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Synfacts 2011(8): 0842-0842  
DOI: 10.1055/s-0030-1260689
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Multiple CA-CR Reactions

Contributor(s): Timothy M. Swager, Ggoch Ddeul Han
F. Silvestri, M. Jordan, K. Howes, M. Kivala, P. Rivera-Fuentes, C. Boudon, J.-P. Gisselbrecht, W. B. Schweizer, P. Seiler, M. Chiu, F. Diederich*
ETH Zürich, Switzerland and Université de Strasbourg, France
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Publication History

Publication Date:
20 July 2011 (online)

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Significance

Regular push-pull chromophoric oligomers, both cyclic [AB]n and acyclic B[AB]n types, were synthesized by tandem [2+2] cyclo­addition-cycloreversion (CA-CR) reactions, in which monomers A and B gave optimal results. The use of pentafluorinated TCVB or DCVB derivatives was essential for a facile CA-CR transformation [TCVB: (1,2,2-tricyanovinyl)benzene, DCVB: (2,2-dicyanovinyl)benzene].