Molecular Tectonics. Hydrogen-Bonded Networks Built from Tetraphenols Derived from Tetraphenylmethane and Tetraphenylsilane

2003 ◽  
Vol 3 (4) ◽  
pp. 535-540 ◽  
Author(s):  
Jean-Hugues Fournier ◽  
Thierry Maris ◽  
Michel Simard ◽  
James D. Wuest
Keyword(s):  
Molecular Tectonics ◽  
Hydrogen Bonded

Molecular Tectonics. Disruption of Self-Association in Melts Derived from Hydrogen-Bonded Solids

2004 ◽  
Vol 37 (19) ◽  
pp. 7351-7357 ◽  
Author(s):  
Danielle Boils ◽  
Marie-Ève Perron ◽  
Francis Monchamp ◽  
Hugues Duval ◽  
Thierry Maris ◽  
...  
Keyword(s):  
Molecular Tectonics ◽  
Self Association ◽  
Hydrogen Bonded

Molecular tectonics — Use of urethanes and ureas derived from tetraphenylmethane and tetraphenylsilane to build porous chiral hydrogen-bonded networks

2004 ◽  
Vol 82 (2) ◽  
pp. 386-398 ◽  
Author(s):  
Dominic Laliberté ◽  
Thierry Maris ◽  
James D Wuest
Keyword(s):  
Hydrogen Bonding ◽  
Asymmetric Catalysis ◽  
Crystal Engineering ◽  
Three Dimensional ◽  
Enantiomerically Pure ◽  
X Ray ◽  
Molecular Tectonics ◽  
X Ray Crystallography ◽  
Open Networks ◽  
Hydrogen Bonded

Tetraphenylmethane, tetraphenylsilane, and simple derivatives with substituents that do not engage in hydrogen bonding typically crystallize as close-packed structures with essentially no space available for the inclusion of guests. In contrast, derivatives with hydrogen-bonding groups are known to favor the formation of open networks that include significant amounts of guests. To explore this phenomenon, we synthesized six new derivatives 5a–5e and 6a of tetraphenylmethane and tetraphenylsilane with urethane and urea groups at the para positions, crystallized the compounds, and determined their structures by X-ray crystallography. As expected, all six compounds crystallize to form porous three-dimensional hydrogen-bonded networks. In the case of tetraurea 5e, 66% of the volume of the crystals is accessible to guests, and guests can be exchanged in single crystals without loss of crystallinity. Of special note are: (i) the use of tetrakis(4-isocyanatophenyl)methane (1f) as a precursor for making enantiomerically pure tetraurethanes and tetraureas, including compounds 5b, 5c; and (ii) their subsequent crystallization to give porous chiral hydrogen-bonded networks. Such materials promise to include chiral guests enantioselectively and to be useful in the separation of racemates, asymmetric catalysis, and other applications.Key words: crystal engineering, molecular tectonics, hydrogen bonding, networks, porosity, urethanes, ureas, tetraphenylmethane, tetraphenylsilane.

Molecular Tectonics. Construction of Porous Hydrogen-Bonded Networks from Bisketals of Pentaerythritol

2003 ◽  
Vol 68 (2) ◽  
pp. 240-246 ◽  
Author(s):  
Hélène Sauriat-Dorizon ◽  
Thierry Maris ◽  
James D. Wuest ◽  
Gary D. Enright
Keyword(s):  
Molecular Tectonics ◽  
Hydrogen Bonded

scholarly journals Molecular tectonics: tetracarboxythiacalix[4]arene derivatives as tectons for the formation of hydrogen-bonded networks

CrystEngComm ◽  
2016 ◽  
Vol 18 (44) ◽  
pp. 8622-8630 ◽  
Author(s):  
A. S. Ovsyannikov ◽  
M. N. Lang ◽  
S. Ferlay ◽  
S. E. Solovieva ◽  
I. S. Antipin ◽  
...  
Keyword(s):  
Molecular Tectonics ◽  
Hydrogen Bonded

Controlling the assembly of hydrogen-bonded supramolecular polymers by the strategy of molecular tectonics

2004 ◽  
Vol 76 (7-8) ◽  
pp. 1345-1351 ◽  
Author(s):  
M.-Č. Perron ◽  
F. Monchamp ◽  
Hugues Duval ◽  
Danielle Boils-Boissier ◽  
J. D. Wuest
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Supramolecular Polymers ◽  
Molten State ◽  
Complex Molecules ◽  
Molecular Tectonics ◽  
Bifunctional Molecules ◽  
Multiple Hydrogen Bonding ◽  
Multiple Hydrogen Bonds ◽  
Hydrogen Bonded

Studies of how hydrogen bonding can be used to control molecular association continue to yield exciting discoveries in supramolecular chemistry. A simple way to make molecules that associate predictably is to link carefully selected cores to functional groups that form multiple hydrogen bonds according to reliable patterns. Bifunctional molecules constructed according to this strategy can associate to form linear aggregates robust enough to warrant the name supramolecular polymers, even though the bifunctional monomers are joined only by hydrogen bonds. More complex molecules with multiple hydrogen-bonding sites can be devised so that neighbors are held in predetermined positions, giving crystalline solids with predictable architectures and properties not previously seen in other materials. Initial studies of the ability of such compounds to associate in solution and in the molten state suggest that hydrogen-bonded networks can be purposefully designed to create novel par- tially ordered liquid materials, including liquid crystals, gels, and fluids with unusual rheological properties.

Molecular Tectonics. Porous Hydrogen-Bonded Networks Built from Derivatives of 9,9‘-Spirobifluorene

2004 ◽  
Vol 69 (6) ◽  
pp. 1762-1775 ◽  
Author(s):  
Jean-Hugues Fournier ◽  
Thierry Maris ◽  
James D. Wuest
Keyword(s):  
Molecular Tectonics ◽  
Derivatives Of ◽  
Hydrogen Bonded

Molecular Tectonics: Porous Cleavable Networks Constructed by Dipole-Directed Stacking of Hydrogen-Bonded Sheets

2005 ◽  
Vol 117 (26) ◽  
pp. 4089-4093 ◽  
Author(s):  
Nadia Malek ◽  
Thierry Maris ◽  
Marie-Ève Perron ◽  
James D. Wuest
Keyword(s):  
Molecular Tectonics ◽  
Hydrogen Bonded

Molecular Tectonics: Porous Cleavable Networks Constructed by Dipole-Directed Stacking of Hydrogen-Bonded Sheets

2005 ◽  
Vol 44 (26) ◽  
pp. 4021-4025 ◽  
Author(s):  
Nadia Malek ◽  
Thierry Maris ◽  
Marie-Ève Perron ◽  
James D. Wuest
Keyword(s):  
Molecular Tectonics ◽  
Hydrogen Bonded
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