Three-Dimensional Pyrene-FusedN-Heteroacenes | Zendy

Benlin Hu | Zendy; Cunbin An | Zendy; Manfred Wagner | Zendy; Georgia Ivanova | Zendy; Anela Ivanova | Zendy; Martin Baumgarten | Zendy

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Three-Dimensional Pyrene-FusedN-Heteroacenes

Author(s) -

Benlin Hu,

Cunbin An,

Manfred Wagner,

Georgia Ivanova,

Anela Ivanova,

Martin Baumgarten

Publication year - 2019

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.9b01082

Subject(s) - pyrene , chemistry , diamine , covalent bond , molecule , solubility , crystallography , combinatorial chemistry , polymer chemistry , organic chemistry

Four three-dimensional (3D) pyrene-fused N-heteroacenes (P1-P4) are designed and synthesized. From P1 to P4, their lengths are extended in an iterative way, where the thiadiazole unit can be reduced to diamine and the obtained diamines can be further condensed with the diketones with a thiadiazole unit. Compared to their two-dimensional counterparts, the solubility of these 3D pyrene-fused N-heteroacenes is improved by this 3D covalent linkage with two-dimensional units. The diameters of P1-P4 are 3.66, 6.06, 8.48 and 10.88 nm, respectively, and these 3D molecules are characterized by 1 H, 13 C and 2D NMR, MS, UV-vis, PL and CV spectra. Our strategy shows a promising way to large 3D pyrene-fused N-heteroacenes.

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