FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2892214103> ?p ?o ?g. }

• W2892214103 endingPage "2422" @default.
• W2892214103 startingPage "2411" @default.
• W2892214103 abstract "The interest in shape-persistent organic cages is nearly as old as the interest in supramolecular chemistry. In the beginning, organic cages have often been synthesized in a stepwise manner, which is not only laborious but very often also accompanied by low overall yields. In 1988, MacDowell published the one pot high-yielding synthesis of [2 + 3] imine cages based on TREN and aromatic dialdehydes, exploiting the reversible condensation of amines and aldehydes to imines, which was later used by others to make even larger cages on the basis of resorcinarenes. In 2008, the synthesis and characterization of an adamantoid [4 + 6] imine cage by condensation of a C3 v-symmetric triaminotriptycene and commercially available 4- tert-butyl salicyldialdehyde was introduced by the author, which was the ignition of our group activities in this research area. In 2011, we published the first gas-sorption data for this [4 + 6] imine cage: with a measured specific surface area of SABET = 1377 m2/g according to the model of Brunauer-Emmett-Teller (BET) this was twice as high as for the reported smaller cages of Cooper. For a second desolvated polymorph of the same cage, an even higher SABET = 2071 m2/g was determined; still one of the highest surface areas until date for porous organic molecular materials. Subsequently, the influence of the substituent in 4-position of the salicyldialdehyde for the reaction to [4 + 6] imine cages was investigated as well as the role of the phenolic hydroxyl group. It turned out that the phenolic hydroxyl group is crucial as directing group to increase the formation of the cage as well as stabilize the structure by cyclic six-membered intramolecular hydrogen bonds. The concept was extended to other imine-based cages of different geometry and size. For instance, a [4 + 4] cubic structure from triptycene trissalicylaldehyde and triptycene triamine was accessible as an amorphous insoluble solid, able to adsorb 18.2 wt % CO2 at ambient conditions. To gain further insight into the structural needs of the molecular precursors, rigidity and preorientation of reacting sites were investigated on prismatic [2 + 3] and truncated tetrahedral [4 + 4] imine cages, showing that rigidity and preorientation is beneficial or even crucial for cage formation. Furthermore, chiral self-sorting was studied on the basic of racemic triamines. Besides imine condensation, we explored the reversible formation of boronic esters from boronic acids and diols. Triptycene tetraol with its 120° angle between the aromatic units has been used in the condensation with benzene triboronic acid to achieve a large cuboctahedral [12 + 8] cage with pore dimensions of 2 nm, which are by IUPAC definition mesoporous. After activation the measured specific surface area was SABET = 3758 m2/g, a number rarely achieved even for other porous compounds such as threedimensional framework materials. Smaller tetrahedral [4 + 6] boronic ester cages were synthesized too. These cages show a selective gas sorption with preference of saturated hydrocarbon ethane over ethylene and acetylene. What distinguishes porous materials derived from molecular cages from three-dimensional frameworks or networks the most is their solubility; thus, the cages are soluble porous units (SPUs) in a broader sense. Taking advantage of this, [4 + 6] imine cages were postfunctionalized in solution to change the gas sorption properties in the crystalline state. Furthermore, cage solutions were spray-coated onto quartz crystal microbalances to enhance affinity and selectivity for sensing of airborne analytes. In this Account, the contributions from our lab on porous organic cages are presented." @default.
• W2892214103 created "2018-09-27" @default.
• W2892214103 creator A5043398784 @default.
• W2892214103 date "2018-09-11" @default.
• W2892214103 modified "2023-10-18" @default.
• W2892214103 title "Porous Shape-Persistent Organic Cage Compounds of Different Size, Geometry, and Function" @default.
• W2892214103 cites W1693905395 @default.
• W2892214103 cites W1971775718 @default.
• W2892214103 cites W1976585129 @default.
• W2892214103 cites W1979624035 @default.
• W2892214103 cites W1982689470 @default.
• W2892214103 cites W1983385071 @default.
• W2892214103 cites W1993395069 @default.
• W2892214103 cites W2000298832 @default.
• W2892214103 cites W2001672090 @default.
• W2892214103 cites W2007082361 @default.
• W2892214103 cites W2007421220 @default.
