N,N-bis(4-{5-[N,N-bis(4-methoxyphenyl)-N-yloammonio]-2-methylstyryl}phenyl) ammoniumyl triradical: A trimer model of high-spin poly[(4-methoxyphenyl-N- yloammonio)-1,2(or 4)-phenylenevinylene-1,2(or 4)-phenylene]

Eiji Fukuzaki, Shigemoto Abe, Hiroyuki Nishide

研究成果: Article

5 引用 (Scopus)

抄録

Hyperbranched poly[(4-methoxyphenyl-N-yloammonio)-1,2(or 4)-phenylenevinylene-1,2(or 4)-phenylene], obtained by the polycondensation of N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-bromo-4-vinylaniline and the subsequent oxidation, three-directionally satisfied the non-Kekulé-type π-conjugation and ferromagnetic connectivity of the unpaired electrons of triarylammoniumyl cationic radicals, and behaved as a high-spin organic polymer even at room temperature. The trimer model compound, N-(4-{5-[N,N-bis(4- methoxyphenyl)amino]-2-methylstyryl}-3-methylphenyl)-N-(4-{5-[N, N-bis(4-methoxyphenyl)amino]-2-methylstyryl}phenyl)-4-methoxyaniline, was synthesized from N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-methyl-4-vinylaniline. The corresponding ammoniumyl triradical displayed an average S (spin quantum number) value of 3/2, which supported the strong spin-coupling between the unpaired electrons of the ammoniumyl radicals through the π-conjugated and branched phenylenevinylene structure. Head-to-tail linkage and the branched structure of the polymer were also studied by a model reaction of N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-methyl-4-vinylaniline and bromobenzene.

元の言語English
ページ(範囲)953-958
ページ数6
ジャーナルBulletin of the Chemical Society of Japan
79
発行部数6
DOI
出版物ステータスPublished - 2006

Fingerprint

Organic polymers
Electrons
Polycondensation
Polymers
Oxidation
4-vinylaniline
Temperature
4-anisidine
bromobenzene

ASJC Scopus subject areas

  • Chemistry(all)

これを引用

@article{45cb3ea1721447b092a8261d6d251dfe,
title = "N,N-bis(4-{5-[N,N-bis(4-methoxyphenyl)-N-yloammonio]-2-methylstyryl}phenyl) ammoniumyl triradical: A trimer model of high-spin poly[(4-methoxyphenyl-N- yloammonio)-1,2(or 4)-phenylenevinylene-1,2(or 4)-phenylene]",
abstract = "Hyperbranched poly[(4-methoxyphenyl-N-yloammonio)-1,2(or 4)-phenylenevinylene-1,2(or 4)-phenylene], obtained by the polycondensation of N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-bromo-4-vinylaniline and the subsequent oxidation, three-directionally satisfied the non-Kekul{\'e}-type π-conjugation and ferromagnetic connectivity of the unpaired electrons of triarylammoniumyl cationic radicals, and behaved as a high-spin organic polymer even at room temperature. The trimer model compound, N-(4-{5-[N,N-bis(4- methoxyphenyl)amino]-2-methylstyryl}-3-methylphenyl)-N-(4-{5-[N, N-bis(4-methoxyphenyl)amino]-2-methylstyryl}phenyl)-4-methoxyaniline, was synthesized from N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-methyl-4-vinylaniline. The corresponding ammoniumyl triradical displayed an average S (spin quantum number) value of 3/2, which supported the strong spin-coupling between the unpaired electrons of the ammoniumyl radicals through the π-conjugated and branched phenylenevinylene structure. Head-to-tail linkage and the branched structure of the polymer were also studied by a model reaction of N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-methyl-4-vinylaniline and bromobenzene.",
author = "Eiji Fukuzaki and Shigemoto Abe and Hiroyuki Nishide",
year = "2006",
doi = "10.1246/bcsj.79.953",
language = "English",
volume = "79",
pages = "953--958",
journal = "Bulletin of the Chemical Society of Japan",
issn = "0009-2673",
publisher = "Chemical Society of Japan",
number = "6",

}

TY - JOUR

T1 - N,N-bis(4-{5-[N,N-bis(4-methoxyphenyl)-N-yloammonio]-2-methylstyryl}phenyl) ammoniumyl triradical

T2 - A trimer model of high-spin poly[(4-methoxyphenyl-N- yloammonio)-1,2(or 4)-phenylenevinylene-1,2(or 4)-phenylene]

AU - Fukuzaki, Eiji

AU - Abe, Shigemoto

AU - Nishide, Hiroyuki

PY - 2006

Y1 - 2006

N2 - Hyperbranched poly[(4-methoxyphenyl-N-yloammonio)-1,2(or 4)-phenylenevinylene-1,2(or 4)-phenylene], obtained by the polycondensation of N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-bromo-4-vinylaniline and the subsequent oxidation, three-directionally satisfied the non-Kekulé-type π-conjugation and ferromagnetic connectivity of the unpaired electrons of triarylammoniumyl cationic radicals, and behaved as a high-spin organic polymer even at room temperature. The trimer model compound, N-(4-{5-[N,N-bis(4- methoxyphenyl)amino]-2-methylstyryl}-3-methylphenyl)-N-(4-{5-[N, N-bis(4-methoxyphenyl)amino]-2-methylstyryl}phenyl)-4-methoxyaniline, was synthesized from N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-methyl-4-vinylaniline. The corresponding ammoniumyl triradical displayed an average S (spin quantum number) value of 3/2, which supported the strong spin-coupling between the unpaired electrons of the ammoniumyl radicals through the π-conjugated and branched phenylenevinylene structure. Head-to-tail linkage and the branched structure of the polymer were also studied by a model reaction of N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-methyl-4-vinylaniline and bromobenzene.

AB - Hyperbranched poly[(4-methoxyphenyl-N-yloammonio)-1,2(or 4)-phenylenevinylene-1,2(or 4)-phenylene], obtained by the polycondensation of N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-bromo-4-vinylaniline and the subsequent oxidation, three-directionally satisfied the non-Kekulé-type π-conjugation and ferromagnetic connectivity of the unpaired electrons of triarylammoniumyl cationic radicals, and behaved as a high-spin organic polymer even at room temperature. The trimer model compound, N-(4-{5-[N,N-bis(4- methoxyphenyl)amino]-2-methylstyryl}-3-methylphenyl)-N-(4-{5-[N, N-bis(4-methoxyphenyl)amino]-2-methylstyryl}phenyl)-4-methoxyaniline, was synthesized from N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-methyl-4-vinylaniline. The corresponding ammoniumyl triradical displayed an average S (spin quantum number) value of 3/2, which supported the strong spin-coupling between the unpaired electrons of the ammoniumyl radicals through the π-conjugated and branched phenylenevinylene structure. Head-to-tail linkage and the branched structure of the polymer were also studied by a model reaction of N-(4-methoxyphenyl)-N-(4-vinylphenyl)-3-methyl-4-vinylaniline and bromobenzene.

UR - http://www.scopus.com/inward/record.url?scp=33750601222&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33750601222&partnerID=8YFLogxK

U2 - 10.1246/bcsj.79.953

DO - 10.1246/bcsj.79.953

M3 - Article

AN - SCOPUS:33750601222

VL - 79

SP - 953

EP - 958

JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

SN - 0009-2673

IS - 6

ER -