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Synthesis 1996; 1996(4): 537-550
DOI: 10.1055/s-1996-4249
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Towards the Synthesis of Tetraethynylallene

Tim Lange, Jan-Dirk van Loon, Rik R. Tykwinski, Martin Schreiber, François Diederich*
  • *Laboratorium für Organische Chemie, ETH-Zentrum, Universitätsstrasse 16, CH-8092 Zürich, Switzerland, Fax +41(1)6321109
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Publication Date:
31 December 2000 (online)

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Synthetic routes towards tetraethynylallene (4), a perethynylated modular entity for the construction of three-dimensional all-carbon networks and all-carbon backbone polymers with a stepladder or helical structure, are presented. They comprise propargylic rearrangements, cyclopropanations with carbenes, Peterson and Wittig-type olefinations, and alkylations of ketones with α-bromovinyl anions.

carbon networks - carbon-rich polymers - allene cycloadditions - tetraethynylallene - perethynylated compounds - haloallenes - para-quinodimethanes