• W2892214103 cites W2007661885 @default.
• W2892214103 cites W2011379911 @default.
• W2892214103 cites W2021656733 @default.
• W2892214103 cites W2027345363 @default.
• W2892214103 cites W2030216757 @default.
• W2892214103 cites W2045288781 @default.
• W2892214103 cites W2049604820 @default.
• W2892214103 cites W2056255330 @default.
• W2892214103 cites W2066296813 @default.
• W2892214103 cites W2067768339 @default.
• W2892214103 cites W2069374352 @default.
• W2892214103 cites W2087155016 @default.
• W2892214103 cites W2095274012 @default.
• W2892214103 cites W2101892554 @default.
• W2892214103 cites W2103714898 @default.
• W2892214103 cites W2107653663 @default.
• W2892214103 cites W2108059782 @default.
• W2892214103 cites W2109107738 @default.
• W2892214103 cites W2110343285 @default.
• W2892214103 cites W2125652388 @default.
• W2892214103 cites W2126771063 @default.
• W2892214103 cites W2140065574 @default.
• W2892214103 cites W2146011455 @default.
• W2892214103 cites W2153597086 @default.
• W2892214103 cites W2168308494 @default.
• W2892214103 cites W2168843969 @default.
• W2892214103 cites W2170882205 @default.
• W2892214103 cites W2170995408 @default.
• W2892214103 cites W2314755456 @default.
• W2892214103 cites W2315451509 @default.
• W2892214103 cites W2417512006 @default.
• W2892214103 cites W2500001324 @default.
• W2892214103 cites W2508494712 @default.
• W2892214103 cites W2605028746 @default.
• W2892214103 cites W2733687454 @default.
• W2892214103 cites W2775771329 @default.
• W2892214103 cites W2778829115 @default.
• W2892214103 cites W2808192559 @default.
• W2892214103 cites W2950300147 @default.
• W2892214103 cites W4231227339 @default.
• W2892214103 cites W4232811363 @default.
• W2892214103 cites W4236070065 @default.
• W2892214103 cites W4237548661 @default.
• W2892214103 cites W4376043627 @default.
• W2892214103 doi "https://doi.org/10.1021/acs.accounts.8b00298" @default.
• W2892214103 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30203648" @default.
• W2892214103 hasPublicationYear "2018" @default.
• W2892214103 type Work @default.
• W2892214103 sameAs 2892214103 @default.
• W2892214103 citedByCount "240" @default.
• W2892214103 countsByYear W28922141032019 @default.
• W2892214103 countsByYear W28922141032020 @default.
• W2892214103 countsByYear W28922141032021 @default.
• W2892214103 countsByYear W28922141032022 @default.
• W2892214103 countsByYear W28922141032023 @default.
• W2892214103 crossrefType "journal-article" @default.
• W2892214103 hasAuthorship W2892214103A5043398784 @default.
• W2892214103 hasConcept C114614502 @default.
• W2892214103 hasConcept C115624301 @default.
• W2892214103 hasConcept C121332964 @default.
• W2892214103 hasConcept C150394285 @default.
• W2892214103 hasConcept C151730666 @default.
• W2892214103 hasConcept C160272327 @default.
• W2892214103 hasConcept C161790260 @default.
• W2892214103 hasConcept C178790620 @default.
• W2892214103 hasConcept C185592680 @default.
• W2892214103 hasConcept C200093464 @default.
• W2892214103 hasConcept C207245611 @default.
• W2892214103 hasConcept C2776573223 @default.
• W2892214103 hasConcept C2778689049 @default.
• W2892214103 hasConcept C2779343474 @default.
• W2892214103 hasConcept C33923547 @default.
• W2892214103 hasConcept C58445606 @default.
• W2892214103 hasConcept C8010536 @default.
• W2892214103 hasConcept C86803240 @default.
• W2892214103 hasConcept C93275456 @default.
• W2892214103 hasConcept C97355855 @default.
• W2892214103 hasConceptScore W2892214103C114614502 @default.
• W2892214103 hasConceptScore W2892214103C115624301 @default.
• W2892214103 hasConceptScore W2892214103C121332964 @default.
• W2892214103 hasConceptScore W2892214103C150394285 @default.

• next