Synthesis of N-substituted Pyrido [4, 3-d] pyrimidines for the Large-Scale Production of Self-Assembled Rosettes and Nanotubes

…, RL Beingessner, T Yamazaki, H Fenniri

Index: Durmus, Asuman; Gunbas, Gorkem; Farmer, Steven C.; Olmstead, Marilyn M.; Mascal, Mark; Legese, Belete; Cho, Jae-Young; Beingessner, Rachel L.; Yamazaki, Takeshi; Fenniri, Hicham Journal of Organic Chemistry, 2013 , vol. 78, # 22 p. 11421 - 11426

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Citation Number: 6

Abstract

N-substituted pyrido [4, 3-d] pyrimidines are heterocycles which exhibit the asymmetric hydrogen bonding codes of both guanine and cytosine at 60° angles to each other, such that the molecules self-organize unambiguously into a cyclic hexamer, assembled via 18 intermolecular hydrogen bonds. The synthesis is straightforward and can be concluded in six steps from the commercially available malononitrile dimer. X-ray crystallographic ...