Synthesis of Saddle-Shape Octaaminotetraphenylene Octahydrochloride

Ishfaq Ahmad, Dongwook Kim, Rukhillo Kodirov, Soo-Young Yu, Jeong-Min Seo, Javeed Mahmood, Jong-Beom Baek

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Apart from being experimentally and theoretically interesting, tetraphenylene has potential applications in different fields, including supramolecular chemistry, material science, and asymmetric catalysis. Although a wide range of substituted tetraphenylenes have been reported, octaamine-based tetraphenylene derivatives have not been reported because of their instability. Here, stable octaaminotetraphenylene octahydrochloride is synthesized from the bromination of tetraphenylene to octabromotetraphenylene, which is subsequently aminated into octaiminotetraphenylene. Finally, the imino derivative is deprotected to yield octaaminotetraphenylene octahydrochloride.
Original languageEnglish (US)
JournalThe Journal of Organic Chemistry
DOIs
StatePublished - Sep 1 2021

Bibliographical note

KAUST Repository Item: Exported on 2021-09-06
Acknowledgements: This research was supported by the Creative Research Initiative (CRI, 2014R1A3A2069102), Science Research Center (SRC, 2016R1A5A1009405), and Young Researcher (2019R1C1C1006650) programs through the National Research Foundation (NRF) of Korea. We acknowledge that the single-crystal X-ray diffraction experiments with synchrotron radiation were performed at the BL2D-SMC beamline in the Pohang Accelerator Laboratory.

ASJC Scopus subject areas

  • Organic Chemistry

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