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Updated: Jul 9, 2025
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Published on: March 25, 2017
Conformational control enables boroxine-to-boronate cage metamorphosis
Manuel Rondelli1,2, Samuel Delgado-Hernández1,3, Antonio H Daranas1,4
1Instituto de Productos Naturales y Agrobiología, Consejo Superior de Investigaciones Científicas (IPNA-CSIC) Avda. Astrofísico Francisco Sánchez, 3 38206 La Laguna Tenerife Spain tmartin@ipna.csic.es.
Abstract:
The discovery of molecular organic cages (MOCs) is inhibited by the limited organic-chemical space of the building blocks designed to fulfill strict geometric requirements for efficient assembly. Using intramolecular attractive or repulsive non-covalent interactions to control the conformation of flexible systems can effectively augment the variety of building blocks, ultimately facilitating the exploration of new MOCs. In this study, we introduce a set of boronic acid tripods that were designed using rational design principles. Conformational control was induced by extending the tripod's arms by a 2,3-dimethylbenzene unit, leading to the efficient formation of a tetrapodal nanometer-sized boroxine cage. The new building block's versatility was demonstrated by performing cage metamorphosis upon adding an aromatic tetraol. This led to a quantitative boroxine-to-boronate transformation and a topological shift from tetrahedral to trigonal bipyramidal.
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