Synthesis of a Rigid C3v‐Symmetric Tris‐salicylaldehyde as a Precursor for a Highly Porous Molecular Cube

Elbert, Sven M.; Röminger, Frank; Mastalerz, Michael

doi:10.1002/chem.201404829

Cited by 90 publications

(72 citation statements)

References 165 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…73 All the BBs are singularly linked and there are six windows of ring size 4. This topology has been reported by both Mastalerz and coworkers 74 and Cooper and co-workers. 67 A molecule with this topology could adopt final shapes ranging from a cube 74 to a tetrapod, 67 as shown in Fig.…”

Section: Tritopic + Tritopic Topology Familymentioning

confidence: 51%

Topological landscapes of porous organic cages

et al. 2017

View full text Add to dashboard Cite

We define a nomenclature for the classification of porous organic cage molecules, enumerating the 20 most probable topologies, 12 of which have been synthetically realised to date. We then discuss the computational challenges encountered when trying to predict the most likely topological outcomes from dynamic covalent chemistry (DCC) reactions of organic building blocks. This allows us to explore the extent to which comparing the internal energies of possible reaction outcomes is successful in predicting the topology for a series of 10 different building block combinations.

show abstract

Section: Tritopic + Tritopic Topology Familymentioning

confidence: 51%

Topological landscapes of porous organic cages

et al. 2017

View full text Add to dashboard Cite

show abstract

“…Cages of various sizes and geometries should be accessible by choosing the right precursors . And indeed a large number of geometries and topologies have been realized till date including prisms, tetrahedra, cubes, cuboctahedra, octahedra, tetrapods and others…”

Section: Methodsmentioning

confidence: 99%

Shape‐Persistent [4+4] Imine Cages with a Truncated Tetrahedral Geometry

Lauer

Zhang

Röminger

et al. 2018

Chemistry A European J

Self Cite

View full text Add to dashboard Cite

The synthesis of shape‐persistent organic cage compounds is often based on the usage of multiple dynamic covalent bond formation (such as imines) of readily available precursors. By careful choice of the precursors geometry, the geometry and size of the resulting cage can be accurately designed and indeed a number of different geometries and sizes have been realized to date. Despite of this fact, little is known about the precursors conformational rigidity and steric preorganization of reacting functional groups on the outcome of the reaction. Herein, the influence of conformational rigidity in the precursors on the formation of a [4+4] imine cage with truncated tetrahedral geometry is discussed.

show abstract

“…Recently, Mastalerz et al. have created highly porous cages from triptycene‐based precursors that were suitably functionalised to undergo Schiff base condensations or boronic ester formation . Using the latter, a crystalline molecular material with a SA BET of 3758 m 2 g −1 was produced.…”

Section: Introductionmentioning

confidence: 99%

The Synthesis of Organic Molecules of Intrinsic Microporosity Designed to Frustrate Efficient Molecular Packing

Taylor

Bezzu

Carta

et al. 2016

Chemistry A European J

View full text Add to dashboard Cite

Efficient reactions between fluorine‐functionalised biphenyl and terphenyl derivatives with catechol‐functionalised terminal groups provide a route to large, discrete organic molecules of intrinsic microporosity (OMIMs) that provide porous solids solely by their inefficient packing. By altering the size and substituent bulk of the terminal groups, a number of soluble compounds with apparent BET surface areas in excess of 600 m2 g−1 are produced. The efficiency of OMIM structural units for generating microporosity is in the order: propellane>triptycene>hexaphenylbenzene>spirobifluorene>naphthyl=phenyl. The introduction of bulky hydrocarbon substituents significantly enhances microporosity by further reducing packing efficiency. These results are consistent with findings from previously reported packing simulation studies. The introduction of methyl groups at the bridgehead position of triptycene units reduces intrinsic microporosity. This is presumably due to their internal position within the OMIM structure so that they occupy space, but unlike peripheral substituents they do not contribute to the generation of free volume by inefficient packing.

show abstract

Synthesis of a Rigid C_3v‐Symmetric Tris‐salicylaldehyde as a Precursor for a Highly Porous Molecular Cube

Cited by 90 publications

References 165 publications

Topological landscapes of porous organic cages

Topological landscapes of porous organic cages

Shape‐Persistent [4+4] Imine Cages with a Truncated Tetrahedral Geometry

The Synthesis of Organic Molecules of Intrinsic Microporosity Designed to Frustrate Efficient Molecular Packing

Contact Info

Product

Resources

About