Semi-fused hexaphenyl hexa-peri-hexabenzocoronene: a novel fluorophore from an intramolecular Scholl reaction

Yunyi Lu; Jeffrey S. Moore

doi:10.1016/j.tetlet.2009.04.103

Semi-fused hexaphenyl hexa-peri-hexabenzocoronene: a novel fluorophore from an intramolecular Scholl reaction

Research output: Contribution to journal › Article

Abstract

A semi-fused hexaphenyl hexabenzocoronene derivative (hexaphenyl-1/2HBC) was discovered and isolated from an intramolecular Scholl reaction of an oligo(ethyleneglycol) substituted hexabiphenylbenzene. This new derivative exhibits blue-shifted λ_em and significantly enhanced fluorescence in dichloromethane compared to the completely cyclized hexaphenyl-HBC derivative.

Original language	English (US)
Pages (from-to)	4071-4077
Number of pages	7
Journal	Tetrahedron Letters
Volume	50
Issue number	28
DOIs	https://doi.org/10.1016/j.tetlet.2009.04.103
State	Published - Jul 15 2009

Keywords

Dehydrogenation
Fluorophore
Polycyclic aromatic hydrocarbons
Scholl condensation

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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Lu, Y., & Moore, J. S. (2009). Semi-fused hexaphenyl hexa-peri-hexabenzocoronene: a novel fluorophore from an intramolecular Scholl reaction. Tetrahedron Letters, 50(28), 4071-4077. https://doi.org/10.1016/j.tetlet.2009.04.103

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AB - A semi-fused hexaphenyl hexabenzocoronene derivative (hexaphenyl-1/2HBC) was discovered and isolated from an intramolecular Scholl reaction of an oligo(ethyleneglycol) substituted hexabiphenylbenzene. This new derivative exhibits blue-shifted λem and significantly enhanced fluorescence in dichloromethane compared to the completely cyclized hexaphenyl-HBC derivative.

KW - Dehydrogenation

KW - Fluorophore

KW - Polycyclic aromatic hydrocarbons

KW - Scholl condensation

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