A Shape-Persistent Polyphenylene Spoked Wheel | Zendy

Yi Liu | Zendy; Akimitsu Narita | Zendy; Joan Teyssandier | Zendy; Manfred Wagner | Zendy; Steven De Feyter | Zendy; Xinliang Feng | Zendy; Kläus Müllen | Zendy

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A Shape-Persistent Polyphenylene Spoked Wheel

Author(s) -

Yi Liu,

Akimitsu Narita,

Joan Teyssandier,

Manfred Wagner,

Steven De Feyter,

Xinliang Feng,

Kläus Müllen

Publication year - 2016

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.6b10369

Subject(s) - chemistry , intramolecular force , molecule , mass spectrometry , scanning tunneling microscope , molar mass , molar ratio , crystallography , polymer chemistry , ionization , nuclear magnetic resonance spectroscopy , stereochemistry , nanotechnology , organic chemistry , polymer , materials science , ion , chromatography , catalysis

A shape-persistent polyphenylene with a "spoked wheel" structure was synthesized as a subunit of an unprecedented two-dimensional polyphenylene that we name graphenylene. The synthesis was carried out through a sixfold intramolecular Yamamoto coupling of a dodecabromo-substituted dendritic polyphenylene precursor, which had a central hexaphenylbenzene unit as a template. Characterizations by NMR spectroscopy and matrix-assisted laser ionization time-of-flight mass spectrometry provided an unambiguous structural proof for the wheel-like molecule with a molar mass of 3815.4 g/mol. Remarkably, scanning tunneling microscopy visualization clearly revealed the defined spoked wheel structure of the molecule with six internal pores.

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