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Isoreticular Crystallization of Highly Porous Cubic Covalent Organic Cage Compounds **
Author(s) -
Ivanova Svetlana,
Köster Eva,
Holstein Julian J.,
Keller Niklas,
Clever Guido H.,
Bein Thomas,
Beuerle Florian
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202102982
Subject(s) - isostructural , mesoporous material , crystallography , alkyl , crystallization , supramolecular chemistry , chemistry , sorption , porosity , chemical engineering , materials science , crystal structure , organic chemistry , adsorption , engineering , catalysis
Modular frameworks featuring well‐defined pore structures in microscale domains establish tailor‐made porous materials. For open molecular solids however, maintaining long‐range order after desolvation is inherently challenging, since packing is usually governed by only a few supramolecular interactions. Here we report on two series of nanocubes obtained by co‐condensation of two different hexahydroxy tribenzotriquinacenes (TBTQs) and benzene‐1,4‐diboronic acids (BDBAs) with varying linear alkyl chains in 2,5‐position. n‐Butyl groups at the apical position of the TBTQ vertices yielded soluble model compounds, which were analyzed by mass spectrometry and NMR spectroscopy. In contrast, methyl‐substituted cages spontaneously crystallized as isostructural and highly porous solids with BET surface areas and pore volumes of up to 3426 m 2 g −1 and 1.84 cm 3 g −1 . Single crystal X‐ray diffraction and sorption measurements revealed an intricate cubic arrangement of alternating micro‐ and mesopores in the range of 0.97–2.2 nm that are fine‐tuned by the alkyl substituents at the BDBA linker.