Efficient crystallization-induced emission in fluorenyl-tethered carboranes

Zhaojin Wang; Tianyu Wang; Chi Zhang; Mark G. Humphrey

doi:10.1039/c7cp02118f

Efficient crystallization-induced emission in fluorenyl-tethered carboranes

Zhaojin Wang, Tianyu Wang, Chi Zhang, Mark G. Humphrey^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

24 Citations (Scopus)

Abstract

Fluorenyl-tethered o-carborane derivatives (Fl-Cb) as both mono- and di-aryl Cb assemblies were synthesized from the corresponding alkyne and B₁₀H₁₂(Et₂S)₂ in ca. 60% yields. Crystallographic studies of di-aryl examples show rigid head-to-tail or tail-to-tail packing, while for the mono-aryl examples, only loose packing was observed. In solution, the Fl-Cb compounds exhibit strong quenching of their emission, while aggregation in a mixed solvent results in an enhanced, but still weak, emission [0.11 quantum efficiency (Φ)]. Crystallization-induced emission was observed with the di-aryl examples [Φ up to 0.95]. The excitation spectra are broadened, consistent with considerable orbital degeneracy within the crystals. Theoretical calculations suggest that the inherent orbital degeneracy and the highly-ordered crystalline aggregates contribute to the excellent crystallization-induced emission in these Fl-Cb compounds.

Original language	English
Pages (from-to)	12928-12935
Number of pages	8
Journal	Physical Chemistry Chemical Physics
Volume	19
Issue number	20
DOIs	https://doi.org/10.1039/c7cp02118f
Publication status	Published - 2017

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title = "Efficient crystallization-induced emission in fluorenyl-tethered carboranes",

abstract = "Fluorenyl-tethered o-carborane derivatives (Fl-Cb) as both mono- and di-aryl Cb assemblies were synthesized from the corresponding alkyne and B10H12(Et2S)2 in ca. 60% yields. Crystallographic studies of di-aryl examples show rigid head-to-tail or tail-to-tail packing, while for the mono-aryl examples, only loose packing was observed. In solution, the Fl-Cb compounds exhibit strong quenching of their emission, while aggregation in a mixed solvent results in an enhanced, but still weak, emission [0.11 quantum efficiency (Φ)]. Crystallization-induced emission was observed with the di-aryl examples [Φ up to 0.95]. The excitation spectra are broadened, consistent with considerable orbital degeneracy within the crystals. Theoretical calculations suggest that the inherent orbital degeneracy and the highly-ordered crystalline aggregates contribute to the excellent crystallization-induced emission in these Fl-Cb compounds.",

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AU - Wang, Zhaojin

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AU - Zhang, Chi

AU - Humphrey, Mark G.

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N2 - Fluorenyl-tethered o-carborane derivatives (Fl-Cb) as both mono- and di-aryl Cb assemblies were synthesized from the corresponding alkyne and B10H12(Et2S)2 in ca. 60% yields. Crystallographic studies of di-aryl examples show rigid head-to-tail or tail-to-tail packing, while for the mono-aryl examples, only loose packing was observed. In solution, the Fl-Cb compounds exhibit strong quenching of their emission, while aggregation in a mixed solvent results in an enhanced, but still weak, emission [0.11 quantum efficiency (Φ)]. Crystallization-induced emission was observed with the di-aryl examples [Φ up to 0.95]. The excitation spectra are broadened, consistent with considerable orbital degeneracy within the crystals. Theoretical calculations suggest that the inherent orbital degeneracy and the highly-ordered crystalline aggregates contribute to the excellent crystallization-induced emission in these Fl-Cb compounds.

AB - Fluorenyl-tethered o-carborane derivatives (Fl-Cb) as both mono- and di-aryl Cb assemblies were synthesized from the corresponding alkyne and B10H12(Et2S)2 in ca. 60% yields. Crystallographic studies of di-aryl examples show rigid head-to-tail or tail-to-tail packing, while for the mono-aryl examples, only loose packing was observed. In solution, the Fl-Cb compounds exhibit strong quenching of their emission, while aggregation in a mixed solvent results in an enhanced, but still weak, emission [0.11 quantum efficiency (Φ)]. Crystallization-induced emission was observed with the di-aryl examples [Φ up to 0.95]. The excitation spectra are broadened, consistent with considerable orbital degeneracy within the crystals. Theoretical calculations suggest that the inherent orbital degeneracy and the highly-ordered crystalline aggregates contribute to the excellent crystallization-induced emission in these Fl-Cb compounds.

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Efficient crystallization-induced emission in fluorenyl-tethered carboranes

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