Chirality and symmetry aspects of spheroarenes, including fullerenes

Rassat, A.

doi:10.1002/chir.1051

Cited by 11 publications

(6 citation statements)

References 36 publications

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“…Here, we synthesize the chiral van der Waals compound C 60 (SnI 4 ) 2 from the highly symmetric achiral molecules C 60 and SnI 4 . One of the molecular constituents of our new compound, C 60 , is in the I h icosahedral point group (Figure a), which is the highest possible symmetry for a molecule . Further, if a C 60 molecule freely rotates in a solid like in C 60 (SnI 4 ) 2 , it behaves as if it is spherically symmetric .…”

Section: Introductionmentioning

confidence: 94%

Self-Assembly of a Chiral Cubic Three-Connected Net from the High Symmetry Molecules C₆₀ and SnI₄

Straus

Cava

2020

J. Am. Chem. Soc.

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The design of new chiral materials usually requires stereoselective organic synthesis to create molecules with chiral centers. Less commonly, achiral molecules can self-assemble into chiral materials, despite the absence of intrinsic molecular chirality. Here, we demonstrate the assembly of high-symmetry molecules into a chiral van der Waals structure by synthesizing crystals of C60(SnI4)2 from icosahedral buckminsterfullerene (C60) and tetrahedral SnI4 molecules through spontaneous self-assembly. The SnI4 tetrahedra template the Sn atoms into a chiral cubic three-connected net of the SrSi2 type. Our results represent the remarkable emergence of a self-assembled chiral material from two of the most highly symmetric molecules, demonstrating that almost any molecular, nanocrystalline, or engineered precursor can be considered when designing chiral assemblies.

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Section: Introductionmentioning

confidence: 94%

Self-Assembly of a Chiral Cubic Three-Connected Net from the High Symmetry Molecules C₆₀ and SnI₄

Straus

Cava

2020

J. Am. Chem. Soc.

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“…The dual of this schematic figure is a dodecahedron with labeled vertices at the symmetrical tetrahedral positions (Figure 2 a). 12…”

Section: Relationship Between the Numbers V Of N‐coordinated Verticesmentioning

confidence: 99%

Application of the Duality Principle to Chiral Icosahedral Metal Complexes

Rassat

2003

Angewandte Chemie

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“…One of the molecular constituents of our new compound, C60, is in the Ih icosahedral point group (Figure 1a), which is the highest possible symmetry for a molecule. 16 Further, if a C60 molecule freely rotates in a solid like in C60(SnI4)2, it behaves as if it is spherically symmetric. 17 At room temperature where the C60 molecules freely rotate, C60 itself crystallizes in an achiral centrosymmetric face-centered cubic (FCC) structure, and below 260 K, where the rotation of C60 is frozen, the material undergoes a phase transition to a lower-symmetry but still achiral centrosymmetric simple cubic structure.…”

Section: Introductionmentioning

confidence: 99%

Self-Assembly of a Chiral Cubic Three-Connected Net from the High Symmetry Molecules C60 and SnI4

Straus

Cava²

2020

Preprint

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The design of new chiral materials usually requires stereoselective organic synthesis to create molecules with chiral centers. Less commonly, achiral molecules can self-assemble into chiral materials, despite the absence of intrinsic molecular chirality. Here, we demonstrate the assembly of high-symmetry molecules into a chiral van der Waals structure by synthesizing crystals of C60(SnI4)2 from icosahedral buckminsterfullerene (C60) and tetrahedral SnI4 molecules through spontaneous self-assembly. The SnI4 tetrahedra template the Sn atoms into a chiral cubic three-connected net of the SrSi2 type that is held together by van der Waals forces. Our results represent the remarkable emergence of a self-assembled chiral material from two of the most highly symmetric molecules, demonstrating that almost any molecular, nanocrystalline, or engineered precursor can be considered when designing chiral assemblies.

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Chirality and symmetry aspects of spheroarenes, including fullerenes

Abstract: The design of the smallest spheroarenes (C(N) molecules based on trivalent polyhedral framework, a class which subsumes fullerenes) of any point-group symmetry is presented. The role of Curie's principle is discussed. Some molecules whose carbon backbone is a nonplanar graph are described.

Cited by 11 publications

References 36 publications

Self-Assembly of a Chiral Cubic Three-Connected Net from the High Symmetry Molecules C₆₀ and SnI₄

Self-Assembly of a Chiral Cubic Three-Connected Net from the High Symmetry Molecules C₆₀ and SnI₄

Application of the Duality Principle to Chiral Icosahedral Metal Complexes

Self-Assembly of a Chiral Cubic Three-Connected Net from the High Symmetry Molecules C60 and SnI4

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