March 3, 2026Organic Letters0 citations

Thermodynamic Approach for Synthesizing 2Catenanes from Borate Ion-Containing Crown Ethers and a Macrocyclic Ammonium Ion

MRM. Abdur Rahaman TTTakumi Takizawa SMShinobu Miyagawa

Key Points

[2]Catenanes were successfully synthesized through thermodynamic control involving borate and macrocyclic ions.
The synthesis involved face-to-face complexes transitioning into [2]catenanes via ring-opening and closing reactions.
Utilizing bis-catechol and trimethyl borate, the method highlights the role of thermodynamics in molecular synthesis.
This study suggests that the developed approach may open avenues for creating advanced molecular structures.

Abstract

In this study, we synthesized 2catenanes from bis-catechol spiroborate ion-containing crown ethers and a macrocyclic ammonium ion through hydrogen bonding and ion pairing. The borate-forming reaction of bis-catechol and trimethyl borate in the presence of an amino-ether-based macrocycle (amino macrocycle) initially formed face-to-face complexes, which continuously converted into the corresponding 2catenanes via ring-opening and ring-closing reactions under thermodynamic control.

Demander à l'IA

Bookmark

View Full Paper

Cite This Study

Rahaman et al. (Tue,) studied this question.

synapsesocial.com/papers/69a75ad8c6e9836116a21360 https://doi.org/https://doi.org/10.1021/acs.orglett.5c05459

Demander à l'IA

Bookmark

View Full Paper