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Issue 3, 2001
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Carbon-rich acetylenic scaffolding: rods, rings and switches

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Abstract

Derivatives of tetraethynylethene (TEE, 3,4-diethynylhex-3-ene-1,5-diyne) and (E)-1,2-diethynylethene ((E)-DEE, (E)-hex-3-ene-1,5-diyne) provide a unique class of π-conjugated building blocks for modular construction of one- and two-dimensional carbon-rich scaffolds such as monodisperse, linearly π-conjugated oligomers extending in length beyond 10 nm or large macrocyclic all-carbon cores. Lateral functionalisation of these novel chromophores with donor–acceptor substituents strongly enhances their advanced materials properties and leads to exceptional third-order optical nonlinearities. New photochromic molecules were prepared which undergo photochemical cistrans and transcis isomerisation without competing thermal isomerisation pathways, thereby paving the way for applications as light-driven molecular switches in optoelectronic devices.

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Publication details

The article was received on 15 Nov 2000, accepted on 01 Dec 2000 and first published on 16 Jan 2001


Article type: Feature Article
DOI: 10.1039/B009180O
Citation: Chem. Commun., 2001,0, 219-227
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    Carbon-rich acetylenic scaffolding: rods, rings and switches

    F. Diederich, Chem. Commun., 2001, 0, 219
    DOI: 10.1039/B009180O

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