200713-92-4Relevant articles and documents
Dynamic covalent assembly of tribenzotriquinacenes into molecular cubes
Klotzbach, Stefanie,Scherpf, Thorsten,Beuerle, Florian
, p. 12454 - 12457 (2014)
Molecular cubes constructed from catechol-functionalized tribenzotriquinacenes and 1,4-phenylene diboronic acids were synthesized in a one-pot procedure by crosslinking 20 individual components through a dynamic covalent approach. Structural identity of t
Isoreticular Crystallization of Highly Porous Cubic Covalent Organic Cage Compounds**
Bein, Thomas,Beuerle, Florian,Clever, Guido H.,Holstein, Julian J.,Ivanova, Svetlana,K?ster, Eva,Keller, Niklas
supporting information, p. 17455 - 17463 (2021/05/31)
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 m2 g?1 and 1.84 cm3 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.
Molecular rods based on oligo-spiro-thioketals
Wessig,Gerngro?,Freyse,Bruhns,Przezdziak,Schilde,Kelling
, p. 1125 - 1136 (2016/02/19)
We report on an extension of the previously established concept of oligospiroketal (OSK) rods by replacing a part or all ketal moieties by thioketals leading to oligospirothioketal (OSTK) rods. In this way, some crucial problems arising from the reversible formation of ketals are circumvented. Furthermore, the stability of the rods toward hydrolysis is considerably improved. To successfully implement this concept, we first developed a number of new oligothiol building blocks and improved the synthetic accessibility of known oligothiols, respectively. Another advantage of thioacetals is that terephthalaldehyde (TAA) sleeves, which are too flexible in the case of acetals can be used in OSTK rods. The viability of the OSTK approach was demonstrated by the successful preparation of some OSTK rods with a length of some nanometers.