Room-temperature high-spin organic single molecule

Nanometer-sized and hyperbranched poly[1,2,(4)-phenylenevinyleneanisylaminium]

Eiji Fukuzaki, Hiroyuki Nishide

Research output: Contribution to journalArticle

93 Citations (Scopus)

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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Magnetic force microscopy
Atomic Force Microscopy
Palladium
Polycondensation
Polymerization
Amines
Cations
Atomic force microscopy
Magnetization
Polymers
Molecular Weight
Positive ions
Molecular weight
Nuclear magnetic resonance
Electrons
Oxidation
Molecules
Temperature
thianthrene

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

@article{b1f2908059774220b903ec4268c980be,
title = "Room-temperature high-spin organic single molecule: Nanometer-sized and hyperbranched poly[1,2,(4)-phenylenevinyleneanisylaminium]",
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-Kekul{\'e}type 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.",
author = "Eiji Fukuzaki and Hiroyuki Nishide",
year = "2006",
month = "1",
day = "25",
doi = "10.1021/ja0569611",
language = "English",
volume = "128",
pages = "996--1001",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "American Chemical Society",
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TY - JOUR

T1 - Room-temperature high-spin organic single molecule

T2 - Nanometer-sized and hyperbranched poly[1,2,(4)-phenylenevinyleneanisylaminium]

AU - Fukuzaki, Eiji

AU - Nishide, Hiroyuki

PY - 2006/1/25

Y1 - 2006/1/25

N2 - 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.

AB - 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.

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