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March 15, 2007Journal of the American Chemical Society

Engineering Hydrogen-Bonded Molecular Crystals Built from Derivatives of Hexaphenylbenzene and Related Compounds

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Authors

KMKenneth E. MalyWilfrid Laurier UniversityEGE. GagnonUniversity of OttawaTMThierry MarisUniversité du Québec à Montréal

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Implication

Structural analysis reveals porous three-dimensional hydrogen-bonded networks in hexaphenylbenzene derivatives, highlighting the critical role of core molecular geometry in crystal design.

Key Points

  • To investigate the design and assembly of predictable, highly porous hydrogen-bonded molecular crystals using hexaphenylbenzene derivatives and related core structures.
  • Synthesized and crystallized hexakis[4-(2,4-diamino-1,3,5-triazin-6-yl)phenyl]benzene (compound 4) and related analogues bearing varying numbers of diaminotriazine substituents.
  • Evaluated crystallographic assembly patterns across altered core geometries, including hexaphenylbenzene, pentaphenylbenzene, and tetraphenylbenzene platforms.
  • Compound 4 consistently assembled into noninterpenetrated three-dimensional networks of sheets where each molecule connected to six hydrogen-bonded neighbors, approaching record values for hydrogen bonds per molecule and guest-accessible volume.
  • Analogues 5 and 7 formed closely similar networks, whereas flatter pentaphenylbenzene and tetraphenylbenzene cores crystallized differently due to disrupted molecular shape.

Cite This Study

Maly et al. (2007) studied this question.

synapsesocial.com/papers/6a6fddaa8031ec7bb1dbfabfhttps://doi.org/10.1021/ja067571x
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