Room-temperature high-spin organic single molecule: Nanometer-sized and hyperbranched poly[1,2,(4)-phenylenevinyleneanisylaminium]

Eiji Fukuzaki, Hiroyuki Nishide

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Abstract

Poly[1,2,(4)-phenylenevinyleneanisylaminium] 1 was synthesized by one-pot palladium-catalyzed polycondensation of N-(3-bromo-4-vinylphenyl)-N-(4- methoxyphenyl)-N-(4-vinylphenyl)amine 3 and subsequent oxidation with the thianthrene cation radical tetrafluoroborate: compound 1 three-directionally satisfies a non-Kekulétype π-conjugation and the ferromagnetic connectivity of the unpaired electrons of the triarylaminium cationic radical. The average molecular weight of the polymer was 4700-5900 (degree of polymerization = 11-14), which gave a single molecular-based and globular-shaped image of ca. 15 nm diameter by atomic and magnetic force microscopies under ambient conditions. The aminium polyradical 1 with a spin concentration (determined by iodometry) of 0.65 spin/unit displayed an average S (spin quantum number) value of 7/2 even at 70 °C according to NMR and magnetization measurements.

Original languageEnglish
Pages (from-to)996-1001
Number of pages6
JournalJournal of the American Chemical Society
Volume128
Issue number3
DOIs
Publication statusPublished - 2006 Jan 25

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ASJC Scopus subject areas

  • Chemistry(all)

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