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Base-promoted self-condensation reactions of trans-stilbene and diphenylacetylene monomers bearing 4-alkylamino and 4'-methoxycarbonyl groups were investigated. Reactions of N-propyl monomers under pseudohigh-dilution conditions (a THF solution of monomer was added dropwise to a THF solution of LiHMDS) afforded the corresponding cyclic triamides in good yields. X-ray crystallographic analysis showed that these cyclic triamides possessed an almost equilateral triangle structure with a cavity surrounded by tilted benzene rings.

Citation

Akihiro Yokoyama, Takurou Maruyama, Kei Tagami, Hyuma Masu, Kosuke Katagiri, Isao Azumaya, Tsutomu Yokozawa. One-pot synthesis of cyclic triamides with a triangular cavity from trans-stilbene and diphenylacetylene monomers. Organic letters. 2008 Aug 7;10(15):3207-10

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PMID: 18582064

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