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- Title
Predisposition in Dynamic Covalent Chemistry: The Role of Non‐Covalent Interactions in the Assembly of Tetrahedral Boronate Cages.
- Authors
Rondelli, Manuel; Pasán, Jorge; Fernández, Israel; Martín, Tomás
- Abstract
Directional bonding strategies guide the design of complex molecular architectures, yet challenges arise due to emergent behavior. Rigid structures face geometric constraints and sensitivity to mismatches, hindering the efficient assembly of molecular organic cages (MOCs). Harnessing intramolecular non‐covalent interactions offers a promising solution, broadening geometrical possibilities and enhancing adaptability to boost assembly yields. However, identifying these interactions remains challenging, with their full potential sometimes latent until final assembly. This study explores these challenges by synthesizing boronic acid tripods with varied oxygen positions at the tripodal feet and investigating their role in assembling tetrahedral boronate MOCs. Our results reveal substantial differences in the assembly efficiency among tripods. While the building blocks with oxygen in the benzylic position relative to the central aromatic ring form the MOCs in high yields, those with the oxygen atom directly bound to the central aromatic ring, only yield traces. Through X‐ray crystallography and DFT analyses, we elucidate how intramolecular interactions profoundly influence the geometry of the building blocks and cages in a relay‐like fashion, highlighting the importance of considering intramolecular interactions in the rational design of (supra)molecular architectures.
- Subjects
BORONIC acids; X-ray crystallography; FOOT; FASHION
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 30, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202400896