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End-Cap Stabilized Oligoynes: Model Compounds for the Linear sp Carbon Allotrope Carbyne

Thomas Gibtner, Frank Hampel, Jean-Paul Gisselbrecht, Andreas Hirsch*

*Institut für Organische Chemie Universität Erlangen/Nürnberg Henkestrasse 42, 92054 Erlangen (Germany), Email:

T. Gibtner, F. Hampel, J.-P.Gisselbrecht, A. Hirsch, Chem. Eur. J., 2002, 68, 408-432.

DOI: 10.1002/1521-3765(20020118)8:2<408::AID-CHEM408>3.0.CO;2-L


Three series of different 3,5-disubstituted α,ω-diphenylpolyynes were synthesized under optimized Cadiot-Chodkiewicz conditions, isolated and completely characterized. These compounds can be considered as model substances for a hypothetical one-dimensional carbon allotrope carbyne.

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Key Words

alkynes, carbon allotropes, cross-coupling, dendrimers, electronic structure, Corey-Fuchs Reaction, Hay Coupling, Cadiot-Chodkiewicz Coupling

ID: JXX-Y2002-800