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Synthesis and Intramolecular Energy- and Electron-Transfer of 3D-Conformeric Tris(fluorenyl-[60]fullerenylfluorene) Derivatives.


ABSTRACT: New 3D conformers were synthesized to show a nanomolecular configuration with geometrically branched 2-diphenylaminofluorene (DPAF-C2M) chromophores using a symmetrical 1,3,5-triaminobenzene ring as the center core for the connection of three fused DPAF-C2M moieties. The design led to a class of cis-cup-tris[(DPAF-C2M)-C60(>DPAF-C9)] 3D conformers with three bisadduct-analogous cages per nanomolecule facing at the same side of the geometrical molecular cis-cup-shape structure. A sequential synthetic route was described to afford this 3D configurated conformer in a high yield with various spectroscopic characterizations. In principle, a nanostructure with a non-coplanar 3D configuration in design should minimize the direct contact or π-stacking of fluorene rings with each other during molecular packing to the formation of fullerosome array. It may also prevent the self-quenching effect of its photoexcited states in solids. Photophysical properties of this cis-cup-conformer were also investigated.

SUBMITTER: Yin H 

PROVIDER: S-EPMC6766839 | biostudies-other | 2019 Sep

REPOSITORIES: biostudies-other

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Synthesis and Intramolecular Energy- and Electron-Transfer of 3D-Conformeric Tris(fluorenyl-[60]fullerenylfluorene) Derivatives.

Yin He H   Wang Min M   Tan Loon-Seng LS   Chiang Long Y LY  

Molecules (Basel, Switzerland) 20190913 18


New 3D conformers were synthesized to show a nanomolecular configuration with geometrically branched 2-diphenylaminofluorene (DPAF-C<sub>2M</sub>) chromophores using a symmetrical 1,3,5-triaminobenzene ring as the center core for the connection of three fused DPAF-C<sub>2M</sub> moieties. The design led to a class of <i>cis</i>-<i>cup</i>-tris[(DPAF-C<sub>2M</sub>)-C<sub>60</sub>(>DPAF-C<sub>9</sub>)] 3D conformers with three bisadduct-analogous <C<sub>60</sub>> cages per nanomolecule facing at  ...[more]

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