081 | biostudies-literature | 2024

REPOSITORIES: biostudies-literature