Ein neuer dreifacher chromophorer molekularer Schalter: pH- und lichtabhängige Schaltcyclen

Gobbi, Luca; Seiler, Paul; Diederich, François

doi:10.1002/(sici)1521-3757(19990301)111:5<737::aid-ange737>3.0.co;2-3

Cited by 47 publications

(2 citation statements)

References 27 publications

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“…Scheme 1 shows some conjugated motifs that have been well studied in this area: dialkynylethene ( 1 ),3–10 tetraalkynylethene ( 2 ),11–16 oligo( p -phenylenevinylidene) ( 3 )2 and cruciforms constructed around a tetra-substituted benzene ( 4 )17–34 or tolane core ( 5 ) 35…”

Section: Introductionmentioning

confidence: 99%

Controlling the Conformational Changes in Donor–Acceptor [4]‐Dendralenes through Intramolecular Charge‐Transfer Processes

Kanibolotsky

Forgie

McEntee

et al. 2009

Chemistry A European J

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The synthesis of two [4]-dendralene compounds incorporating thiophene-(p-nitrophenyl) donor–acceptor units is presented. The dendralenes adopt two different conformers in solution and solid state and the transformation between the structures can be controlled by light and heat. The electron-donating components of the dendralenes are represented by bromothienyl (in 13) and ethylenedioxythiophene(EDOT)-thienyl (in 15) end-groups. The most facile transformation involves the isomerisation of donor–acceptor conjugated systems (a conformers) into structures in which only the thiophenes are conjugated (b conformers), and this process is driven by ambient light. The structures of the two conformers of compound 13 are confirmed by single-crystal X-ray diffraction studies and the structural changes in both compounds have been monitored by 1H NMR spectroscopy and absorption studies. The transformations were found to be first-order processes with rate constants of k = 0.0027 s−1 and k = 0.00022 s−1 for 13 and 15, respectively. Density functional theory calculations at the B3LYP/6-31G∗ level give credence to the proposed mechanism for the a→b conversion, which involves photoinduced intramolecular charge transfer (ICT) as the key step. The EDOT derivative (15) can be polymerised by electrochemical oxidation and a combination of cyclic voltammetry and UV/Vis spectroelectrochemical experiments indicate that the a conformer can be trapped and stabilised in the solid state.

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Section: Introductionmentioning

confidence: 99%

Controlling the Conformational Changes in Donor–Acceptor [4]‐Dendralenes through Intramolecular Charge‐Transfer Processes

Kanibolotsky

Forgie

McEntee

et al. 2009

Chemistry A European J

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“…The potential for new application domains is a driving factor in the development of many molecular‐scale computational devices 1. Initial reports of molecular logic consist of switches and basic Boolean logic gates,1–4 with more recent developments demonstrating molecules or molecular ensembles capable of implementing a variety of logic functions5–7 in a range of chemical environments, including cellular contexts 8–10. Scaling these devices to more complex systems is a challenge because they often use incompatible chemical inputs and outputs or multiple representations for binary signals.…”

Section: Introductionmentioning

confidence: 99%

Encoded Multichromophore Response for Simultaneous Label‐Free Detection

Pistol

Mao

Thusu

et al. 2010

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The self-assembly of molecularly precise nanostructures is widely expected to form the basis of future high-speed integrated circuits, but the technologies suitable for such circuits are not well understood. In this work, DNA self-assembly is used to create molecular logic circuits that can selectively identify specific biomolecules in solution by encoding the optical response of near-field coupled arrangements of chromophores. The resulting circuits can detect label-free, femtomole quantities of multiple proteins, DNA oligomers, and small fragments of RNA in solution via ensemble optical measurements. This method, which is capable of creating multiple logic-gate-sensor pairs on a 2 x 80 x 80-nm DNA grid, is a step toward more sophisticated nanoscale logic circuits capable of interfacing computers with biological processes.

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Molekulare Signaltransduktion durch konformative Transmission mit einem Perhydroanthracen-Transducer

Krauss¹,

Weinig²,

Seydack³

et al. 2000

Angewandte Chemie

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Ein neuer dreifacher chromophorer molekularer Schalter: pH- und lichtabhängige Schaltcyclen

Cited by 47 publications

References 27 publications

Controlling the Conformational Changes in Donor–Acceptor [4]‐Dendralenes through Intramolecular Charge‐Transfer Processes

Controlling the Conformational Changes in Donor–Acceptor [4]‐Dendralenes through Intramolecular Charge‐Transfer Processes

Encoded Multichromophore Response for Simultaneous Label‐Free Detection

Molekulare Signaltransduktion durch konformative Transmission mit einem Perhydroanthracen-Transducer

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