Synthesis of Novel Non-planar Polycyclic Arenes by Controlling Scholl Reactions
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AbstractThe Scholl reaction is a powerful method for synthesis of polycyclic arenes by intramolecular oxidative cyclodehydrogenation forming multiple carbon-carbon bonds in a single step. A variety of polyphenylenes have been used as substrates in Scholl reactions leading to nanographenes with different size. This presentation introduces our recent efforts to synthesize novel non-planar polycyclic arenes by controlling Scholl reactions with properly positioned electron-donating substituents.[1–3]
Non-planar polycyclic arenes are unique objects of structural organic chemistry in relation to the nature of aromaticity, and play an important role in science of conjugated carbon nanomaterials and organic functional materials because of their interesting structures and promising applications. The non-planar π-molecules to be highlighted in this presentation include twisted hexabenzoperylenes ( 1 ) [3] and aromatic saddles (2 and 3) [2]. With varied functional groups, molecules of 1 self-assemble into semiconducting monolayers with a unique brickwork arrangement for chemical sensing. Having the remarkably curved polycyclic backbones composed of 70 carbon atoms, 2 and 3 are examples of heptagon-embedded polycyclic arenes, which can serve as segments, model compounds and, in principle, synthetic precursors for negatively curved carbon nanomaterials.
All Author(s) ListQian Miao, Kwan Yin Cheung, Liang Shan, Yong Yang, Jiye Luo, Changqing Li
Name of ConferenceThe 14th International Symposium for Chinese Organic Chemists (ISCOC) and the 11th International Symposium for Chinese Inorganic Chemists (ISCIC)
Start Date of Conference08/12/2016
End Date of Conference10/12/2016
Place of ConferenceSingapore
Country/Region of ConferenceSingapore
LanguagesEnglish-United States

Last updated on 2018-23-01 at 03:21