Sterol-containing tetraphenylethenes: synthesis, aggregation-induced emission, and organogel formation

Yang LIU,Jacky W. Y. LAM,Faisal MAHTAB,Ryan T. K. KWOK,Ben Zhong TANG,

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Front. Chem. China ›› 2010, Vol. 5 ›› Issue (3) : 325-330. DOI: 10.1007/s11458-010-0212-7
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Research articles

Sterol-containing tetraphenylethenes: synthesis, aggregation-induced emission, and organogel formation

  • Yang LIU,Jacky W. Y. LAM,Faisal MAHTAB,Ryan T. K. KWOK,Ben Zhong TANG,
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Abstract

Cholesterol- and stigmasterol-containing tetraphenylethenes (TPEs) (TPE-Chol and TPE-Stig) are facilely synthesized in satisfactory yields by Cu (I)-catalyzed click reaction of 1,2-bis(4-azidomethylphenyl)-1,2-diphenylethene and cholesteryl-4-ethylbenoate and sigmasteryl 11-(4-ethynylphenoxy)undecanoate, respectively. Whereas they are nonluminescent in solution, they become highly emissive when aggregated in the condensed phase. The molecules of TPE-Stig can self-assemble in methanol solution, generating organogels with gelation-induced emission characteristics.

Keywords

sterols / tetraphenylethenes / aggregation-induced emission / gel

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Yang LIU, Jacky W. Y. LAM, Faisal MAHTAB, Ryan T. K. KWOK, Ben Zhong TANG,. Sterol-containing tetraphenylethenes: synthesis, aggregation-induced emission, and organogel formation. Front. Chem. China, 2010, 5(3): 325‒330 https://doi.org/10.1007/s11458-010-0212-7
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