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Synthesis 1988; 1988(8): 604-608
DOI: 10.1055/s-1988-27649
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Push-Pull Triafulvenes from 1,1′-Oxy-di[2,3-bis(dimethylamino)cyclopropenylium] and 1-[Bis(dimethylamino)cyclopropenylio]pyridinium Salts

Hans-Martin Weber* , Gerhard Maas
  • *Fachbereich Chemie, Universität Kaiserslautern, Erwin-Schrödinger-Straße, D-6750 Kaiserslautern, Federal Republic of Germany
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Publication Date:
20 August 2002 (online)

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1-[Bis(dimethylamino)cyclopropenylio]pyridinium salt 6 reacts with activated methylene compounds 7 in the presence of pyridine to give triafulvenes 8. The use of 1,1′-oxy-di[2,3-bis(dimethylamino)cyclopropenylium] salt 5 for the same purpose is limited: with the ambident anions of 1,3-diketones, enol ether salts 9 are formed in some cases at the complete expense of triafulvenes 8. Compound 8n, however, can be obtained only from 5.